From: "Paul Heelis" Subject: New chemistry jobs vacancy site To


Subject: Re: ORGLIST: propyphenazone



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Subject: Re: ORGLIST: propyphenazone
Look in the Merck Index.
Herb Hedgecock
__________________

Date: Mon, 20 Mar 2000 09:39:28 -0800

From: Jim Sims

Subject: ORGLIST: propyphenazone
The structure is in the Merck Index, 12th ed. #8056.
Professor Jim Sims

Department of Plant Pathology

University of California, Riverside

Riverside, CA 92521

Voice: 909 787 4127

FAX 909 787 4294


__________________

Date: Tue, 21 Mar 2000 13:52:36 +0100

From: "Schuit, ing. R.C."

Subject: ORGLIST: Propyphenazone structure
I got over 25 reactions and nwo I can probably dream the structure. Thanks!

Next time I will look in the Merck Index and www.chemfinder.com.


Robert

__________________



Date: Tue, 21 Mar 2000 18:45:59 -0500 (EST)

From: Christopher Paul Borella

Subject: ORGLIST: Peptide bond formation from tfa salt
Hello,

I have a simple question, I have generated a TFA salt of a free amine, and

want to couple it with an acid chloride insitu. I can't seem to find any

reference for this reaction, there are plenty with HCl salts but not

TFA. Would TEA be strong enough to break up this salt or do I need to do

something else? A co-worker sugested exchanging it to the HCl salt by

reacting with excess HCl, however my compound is not stable to those

conditions (silyl protecting groups). I would appreciate it if someone

could give me some advise as to how to solve this or at least point me to

a reference.


Thanks,
Chris
__________________

Date: Tue, 21 Mar 2000 17:31:53 -0800

From: "Chapman, Robert D"

Subject: RE: ORGLIST: help!!!!
Found it! Here's where to get it. B-)
http://www.bl.uk/serials/ser-html/subset_GA-GD.html

https://www.bl.uk/services/bsds/dsc/lexformn.html


> ----------

> From: HU HONGKUN

> Sent: March 20, 2000 12:46 AM

> To: Multiple recipients of list orglist

> Subject: ORGLIST: help!!!!

>


> hello!Everyone!

> I am a graduate in the Colllege of Chemic in the

> Sichuan University.

> I want someone find me a reference.

> Galvanotechnik 1998,89(3),748-749 Eugen G.Leuze

> verlag


> I can not find it here.It means a lot to me. So

> please help me .Thanks a lot!!!!

> you can contact me with email!

>


> =====

> your sincerely Hu Hongkun


__________________

Date: Tue, 21 Mar 2000 17:36:02 -0800

From: "Jack Kellum"

Subject: ORGLIST: Re: Peptide bond formation from tfa salt
Chris,
There's no need to convert your TFA salt to the HCl salt. The critical

factor is your choice of base. Whereas TEA would neutralize a TFA salt just

as readily as an HCl salt, the problem lies in the fact that you're coupling

with a highly activated carboxyl component. Your title said "peptide bond

formation" so I assume that the two components you're attempting to couple

are amino acids. In this case, using TEA with a amino acid chloride will

likely result in formation of an N-carboxyanhydride or an oxazolone

depending on the nature of your N protecting group. If the use of an amino

acid chloride is your only choice, you'll want to employ a severely hindered

tertiary amine base such as 2,6-di-tert-butylpyridine (Carpino, JOC, 1991,

2635).
If possible, why not utilize some of the more traditional coupling methods

for amino acids. An excellent review by Humphrey and Chamberlin appears in

Chem. Rev., 1997, 2243.
Good luck,
Jack
__________________

Date: 21 Mar 2000 19:50:24 -0800

From: Salo K

Subject: ORGLIST: flavones
Hi everyone.

I am an undergraduate student of chemistry, and this semester we have a special project

on org.chem.laboratory. I will want to synthetize flavones, but I have not enough

information about its synthesis and/or properties. I have find just one article at

J.Chem.Edu (1980 57 220).

I would appreciate anyone who can point me to good references on this.

Thanks in advance for all responses.

Salo K.

__________________

Date: Wed, 22 Mar 2000 10:23:56 +0100

From: "J.Aires de Sousa"

Subject: ORGLIST: First Florida Heterocyclic Course & Conference
Forwarded from Dr Paul Thind
--
Dear Friends,
The jointly arranged ARKAT (www.arkat.org) and Scientific

Update Course & Conference on Heterocyclic Chemistry took

place at the University of Gainesville, Florida from the

8th-11th of March. It was a highly successful event attended

by students and chemists from all over the world. The

success was such that we have already booked the conference

for the year 2001 and 2002 at the same time during the

spring break in March.


Details about the course and lectures will be posted in the

coming months on our web site.


The ARKAT Project itself is coming along steadily. The first

issue of Arkivoc appeared in February. The second issue will

be made available by the second week of April, 2000.
We hope that you will join us as members of ARKAT (please

join from our homepage) and participate in the

development of this effort. It is our intention to have

standards similar to JOC. However the internet permits us to

cast a wider net. The two publications Arkivoc and Arkivod

permit publication of both full papers and incomplete

stories where compounds have been made and properly

characterized.


If any of you have ideas about offering a (commercial or

informational) service to chemists, please contact me as we

may be able to help you develop your concepts. We have a

limited amount of funding for good projects.


Best wishes,
Paul Thind

__________________



Date: Wed, 22 Mar 2000 16:31:54 +0100

From: Fredrik Thorstensson

Subject: Re: ORGLIST: Synthesis Approach
Hello Glen
You could maybe try something like this

Base


(NaH) Br or
R2-Br HOBr, AcOH

R1C(triple bond)-H ------------> R1C(triplebond)CR2

--------------> R1BrC(doublebond)CBrR2

Terminal alkynprotons are rather acidic and can be abstracted with base. You

can make a halogenic addition on the alkynderivate. I think you can make it

trans or cis depending on which conditions you use.


NB. I have no practical experience of this.

