From: cri$##$frontsight.com.au
Date: Fri Sep 03 1999 - 04:45:27 EDT
Jacob Zabicky wrote:
>
> >hi Friends,
> >
> >i'm a final year student of Chemical Engg. from Mumbai, and I've Ethyl
> >chloroacetate as my final year project.
> >I require info on it's manufacturing processes, historical background
> >and Econnomic scenario.
> >Can anyone help.
> >thanx
> >Bhavin
>
> Dear Bhavin,
>
> You are in for some laborious undertakings because your product is a minor
> one and it is not even listed in the weekly price list of Chemical Market
> Reporter. It can be suggested you have a look at the following sources:
>
> 1. Kirk-Othmer's Encyclopeadia
> 2. Ullmann's Encyclopedia
> 3. A patent search since 1971 (it may be too late) in
> http://www.ibm.com/patents
> 4. If you are fortunate enough to find a preparation method in any of
> "Organic Synthesis", Vogel's or Fiesers practical organic chemistry
> texbooks, or anywhere else, then you take that as a model for scale-up to
> build your plant.
> 5. For chemical background and perhaps even an industrial preparative
> method have a look at Beilstein's Handbuch (requires some help in basic
> German).
> 6. For marketing info have a look at Chemical Economics Handbook; it is
> probably grouped with other products, such as "organics", "esters",
> "carboxylic acids and derivatives", "chloro-organics", etc. Such info might
> appear in Macketa's Encyclopedia.
> 7. If you somehow can finance it (I gather US$50 to US$100) a not-too-deep
> electronic search in Dialog can be very helpful, however, you'll need
> expert assitance, possibly from a university librarian, to select the
> databases to be examined, to formulate the right querries and to do the
> search.
>
> All the best
>
> Jacob Zabicky
>
> x-x-x-x-x-x-x-x-x-x-x-x-x-x-x-x-x-x-x-x-x-x-x-x-x-x-x-x-x-x-x-x-x-x-x-x-x
> Prof. Jacob Zabicky Tel. 972-7-6461271/6461062/6472754
> Institutes for Applied Research Fax. 972-7-6472969
> Ben-Gurion University of the Negev Private: POB 12366, Beer-Sheva 84863
> POB 653, Beer-Sheva 84105, ISRAEL Tel. 972-7-6496792
> http://profiler.bgu.ac.il/site/main.cfm
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>
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Dear Bhavin,
The following may also help:
1. Ethyl chloroacetate (also Chloroacetic acid ethyl ester) is listed by
Lancaster (U.K.) in their 1999 catalogue, page 835, ref. 4675.
For examples of use in the Darzens reaction with carbonyl compounds to
give glycidic esters, see: Org. Synth. Coll., 3, 727 (1955); 4, 459
(1963); reviews Org. React., 5, 413 (1949); Chem. Rev., 55, 283 (1955).
In the presence of base, glycidic esters undergo a synthetically useful
rearrangement to a-substituted aldehydes: Org. Synth. Coll., 3,733
(1955)
For a theoretical study of a proposed cyclic transition state in the
Darzens reaction, see: J. Org. Chem., 61, 6723 (1996).
Undergoes phase-transfer catalysed carbene-like addition to activated
alkenes to give cyclopropane derivatives: Synth. Commun., 22, 1651
(1992).
2. Ethyl Chloroacetate, ref. 3830 The Merck Index, 12th Ed.
Preparation: Vogel, J. Chem. Soc. 1948, 644.
Gary John Fliegner.
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