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Topic: Major product of addition to alkyne?  (Read 3148 times)

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Offline bmthog

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Major product of addition to alkyne?
« on: October 19, 2011, 11:34:16 PM »
Please tell me what is the major product when 2-pentyne react with HgSO4/ dilute H2SO4?

How can we predict the major product from unsymmetric alkyne, does they follow Markov orientation?

Thanks in advance :)
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Offline Dan

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Re: Major product of addition to alkyne?
« Reply #1 on: October 20, 2011, 03:33:51 AM »
Look up "oxymercuration" in any organic chemistry textbook.

A google for oxymercuration of alkynes will also help you.
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Offline bmthog

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Re: Major product of addition to alkyne?
« Reply #2 on: October 20, 2011, 04:58:34 AM »
@DAN: I did read "oxymercuration" mechanism, but can u confirm what is the major product, if follow Markov, it will be CH3-CH2-C(=O)-CH2-CH3 but my teacher said CH3-C(=O)-CH2CH2CH3 ???? I don't know why?
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Offline Honclbrif

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Re: Major product of addition to alkyne?
« Reply #3 on: October 20, 2011, 07:29:11 AM »
I don't think either would be favored and you'd get a roughly 1:1 mixture of the two ketones.
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