--

************************



Fredrik Thorstensson

LKPG University

Sweden

freto@ifm.liu.se



************************
Glen Brizius wrote:
> Hello, all. I am trying to synthesize compounds with the following

> molecular structure: RBrC(double bond)CBrR, where the halogens are

> preferably trans to each other. An example would be

> trans-2,3-dibromo-2-butene, which would have pendant methyl groups.

> Ideally I'd like to have control over the identity of the alkyl groups,

> which would hopefully come from commercially available precursors (alkyl

> bromides, alcohols, aldehydes, etc).

>

> So far I've tried transforming trans-2,3-dibromo-1,4-dihydroxy-2-butene



> into the 1,2,3,4-tetrabromo-2-butene with PBr3, followed by reaction

> with alkyl Grignard reagents. However, this gives me a complex mixture

> of (allylic rearranged) products. While I can make the dialkoxy

> versions easily, they are not any good for my particular reaction, they

> have to be alkyl.

>

> Does anyone have any experience in this type of synthesis that would



> like to share? All opinions gratefully :) accepted via email. Thanks

> in advance!

>

> Glen Brizius


__________________

Date: Thu, 23 Mar 2000 10:19:00 +0100

From: Luis Fernando Garcia Alles

Subject: ORGLIST: Stabilizing the enolate form
Dear people,

I am considering the synthesis of some analogue of PEP (phosphoenol

pyruvate: Pi-O-C(=3DCH2)COOH) where the phosphoryl group (Pi) is missing.

Initially, if we remove the Pi group from this molecule, the enolate form

produced would immediately tautomerize to the ketone form (let us say

pyruvate, CH3-COCOOH). However, I would like to design and synthesize some

analogue where the enolate form would be more favoured, more populated than

the ketonic form, that is, it would exist mainly as the following specie:

R-CH=3DC(OH)COOH
Do you know of any R group, or do you have any other idea that might help

to stabilize this enolic form??. Any idea will be wellcome...

Well, thank you very much for whatever you might suggest me to do!!!
Have a very good time!!

=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=

=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D

Luis Fernando Garc=EDa Alles, Ph.D.

Departement f=FCr Chemie und Biochemie

Universit=E4t Bern

Freiestrasse 3

CH-3012 Bern, Schweiz

Tel. ++41 (0)31/631 37 92

Fax ++41 (0)31/631 33 83=09

E-mail :garcia@ibc.unibe.ch

=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=

=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D
__________________

Date: Thu, 23 Mar 2000 13:13:07 +0200

From: "Athanassios E. Tyrpenou"

Subject: ORGLIST: Sarafloxacin
Dear friends

I am a veterinarian working on pharmacokinetics of sarafloxacin

[fluoroquinolone] in fish farming. I need the physicochemical properties and

synthesis of this chemical which it was impossible to find anywhere.

I would be much grateful if anybody has some paper or document for it!
Thanks a lot

Sakis
__________________



Date: Thu, 23 Mar 2000 15:41:14 -0500 (GMT)

From: "Research Scholars,tpr"

Subject: Re: ORGLIST: Re: Peptide bond formation from tfa salt
Hello Chris,

i think you know, in peptide bond formation, if you're going to use

amino acid chloride to couple with you will loose the chirality of the

acid part.

good luck

palas gangopadhyay


__________________

Date: Thu, 23 Mar 2000 11:53:07 -0500

From: David Gauthier

Subject: Re: ORGLIST: Peptide bond formation from tfa salt
Hi,

I think that TEA will work, but you must find good references first. Try

these :

JACS (98) p.12783



Chem.Europ.J.En (99) p.79

Tet.(88) p.2359

Tet.(99) p.3511

JOC (99) p.4324


Good luck

David Gauthier

University of Sherbrooke
__________________

Date: Thu, 23 Mar 2000 15:06:33 -0800

From: "Chapman, Robert D"

Subject: RE: ORGLIST: flavones
http://www.google.com/search?q=flavones+synthesis&sa=Google+Search
__________________

Date: Thu, 23 Mar 2000 19:31:19 -0800 (PST)

From: lia kamelia

Subject: ORGLIST: chitosan
dear people
i had some questions and i hope you can help me to find the answers.
1. what is the best way or the simplest way to synthetize chitosan from khitin?
2 how to extract khitin from crab shell?
thanks for your response
__________________

Date: Fri, 24 Mar 2000 10:29:33 -0500 (EST)

From: Christopher Paul Borella

Subject: Re: ORGLIST: chitosan
When are people going to realize that tis is not a homework answer

service. Please refrain from asking questions before attempting to find

the answer on your own. This is a very simple question that can be

answered in 5 min on any litereature search program.


__________________

Date: Fri, 24 Mar 2000 20:19:14 +0200 (EET)

From:

Subject: ORGLIST: BuLi
Dear Colleagues,
I hope somebody can give me a good advice for my problem.

I synthesized butyllithium by reacting BuCl with excess Li (seven hours

boiling in dry hexane). Then I let the solid phase to settle and

then I siphoned the solution with the argon pressure to the

dry flask. The solution is clear.

All the procedure was done in oven-dried apparatus with dry inert gas

flow (Ar). But now I have a problem with the determination of the BuLi

concentration. I did it twicely.

1. Firstly I hydrolyzed the aliquot of BuLi

by some water and then I titrated it with HCl. I got 1.76M for the

concentration.

2. Secondly I did the so named "double-titration". I react BuLi with

benzylchloride in ether (five minutes for reaction). BuLi must react

with PhCH2Cl and the impurities will remain (BuOLi, LiOH).

Then I decomposed the mixture with water and titrated it with HCl. Now I

got 0.60M for the impurities concentration and so only 1.16M for the BuLi

concentration. Is it possible I have so many impurities in my reagent?

(It means that air humidity and oxygen reacted with the product!)

What do you think about such "double-titration method"?????

Can I trust this method? Or can somebody advice me something better?

