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
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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
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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
From: Jiang Heng
Dostları ilə paylaş: