Gloww
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1-hexene reaction
Does anyone know how to make 1-hexene into hexane with a deuterium atom at a terminal carbon?
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vulture
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Is this a homework question? The answer is pretty simple and can be found (or deduced) by considering addition reactions to double bonds.
P.S.: We generally appreciate it when you do your homework before asking questions: Search and provide as much details as possible.
One shouldn't accept or resort to the mutilation of science to appease the mentally impaired.
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vulture
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Thread Moved
27-10-2013 at 12:49 |
Gloww
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Yes, homework question. I did try to solve it and I coudn't, that's why I went on this website.
Wouldn't D bond to the more substituted carbon though, not the terminal carbon? I can't find any information on that
[Edited on 27-10-2013 by Gloww]
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vulture
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| Quote: |
I can't find any information on that
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http://en.wikipedia.org/wiki/Hydrohalogenation
One shouldn't accept or resort to the mutilation of science to appease the mentally impaired.
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Gloww
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any way you can be more dry and unpleasant??
thanks for the link, unsubscribing from this site
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turd
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| Quote: | | any way you can be more dry and unpleasant?? |
You were disingenuous, asked about gratis spoon-feeding and wonder about a less than warm welcome? You may not realize, but vulture is helping you by
teaching you how to think like a chemist.
That being said, I'm not sure if the link was the correct one, since the homework is about double-bond reduction to the alkane. The WWW features
myriads of overview documents on reduction mechanisms like this one:
http://www.chem.wwu.edu/pavia/chap14c.ppt
The expected answer is in there.
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vulture
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| Quote: |
any way you can be more dry and unpleasant??
thanks for the link, unsubscribing from this site
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Yes.
Don't let the door hit you on the way out.
Turd, I figured to only way to get only a deuterium at the terminal carbon is addition of DBr (or similar), followed by dehalogenation with BuLi and
protonation. If there's a better method, please share.
One shouldn't accept or resort to the mutilation of science to appease the mentally impaired.
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turd
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Since OP left: Hydroboration followed by deuterolysis?
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vulture
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Wouldn't you get the deutero-alcohol?
One shouldn't accept or resort to the mutilation of science to appease the mentally impaired.
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turd
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The alcohol would be obtained by hydroboration/oxidation.
CH3COOD for deuterolysis is actually quite cheap:
http://www.sigmaaldrich.com/catalog/product/aldrich/151777
The expected answer depends of course on the context in which the question was asked. The failure to provide it is more proof that OP is not the
smartest tool in the shed. :-/
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bfesser
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I'm so glad you're back, vulture. Now I don't
have to make the smart-ass comments like this and get myself into trouble. 
Gloww, zero-effort posts warrant zero-effort replies.
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