All the reagents were pure and dry.
Can someone give me some ideas and suggestions? Help!
Thank in advance.
Olga Tshubrik
__________________

Date: Fri, 24 Mar 2000 22:07:18 +0100

From: AnGio'

Subject: ORGLIST: About GC, GC(LC)/MS analysis over Cl-NO comp.
hello all!
Does anybody of you have experience on GC, GC/MS, or LC/MS performed over

chloro-nitroso compounds? If so, what raccomandations would you give me for

such analitical procedures? I am trying to detect some gem Cl-NO compounds

obtained from short aliphatic beta-keto esters, having so far done some

GC/MS runs, but gaining little reproducibility...(by the way, those comp.

should be somehow fragile at normal condition for GC/MS, shouldn't they?)


Any kind of suggestion is welcome!
Thanks very much,

andrea.


*********************************************************************

Andrea Giordano tel. ICN: 06 - 90672-510/516

CNR- Ist. Chimica Nucleare fax. ICN: 06 - 90672512

Via Salaria km 29.300 C.P. 10 cell: 0349 - 7512467

00016 Monterotondo Stazione (Roma)

Italia


>> Happiness is easy <<

*********************************************************************


__________________

Date: Fri, 24 Mar 2000 21:11:48 -0500 (EST)

From: Christopher Paul Borella

Subject: Re: ORGLIST: BuLi
Well I'm not sure about the titration, I normally just titrate with di

phenyl acetic acid. However, when we must prepare n-BuLi

(normally we buy from aldrich except for very large scale) we

sonicate for 3hr rather than heating. We found this normally gives

quantitative conversion of the BuCl. The solution is then transfered via

canula to remove the LiCl. Heating of the solution may be causing

decomposition, or dimerization.
Hope this helps
-chris
__________________

Date: Sat, 25 Mar 2000 16:27:48 +0530 (IST)

From: A De

Subject: Re: ORGLIST: BuLi
We regularly prepare both n-BuLi and sec-BuLi in the lab. The most

important factors needed for good quality alkyl lithium are :

(a) The Li metal must be very finely dispersed. This done by heating Li

shots in liquid paraffin in a 3-neck flask fitted with an outlet at the

bottom and then vigorously stirring with a mechanical stirrer.

(b) VERY slow addition of alkyl halide to the suspension of the dispersed

metal (cyclohexane in the case of sec-BuLi and Petroleum ether in the case

of n-BuLi). 4 drops in 15 seconds.

(c)Addition of few pieces of Na for initiating the reaction.
Obviously all the operations are to be carried out in Argon atmosphere and

all the solvents should be thoroghly dried. Our experience tells that

commercially available Li dispersions are unsuitable. The dispersed metal

is washed free of Liquid paraffin with pet.ether. For sec-BuLi overnight

stirring is needed after the addition of sec-butylchloride. We do heat the

mixture in the case of n-BuLi but Chris' suggestion of sonication is good.

The preparation must be done under good care. Otherwise accidents are

likely.Pressure must be released from time to time while the metal is

dispersed.
We titrate our alkyl lithiums with diphenyl acetic acid as Chris does. It

is simple and reliable. The reference is :=20

W.G.Kofron and L.M.Baclawski, J.Org.Chem., 1976,Vol 41, 1879.
Cheers
Asish
__________________

Date: Mon, 27 Mar 2000 09:16:06 +1000

From: Paul Handley


Subject: Re: ORGLIST: BuLi
>We regularly prepare both n-BuLi and sec-BuLi in the lab. The most

>important factors needed for good quality alkyl lithium are :

>(a) The Li metal must be very finely dispersed. This done by heating Li

>shots in liquid paraffin in a 3-neck flask fitted with an outlet at the

>bottom and then vigorously stirring with a mechanical stirrer.
A neat trick for small scale organolithiums is to place a chunk of

lithium metal between two clear plastic OHP slides and bash it flat with a

hammer. Get someone to help you by slicing the lithium foil with a scalpel

while you drop it with tweezers into your reaction vessel. Obviously the

quicker you do it, the better.
Paul Handley

Dept. of Chemistry

University of Queensland

Brisbane, Australia


__________________

Date: Sun, 26 Mar 2000 23:26:41 -0800 (PST)

From:

Subject: ORGLIST: N-phenyl-p-nitrobenzohydroxamic acid
Dear people,

Can you tell me what is the melting point of

N-phenyl-p-nitrobenzohydroxamic acid.

Thanks.


A/Hafeez Mohamed.

e-mail: ahafeez61@yahoo.com


__________________

Date: Mon, 27 Mar 2000 14:12:32 +0200

From: Jonas Nilsson

Subject: ORGLIST: Aminoacids
Dear List Members

Does anybody have the aminoacids, their structure/abbrevations/names/pKa

and such collected in a nice sheet of paper that could be posted on the

wall? Please send me a file.

/jN
--

_____________________ _____________________

| Jonas Nilsson | | |

|Linkoping University | | Telephone |

| IFM | | --------- |

| Dept. of Chemistry | | work: +46-13-285690 |

| 581 83 Linkoping | | fax: +46-13-281399 |

| Sweden | | home: +46-13-130294 |

|_____________________| |_____________________|

__________________



Date: Mon, 27 Mar 2000 17:55:37 +0530 (IST)

From: Dr T A Pathak


Subject: Re: ORGLIST: Aminoacids
Structure/name/abbreviation of proteinogenic alpha-aminoacids

without pKa values are available on page xiii of "Synthesis of

optically active alpha-amino acids" by Robert M. Williams (Pergamon).
Tanmaya
-----------------------------------------------------------------------------

Dr. Tanmaya Pathak Tel: (020)-589 33 00

Organic Chemistry Division (Synthesis) 589 33 15/16

National Chemical Laboratory extn.2055/2073

Pune 411 008 (020)-589 31 53

Maharasthra Fax: (020)-589 31 53

India e.mail: pathak@ems.ncl.res.in

-----------------------------------------------------------------------------


__________________

Date: Mon, 27 Mar 2000 14:42:01 +0200

From: Francesco Dondero

Subject: ORGLIST: maleimide

dear sirs,

I'm a PhD student of biology and I have a biochemical question to tell

you.


In brief, I have a protein rich in sulphydryls that I'd like to quantify

by reaction with a specific compound having a great affinity for thiols.


