From: aankrom@nyx.cs.du.edu (Anthony Ankrom)
Subject: Re: 1,4-dichloro-2-butyne
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Date: Thu, 10 Sep 92 05:32:16 GMT

In article <1992Sep08.185248.24528@ux1.cts.eiu.edu> cfthb@ux1.cts.eiu.edu
(Howard Black) writes:
>In article <1992Sep5.221205.17139@mnemosyne.cs.du.edu> aankrom@nyx.cs.du
edu (Anthony Ankrom) writes:
>
>    [in response to someone's noting that the stuff is commercially
>available, and pretty inexpensive]
>
>> Perhaps I WANT to synthesize it... Really. I also forgot to mention th

>>fact that I want to use acetylene as the starting material. I am well
>>aware of the fact that Aldrich and Chemical Dynamics both sell it as I'

>>sure most other suppliers do, but I have my min dset on synthesizing it
>>myself. Forgive me for actually LIKING organic chemistry...
>
>    I'm curious as to why you are not only determined to make it, but to
>make it from a predetermined starting material.  Sounds more like you're
>doing a problem from the back of some org. chem. text.  The synthesis fr
m
>acetylene is obvious, but I'm sure you can find references in the
>Dictionary of Organic Compounds or some other such general reference wor
.
>
>    Your last comment is defensive and a non sequitur, IMHO.  I like
>organic chemistry so much that I made a career out of it, but generally
>don't make compounds that I can buy cheaply, and I don't respond to othe
s'
>suggestions on suppliers with comments such as yours.
>-- 
>   ******************************************************************
>     Howard Black                             cfthb@ux1.cts.eiu.edu
>     Department of Chemistry                  Eastern Illinois Univ. 


 Forgive my defensiveness. Late night posting, I should cut down on...
I have concluded that if I really want to find something out, I have to
dig for it. It's strange that people who know, are reluctant to post.
Certainly I could look in a book, but to get a response on the net seemed
like an attractive option. I suppose maybe my expectations for this group
were a bit high. No offense. It just seems that my posts might parhaps be
selfish. Meaning that few other people would really care about my little
wonderings. 
 Anyway, I have a little knowledge about alkyne chemistry. My old Fieser &
Fieser text (1949! Sheesh! No no. I'm only 19...) has a rather adequate
section on it and I can probably find it through Chemical Abstracts if I
wanted to dig through those god-awful indices. I lost my Fieser text, but
if I remember correctly, what I want to do would involve preparing
disodium acetylide, probably. To make the diol might involve some sort of
Grignard reaction. I wondered if anyone could give me particulars or at
least references.
 My whole interest in this compound stemmed from my interest in
neurochemistry. 1,4-dichloro but-2-yne is a precursor in the synthesis of
Tremorine (bis-pyrrolidino but-2-yne), a substance used to induce
temporary Parkonsonian symptoms. I found this compound very interesting
and decided that it might be a fun exercise to synthesize the whole mess
from very simple starting materials, like that big bottle of carbide in my
basement.

St. Anthony

--
        CH3  O            CH(CH3)2        |      dadaMatrix
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