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Topic: Synthesize this molecule from cyclohexene  (Read 4774 times)

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Offline generogthewyvern

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Synthesize this molecule from cyclohexene
« on: June 29, 2010, 11:54:12 PM »


to




Offline Jorriss

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Offline SVXX

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Re: Synthesize this molecule from cyclohexene
« Reply #2 on: June 30, 2010, 12:20:11 AM »
As per what Jorriss indicates, I think the steps of conversion will involve the following -:

1. Addition of a halohydrin to the double bond(halohydrins are of the form X-OH where X is a halogen).
2. Oxidation of -OH to =O using Jones' reagent.
3. Favorskii reaction to prepare cyclopentanecarboxylic acid.
4. Hell-Volhardt-Zelinski reaction to alpha-brominate the carboxylic acid.
5. Strong base and high temperature to perform elimination, and avoid neighbouring group participation of -COOH as a carboxylate anion.
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Offline generogthewyvern

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Re: Synthesize this molecule from cyclohexene
« Reply #3 on: June 30, 2010, 12:48:42 AM »
I am very thankful

Offline Schrödinger

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Re: Synthesize this molecule from cyclohexene
« Reply #4 on: June 30, 2010, 01:58:24 AM »
How about the following? Will it work?

"Destiny is not a matter of chance; but a matter of choice. It is not a thing to be waited for; it is a thing to be achieved."
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Offline Jorriss

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Re: Synthesize this molecule from cyclohexene
« Reply #5 on: June 30, 2010, 02:04:50 AM »
That's clever Schrodinger, I like it a lot.

Offline generogthewyvern

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Re: Synthesize this molecule from cyclohexene
« Reply #6 on: June 30, 2010, 02:18:00 AM »
wow, genius

Offline SVXX

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Re: Synthesize this molecule from cyclohexene
« Reply #7 on: June 30, 2010, 08:41:32 AM »
That was brilliant, Schrodinger!
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Offline Schrödinger

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Re: Synthesize this molecule from cyclohexene
« Reply #8 on: June 30, 2010, 02:03:30 PM »
Wow, thanks a lot guys. :)
"Destiny is not a matter of chance; but a matter of choice. It is not a thing to be waited for; it is a thing to be achieved."
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