I must not use chemitry involving Ellman's reagent (2,2,DTNB) or similar

thiol-disulphur exchange reagent, so I should try with maleimide. Does

exist any maleimide that reacting with sulphydryls of proteins gives

rise to a coloured compound, spectrophotometrically evaluable? I know

that many maleimides gives rise to fluorescent compound, but I need a

coloured one.

best regards

Francesco Dondero

Universita' Piemonte Orientale

15100 Alessandria, Italy


__________________

Date: Tue, 05 Jan 1904 04:20:08 +0200

From: Jacob Zabicky

Subject: Re: ORGLIST: methyl cyclohexene from methyl cyclohexanone
Dear Juana,
Your question can have variuos replies, depending on who answers and on the

point of view.


A chemist dealing with reaction mechanisms may propose several steps, where

only the slowest are in control of your results, but you cannot avoid

passing through the fastest, lest your results differ from the desired ones.
A chemical engineer may speak about a "unit process," according to which

you observe what are you putting in your reactor and what are you getting

out of it. If you devise a contraption where starting from cyclohexanone

and other reagents, you get methylcyclohexene whithout need of separating

or adding other reagents at some intermediate stage, then you have what an

organic synthesist may call a "one-step-reaction." This situation, however,

need not be the best for the usual synthetic methods of organic chemistry,

which are batch processes undertaken in a liquid matrix, between the normal

melting and boiling points of the liquid phases. An industrial route may

involve gaseous reagents continuously flowing over a multifunctional

catalyst bed.
Your case, for example, may probably be better served in the laboratory by

a route including the Grignard reaction and an intermediary tertiary

alcohol, whether you isolate it or not. Whether you get an exo- or an

endo-cyclic water elimination from the intermediate alcohol depends on the

structure of the cyclic group. If you start from cyclohexanone you'll

probably get 1-methylcyclohexene, however, if your starting ketone is

cyclopentanone, your end product may be 1-methylenecyclopentane.
All the best,
Jacob Zabicky

*********************************************************************

Temporary address:

Prof. Jacob Zabicky Tel.: +34 93 581 1401

Group de Fisica dels Materials II Fax.: +34 93 581 2155

Universitat Autonoma de Barcelona Private:

08193 Bellaterra (Barcelona) Tel.: +34 93 581 7485

Spain


*********************************************************************
__________________

Date: Mon, 27 Mar 2000 11:49:46 -0800

From: "Chapman, Robert D"

Subject: RE: ORGLIST: Aminoacids
http://online.sfsu.edu/~trautman/amino/amino_prop.html
> ----------

> From: Jonas Nilsson

> Sent: March 27, 2000 4:12 AM

> To: Multiple recipients of list orglist

> Subject: ORGLIST: Aminoacids

>


> Dear List Members

> Does anybody have the aminoacids, their structure/abbrevations/names/pKa

> and such collected in a nice sheet of paper that could be posted on the

> wall? Please send me a file.

> /jN

>


> --

> _____________________ _____________________

> | Jonas Nilsson | | |

> |Linkoping University | | Telephone |

> | IFM | | --------- |

> | Dept. of Chemistry | | work: +46-13-285690 |

> | 581 83 Linkoping | | fax: +46-13-281399 |

> | Sweden | | home: +46-13-130294 |

> |_____________________| |_____________________|

>


__________________

Date: Mon, 27 Mar 2000 12:09:34 -0800

From: "Chapman, Robert D"

Subject: RE: ORGLIST: Aminoacids
In addition to

http://online.sfsu.edu/~trautman/amino/amino_prop.html

also

http://www.imb-jena.de/IMAGE_AA.html



http://www.infobiogen.fr/services/deambulum/english/standards.html#AA

http://www.public.iastate.edu/~pourel/lsci.html#sbiol


Sometimes I pursue an occasional ORGLIST inquiry like this just to see if

some expectedly common information is actually surprisingly unavailable from

a simple Web search. But no surprise here.

Robert D. Chapman, Ph.D.

Chemistry & Materials Division (Code 4T4200D)

Naval Air Warfare Center

China Lake, CA 93555 USA
__________________

Date: Mon, 27 Mar 2000 23:04:54 +0200

From: Shu-Kun Lin

Organization: MDPI (http://www.mdpi.org)

Subject: ORGLIST: MOLECULES and other online-only chemistry journals are promising
(Excuse me for sending to several mailing lists)
If one checks the online-only chemistry journals monitored

by CAS (http://info.cas.org/EO/ejourn2.html) you would

find that many of them have been able to publish only a small

number of papers every year.


Online journal editors, do not give up. MOLECULES now

continuously publishes "thick" issues this year. Its vol.5

issue 3 (March 2000, pages 200-636) just released has

437 pages (http://www.mdpi.org/molecules/list00.htm#new).


We publish many more papers recently and publish

very quickly after peer reviewing procedure. (A long list

of referees who helped evaluating manuscripts will be

published soon.) Contributions of manuscripts are welcomed.


I would like to acknowledge that this is the achievements

of the Assistant Editor Dr. Derek J. McPhee (e-mail:

mcphee@mdpi.org) who carefully and promptly

handled many manuscripts, and the Production Editor

Dr. Andrey Gutnov (e-mail: gutnov@mdpi.org), who did layout

and final pdf files generation.


Could you please help us by listing our journal

MOLECULES (http://www.mdpi.org/molecules/)

on your website and recommend it to your colleagues?
Shu-Kun Lin

Managing Editor, MOLECULES (ISSN 1420-3049)

E-mail: lin@mdpi.org
Dr. Shu-Kun Lin, President of MDPI

Molecular Diversity Preservation International (MDPI)

Saengergasse 25, CH-4054 Basel, Switzerland

Tel. +41 79 322 3379, Fax +41 61 302 8918

E-mail: lin@mdpi.org

http://www.mdpi.org/lin/


__________________

Date: Tue, 28 Mar 2000 19:21:54 +0900

From: Mitsuhiko FUJIWHARA

Subject: Re: ORGLIST: BuLi

I think that double titlarion should be the most reliable, but I

usually don't do that practice. What I do is 1,10-phenanthroline

method. If you have access to "Lancaster" catalogue, there is the

reference for this method. I quote only one reference here: J.

