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Topic: reactivity of 1, 2 diol  (Read 2137 times)

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Offline carotis

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reactivity of 1, 2 diol
« on: October 20, 2016, 09:46:02 AM »
I have  a question concerning the readctivity of OH- group in alkanes. As many here shoulda know, the OH gropu is   a rather bad leaving group. However, anyone knows how it behaves with 1,2 diols? Are there any reactions like for example epoxide formation under standard substitution type conditions?
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Offline AWK

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Re: reactivity of 1, 2 diol
« Reply #1 on: October 20, 2016, 10:15:50 AM »
Instead 1,2-diols are synthesized from epoxides.
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Offline orgopete

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Re: reactivity of 1, 2 diol
« Reply #2 on: October 20, 2016, 01:02:19 PM »
Quote from: carotis on October 20, 2016, 09:46:02 AM
I have  a question concerning the readctivity of OH- group in alkanes. As many here shoulda know, the OH gropu is   a rather bad leaving group. However, anyone knows how it behaves with 1,2 diols? Are there any reactions like for example epoxide formation under standard substitution type conditions?

Look up pinacol rearrangements.
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Offline AWK

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Re: reactivity of 1, 2 diol
« Reply #3 on: October 20, 2016, 01:15:36 PM »
Quote
the OH group is a rather bad leaving group

In pinacol rearrangement water is a leaving group.
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