Organomet. Chem. vol 9, 165 (1967). It's not so reliable, but quite

convenient and enough for usual organic synthesis. It is said that

we cannot use this method for MeLi.
____________________________________________________________________

Mitsuhiko FUJIWHARA, Ph.D. Fine & Aroma Chemical Laboratory

Takasago International Corporation

PGP-key http://www.asahi-net.or.jp/~bj9m-fjwr/index.html

PGP FingerPrint [6087 4106 3402 2D84 489B 1A83 582B 7B82 F8EB 3590]

__________________



Date: Tue, 28 Mar 2000 17:49:10 -0800 (PST)

From: Eugene Leitl

Subject: Orglist: free preprint service: Tetrahedron Letters online
Free. Registration required (my chemweb ID worked).
http://chemweb.com/tetfast/

__________________



Date: Wed, 29 Mar 2000 09:29:11 -0500 (GMT)

From: "Dr. D.Basavaiah-(RS)"

Subject: Re: Orglist: free preprint service: Tetrahedron Letters online
Dear Friends:

1.I need a clean method for the allylic oxydation of limonene at c-10

position. I am aware of the Crawfords work (Limonene +n-BuLi/TMEDA complex

followed by air oxydation). This method gave 15% impurity after

Fractionating.

Is there any better method.

2. Any method for deoxygenating allyl alcohols other than the following

methods


1. TMSI

2. Barton-McCombe

3. Pyridine-SO3

4. DEAD/PPh3

5. CoCl2/KCN/KCl

6. Tungsten complexes

7. Electrochemical methods

8. BF3OEt2/NaBH4

Please give me the information within your experience, no matter whether

it is published/unpublished. In case publishe, will you be so kind to give

the literature reference?

Thanks


Chary
**************************************************************************

Research Scholar

School of chemistry Telephone: 3010500 extn:4807

University Of Hyderabad

Hyderabad- 500 046

India
e-mail: dbscrs@uohyd.ernet.in


**************************************************************************
__________________

Date: Wed, 29 Mar 2000 11:05:57 +0200

From: Shu-Kun Lin

Organization: MDPI (http://www.mdpi.org)

Subject: Orglist: MDPI news release: Int. J. Mol. Sci. (http://www.mdpi.org/ijms/) Vol. 1,

2000 Issue 1 Released
(Exculse me for sending to many mailing lists)
MDPI launched one more new journal International Journal of Molecular

Sciences (ISSN 1422-0067) at the http://www.mdpi.org/ijms website.

The background regarding IJMS is at http://www.mdpi.org/ijms/htm/i1010003.htm.
Access to the IJMS online edition is FREE. Please obtain your free

and unique userID and password from ijms_request@mdpi.org

(put "free subscription" as the subject title and your name and

address in the text of your e-mail).


A "Call for Papers to the IJMS" message as a pdf can be

downloaded at http://www.mdpi.org/ijms/ijmsadvert.pdf.


Shu-Kun
--

Dr. Shu-Kun Lin

Molecular Diversity Preservation International (MDPI)

Saengergasse 25, CH-4054 Basel, Switzerland

Tel. +41 79 322 3379, Fax +41 61 302 8918

E-mail: lin@mdpi.org

http://www.mdpi.org/lin/
__________________

Date: Wed, 29 Mar 2000 18:30:32 +0200

From: "Yantao Chen"

Subject: ORGLIST: two questions
Dear Orglist Members:
I have two questions: 1. Everyone knows that there exists one equilibrium

when the commercial 1H-tetrazole dissolved in solution (eg. dioxane), but

what the percentum for 1H-tetrazole and 2H-tetrazole? 2. Where can I find

the information of the pKa value about the proton in heterocycle, such as

tetrazole, imidazole, pyrazole, triazole and so on?
Thank you in advance.
Yantao Chen

yanch@ifm.liu.se


__________________

Date: 29 Mar 2000 14:38:40 -0800

From: Juana L

Subject: ORGLIST: tetradecanol
Hello

I will want to know if somebody knows the b.p. of 2-tetradecanol. I sintetized it(by Grignard reaction), but I have not find any reference of that physical constant.

Thank you very much for your help
__________________
Date: Thu, 30 Mar 2000 09:06:46 +1000

From: Richard Prankerd

Subject: Re: ORGLIST: two questions
Yantao:
In reply.....
AUTHOR Perrin, D. D. (Douglas Dalzell), 1922-

TITLE Dissociation constants of organic bases in aqueous solution.

PUBLISHER London : Butterworths, 1965.

DESCRIPT 473p : ill ; 26cm.

NOTE Published as a supplement to Pure and Applied Chemistry.

BIBLIOGRAPHY Includes bibliography.

NOTE At head of title: International Union of Pure and Applied

Chemistry. Analytic Chemistry Division. Commission on

Electroanalytical Chemistry.

SUBJECT Dissociation.

Electrochemistry.

Chemistry, Organic -- Tables.


This reference has many pKa values for heterocyclic bases. There is

also a supplement published in the 1970's, but I could not find the

record.
>2. Where can I find

>the information of the pKa value about the proton in heterocycle, such as

>tetrazole, imidazole, pyrazole, triazole and so on?
Regards

Richard
Richard J. Prankerd, PhD

Senior Lecturer

School of Pharmacy Phone: INT + (617) 3365-3179

University of Queensland Fax: INT + (617) 3365-1688

St Lucia QLD 4072 richard@pharmacy.uq.edu.au

AUSTRALIA http://www.uq.edu.au/pharmacy/rprank.html

__________________



Date: Thu, 30 Mar 2000 14:50:34 +0200

From: Eva Horn Moeller

Subject: Re: ORGLIST: two questions
Dear Yantao (and others)...

An extremely good review on all aspects of the basicity and acidity of

azoles is that of J. Catalan in "Advances in Heterocyclic Chemistry",

vol. 41, pp. 187-274. MANY tables with pKa values for a lot of azoles -

and more...

Best regards,

Eva
__________________

Date: Thu, 30 Mar 2000 18:17:40 -0500 (GMT)

From: "Dr. D.Basavaiah-(RS)"

Subject: ORGLIST: How to estimate peroxide content in colored THF
Dear Colleagues:

I have large quantitiy of colored THF that has to be recovered. Before

distillation I want to make sure that the peroxide content is within 40ppm

limit. In the standard test, KI/HCl, we do not get quantitative

information.

Also, I wonder how to get rid of the peroxide, if the peroxide limit is

beyond the limit. We cannot use alumina since it leads to enormous loss of

solvent.


I thank you in advance for the information

Krish M. Chary


**************************************************************************

Research Scholar

School of chemistry Telephone: 3010500 extn:4807

University Of Hyderabad

Hyderabad- 500 046

India
e-mail: dbscrs@uohyd.ernet.in


**************************************************************************
__________________

Date: Fri, 31 Mar 2000 10:05:23 +0530 (IST)

From: A De

Subject: Re: ORGLIST: How to estimate peroxide content in colored THF
Calcutta, March 31, 2000

Keep it over good quality KOH. You may have to repeat a couple of times.

When the colour is gone do the KI/HCl test and finally carry out the

standard benzophenone ketyl procedure.

Cheers

Asish


Professor Asish De

Dept. of Organic Chemistry

Indian Association for the Cultivation of SCience

Calcutta - 700 032

INDIA

On Thu, 30 Mar 2000, Dr. D.Basavaiah-(RS) wrote:


>

> Dear Colleagues:

> I have large quantitiy of colored THF that has to be recovered. Before

> distillation I want to make sure that the peroxide content is within 40ppm

> limit. In the standard test, KI/HCl, we do not get quantitative

> information.

> Also, I wonder how to get rid of the peroxide, if the peroxide limit is

> beyond the limit. We cannot use alumina since it leads to enormous loss of

> solvent.

> I thank you in advance for the information

> Krish M. Chary

>


> **************************************************************************

> Research Scholar

> School of chemistry Telephone: 3010500 extn:4807

> University Of Hyderabad

> Hyderabad- 500 046

> India


>

> e-mail: dbscrs@uohyd.ernet.in

>

> **************************************************************************



APRIL 2000

Date: Sun, 2 Apr 2000 08:19:39 -0500 (GMT)

From: "Dr. D.Basavaiah-(RS)"

Subject: Re: ORGLIST: How to estimate peroxide content in colored THF
Dear Ashish:

Thank you for the reply. But, there are some reports of serious explosions

when THF is treated with KOH.(See Burfield JOC, 1982, 47, 3821-24) (The

process is actually deflagration!)

Are you sure that good quality THF will remove peroxides safely?

Also, at an industrial level, use of benzophenone/ketyl is not viable, so

we use very good quality molecular sieves for drying.

Thank you once again and keep in touch

Krish
**************************************************************************

Research Scholar

School of chemistry Telephone: 3010500 extn:4807

University Of Hyderabad

Hyderabad- 500 046

India
e-mail: dbscrs@uohyd.ernet.in


**************************************************************************
__________________

Date: Sun, 02 Apr 2000 20:24:25 +0500

From: "G.Sundararajan"

Subject: Re: ORGLIST: Synthesis Approach
Hi Glen!
You are way ahead of everyone else! check the date set on your computer!
Sundar
At 01:17 AM 4/18/00 -0400, you wrote:
Hello, all. I am trying to synthesize compounds with the following

molecular structure: RBrC(double bond)CBrR, where the halogens are

preferably trans to each other. ......................................
**********************************************************

Dr. G. Sundararajan


Office Home

Ph: 0091-44-445 8254 445 9254

Department of Chemistry D-7-11, Banyan Avenue
Indian Institute of Technology, Madras - 600 036, India.
Web page: http://chem.iitm.ernet.in

__________________



Date: Sun, 02 Apr 2000 15:56:13 -0400

From: Merlin

Subject: ORGLIST: Recent news about Taxol
There was a recent news flash about Taxol (PaclitaxelÆ) being found in

Hazelnuts(?)


Anyone else hear this? If so, please cite your source(s).
Thank you in advance.
Cheers!
--

George D. 'Merlin' McCallion, Research Chemist

Department of Anesthesiology

The Children's Hospital of Philadelphia

Post Office Box 143

Bala-Cynwyd, PA 19004-0143


Office: 1.215.590.6894

Fax: 1.215.590.4554

Email: medchem@home.com
__________________

Date: Sun, 02 Apr 2000 16:08:55 -0400

From: Merlin

Subject: ORGLIST: Taxol news found
I found some news clips on Taxol & Hazelnuts.
Sorry for jumping so fast and sending a query on these groups.
Please accept my apology.
Sincerely,

--

George D. 'Merlin' McCallion, Research Chemist



Department of Anesthesiology

The Children's Hospital of Philadelphia

Post Office Box 143

Bala-Cynwyd, PA 19004-0143


Office: 1.215.590.6894

Fax: 1.215.590.4554

Email: medchem@home.com
__________________

Date: Sun, 2 Apr 2000 16:21:03 -0400

From: "Dr. Guillermo A. Morales"

Subject: RE: ORGLIST: Recent news about Taxol
You can find information about this with a hyperlink pointing to the source

in the News section (3/30/2000) at CombiChem Lab (www.combichemlab.com).


Hope it helps.
Guillermo.

-----


Guillermo A. Morales

E-mail: morales@combichemlab.com

Website: www.combichemlab.com
__________________

Date: Mon, 03 Apr 2000 10:53:37 +0200

From: Jacob Zabicky

Subject: Re: ORGLIST: methyl cyclohexene from methyl cyclohexanone
Dear Juana,
Your question can have variuos replies, depending on who answers and on the

point of view.


A chemist dealing with reaction mechanisms may propose several steps, where

only the slowest are in control of your results, but you cannot avoid

passing through the fastest, lest your results differ from the desired ones.
A chemical engineer may speak about a "unit process," according to which

you observe what are you putting in your reactor and what are you getting

out of it. If you devise a contraption where starting from cyclohexanone

and other reagents, you get methylcyclohexene whithout need of separating

or adding other reagents at some intermediate stage, then you have what an

organic synthesist may call a "one-step-reaction." This situation, however,

need not be the best for the usual synthetic methods of organic chemistry,

which are batch processes undertaken in a liquid matrix, between the normal

melting and boiling points of the liquid phases. An industrial route may

involve gaseous reagents continuously flowing over a multifunctional

catalyst bed.
Your case, for example, may probably be better served in the laboratory by

a route including the Grignard reaction and an intermediary tertiary

alcohol, whether you isolate it or not. Whether you get an exo- or an

endo-cyclic water elimination from the intermediate alcohol depends on the

structure of the cyclic group. If you start from cyclohexanone you'll

probably get 1-methylcyclohexene, however, if your starting ketone is

cyclopentanone, your end product may be 1-methylenecyclopentane.
All the best,
Jacob Zabicky

>Hello


>I will like to synthetize methyl cyclohexane from methyl cyclohexanone. I

>will like to know if it is posible to do in just one step.I would greatly

>appreciate anyone who can point me to good references on this, because I

>have searched in some books with no success.

>Thank you

>

>Juana L.


*********************************************************************

Temporary address:

Prof. Jacob Zabicky Tel.: +34 93 581 1401

Group de Fisica dels Materials II Fax.: +34 93 581 2155

Universitat Autonoma de Barcelona Private:

08193 Bellaterra (Barcelona) Tel.: +34 93 581 7485

Spain

*********************************************************************


__________________

Date: Mon, 03 Apr 2000 10:55:37 +0200

From: Jacob Zabicky

Subject: Re: ORGLIST: Synthesis Approach
Hello Glen,
Just a couple of hints. The first reactions of olefins children learn about

is halogen, and in particular bromine, addition. This sounds decievingly

simple. The best is to heed the advise in Organic Synthesis aut the

preparation of 1,2-dibromocyclohexane from,cyclohexane, namely, freshly

distilled olefin, cooling, and careful addition of the bromine. If you use

your olefin from the bottle, it may contain peroxides and your product ends

up as a fuming mess. PROTECTION FROM LIGHT, wrapping your reacting vessel

with Al foil, may also contribute to a purer product.


Jacob

>Hello, all. I am trying to synthesize compounds with the following

>molecular structure: RBrC(double bond)CBrR, where the halogens are

>preferably trans to each other. An example would be

>trans-2,3-dibromo-2-butene, which would have pendant methyl groups.

>Ideally I'd like to have control over the identity of the alkyl groups,

>which would hopefully come from commercially available precursors (alkyl

>bromides, alcohols, aldehydes, etc).

>

>So far I've tried transforming trans-2,3-dibromo-1,4-dihydroxy-2-butene



>into the 1,2,3,4-tetrabromo-2-butene with PBr3, followed by reaction

>with alkyl Grignard reagents. However, this gives me a complex mixture

>of (allylic rearranged) products. While I can make the dialkoxy

>versions easily, they are not any good for my particular reaction, they

>have to be alkyl.

>

>Does anyone have any experience in this type of synthesis that would



>like to share? All opinions gratefully :) accepted via email. Thanks

>in advance!

>

>Glen Brizius


*********************************************************************

Temporary address:

Prof. Jacob Zabicky Tel.: +34 93 581 1401

Group de Fisica dels Materials II Fax.: +34 93 581 2155

Universitat Autonoma de Barcelona Private:

08193 Bellaterra (Barcelona) Tel.: +34 93 581 7485

Spain

*********************************************************************


__________________

Date: Tue, 4 Apr 2000 10:04:49 +0200

From: Sats Somera - Merebank

Subject: ORGLIST: Replacement of Titanium trichloride
Colleagues,
I am trying to determine a replacement for Titanium trichloride, a chemical

that is presently being used as a coating of raw sugar, which seems to add

depth of colour and a sparkle to the sugar crystals. I was wondering as to

whether any one has done tests with some other additives and received

similar results?
Thanking you in advance
Sats S. Somera

Project Development Manager

Tel : +27 31 - 4507700 (general)

: +27 31 - 4507837 (direct)

: +27 83 - 7794440 (mobile)
Fax : +27 31 - 4694922
Email : ssomera@illovo.co.za
Illovo Sugar Ltd.

New Product Development

P.O. Box 31003

Merebank


South Africa

4059
__________________



Date: Tue, 4 Apr 2000 19:45:02 -0500 (GMT)

From: "Dr. D.Basavaiah-(RS)"

Subject: ORGLIST: Oxidation of limonene at C-10
Dear Colleagues:

I want a simple procedure for the synthesis of c-10 hydroxy Limonene.

I am aware of the crawfords work (i.e. N-BuLi-Tmedaf-limonene-aireal

oxydation/reduction procedure/) But we are getting some impurity in this

process. I would like to know the problems associated with its synthesis

by any body who has done this reaction. If any body can suggest a more

convenient method, it is fine.

I thank you in advance for the information

Krish
__________________

Date: Tue, 04 Apr 2000 17:22:27 -0700

From: Phil Stevens


Organization: WebMolecules - http://www.webmolecules.com

Subject: ORGLIST: . WebMolecules News - April 2K
The April update of the award-winning site:
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Taxol is in the news again.
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__________________



Date: Wed, 05 Apr 2000 10:29:38 +1000

From: Paul Handley


Subject: ORGLIST: Oxidation of limonene at C-10
>Dear Colleagues:

>I want a simple procedure for the synthesis of c-10 hydroxy Limonene.

>I am aware of the crawfords work (i.e. N-BuLi-Tmedaf-limonene-aireal

>oxydation/reduction procedure/) But we are getting some impurity in this

>process. I would like to know the problems associated with its synthesis

>by any body who has done this reaction. If any body can suggest a more

>convenient method, it is fine.

>I thank you in advance for the information

>Krish
The impurities are a limonene dimer from the air oxidation, and perillyl

alcohol from the deprotonation step. For a more convenient method see US

patent 5574195 Chastain et al. November 12, 1996. Same deprotonation,

react the allyl anion with trimethyl borate, oxidise the adduct with aq.

H2O2. Yield reported is 65-75%, no limonene dimers. I have not tried this

method myself.

I posted this reference previously and I assume you did not receive it, my

apologies if you did.

Good luck,
Paul Handley

Dept. of Chemistry

University of Queensland

Brisbane, Australia

__________________
Date: Wed, 05 Apr 2000 13:54:29 +0200

From: Jonas Nilsson

Subject: ORGLIST: Enantiomeric composition
Dear Orglist Members

I have an chiral compound which is based on the

1R,2R-trans-1,2-cyclopropanedicarboxylate. I need a good way to see if a

have got some racemization in this cyclopropane-ring.


I have optical rotation so the racemization is not complete at least. I

see no trace of the cis compound, probably due to it's more hindred

configuration. I might however have som of the other trans (1S,2S)

compound.


I was thinking about using the Eu(hfc)3 chiral NMR-shift ligand, which

we have inhouse. Has anybody any experience or good reference on this.

Most of what I seem to find is published in Journals we don't have. A

good reference or a review article would be great.


The cyclopropane-dicarboxylic acid is derivitized with one methyl ester

and one achiral amine. Would the Eu(hfc)3 shift the methyl ester protons

for instance? Can I use protic solvent with the Eu(hfc)3 (MeOH-d5). How

much of the shift-reagent should I use.


note Eh(hfc)3=Europium

tris[3-(heptafluoropropylhydroxymethylene)-(+)-camphorate] [CAS

34788-82-4]
Please Advise.
Sincerely

jN
--

_____________________ _____________________

| Jonas Nilsson | | |

|Linkoping University | | Telephone |

| IFM | | --------- |

| Dept. of Chemistry | | work: +46-13-285690 |

| 581 83 Linkoping | | fax: +46-13-281399 |

| Sweden | | home: +46-13-130294 |

|_____________________| |_____________________|

__________________
Date: Thu, 6 Apr 2000 08:54:01 +1000

From: Richard Prankerd

Subject: Re: ORGLIST: Enantiomeric composition
Jonas:
I would like to draw your attention to the following publications of

mine. These present a novel way of detecting the presence of

racemates in chiral structures without resorting to chiral lanthanide

shift reagents, although it should really be thought of as

complementary to such spectroscopic solution techniques.
Elsabee, M. and PRANKERD, R.J. Solid state properties of drugs. Part

II. Peak shape analysis and deconvolution of overlapping endotherms

in differential scanning calorimetry of chiral mixtures. Int J Pharm,

86, 211-219, 1992.


Elsabee, M. and PRANKERD, R.J. Solid state properties of drugs. Part

III. Differential scanning calorimetry of drugs existing as racemic

solid solutions, racemic mixtures and racemic compounds. Int J Pharm,

86, 221-230, 1992.


PRANKERD, R.J. and Elsabee, M. Thermal analysis of chiral drugs. The

DSC behaviour of mixtures of ephedrine HCl and pseudoephedrine HCl

enantiomers. Thermochimica Acta, 248, 147-160 1995.
The method is quite independent of spectroscopic techniques and can

be quantitative in the right circumstances. The one essential

criterion is that the chiral compound must have a defined melting

point with minimal or no decomposition. If it does not meet this

criterion, then the method cannot be used. We have used it with

substances with single chiral centres and with diastereomers.


If you have difficulty in accessing these references, then I can send

you reprints on request.


Regards

Richard
>Dear Orglist Members

>I have an chiral compound which is based on the

>1R,2R-trans-1,2-cyclopropanedicarboxylate. I need a good way to see if a

>have got some racemization in this cyclopropane-ring.

>

>I have optical rotation so the racemization is not complete at least. I



>see no trace of the cis compound, probably due to it's more hindred

>configuration. I might however have som of the other trans (1S,2S)

>compound.
Richard J. Prankerd, PhD

Senior Lecturer

School of Pharmacy Phone: INT + (617) 3365-3179

University of Queensland Fax: INT + (617) 3365-1688

St Lucia QLD 4072 richard@pharmacy.uq.edu.au

AUSTRALIA http://www.uq.edu.au/pharmacy/rprank.html

__________________
Date: Thu, 6 Apr 2000 16:49:49 GMT-2

From: "Alexandro pereira da silva"

Subject: ORGLIST: Sinthesis oxalyl chloride
My dear collegs

My name is Alexandro Pereira da Silva. I am a student chemistry in

Universidade Federal do Rio de Janeiro/Rio de Janeiro - Brasil.

I am writing because I am needing of the synthesis of the OXALYL

CHLORIDE (ETANEDIOYL DICHLORIDE).

Help me, please.

P.S.: Sorry, I do not speack english but I am studing english now.

Alexandro Pereira da Silva

Student Chemical and technical chemistry in the Organic Departament

Process in the UFRJ - Brasil.


__________________

Date: Fri, 7 Apr 2000 09:32:00 -0500 (GMT)

From: "Dr. D.Basavaiah-(RS)"

Subject: Re: ORGLIST: Sinthesis oxalyl chloride
dear friend

u can prepare the oxaloyl chloride from anhydrous oxallic acid and

phosporous pentachloride in 1:2 ratio and distill the reaction mixture

collect the fractions at 70-80 C ,boiling point of the oxalyl chloride is

64 C. avoid the POCl3 fractions to come out.(bpt.106C)

yield :about 50-60%


**************************************************************************

Research Scholar

School of chemistry Telephone: 3010500 extn:4807

University Of Hyderabad

Hyderabad- 500 046

India
e-mail: dbscrs@uohyd.ernet.in


**************************************************************************
__________________

Date: Fri, 7 Apr 2000 18:29:18 +0200

From: "Yantao Chen"

Subject: ORGLIST: tetrazole
Dear Chemists:
Recently I run the reaction of N-protected Tetrazole with n-BuLi in THF

at -78 degree, and then the resulting mixture was quenched with

electrophilic reagents. Trust me, I run the right operation procedure, but I

can not get the right compounds. Anyone has some chemistry knowledge about

N-protected Tetrazole?
Thanks.
Yantao Chen

yanch@ifm.liu.se


__________________

Date: Sat, 8 Apr 2000 16:48:31 +0800

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