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Chemistry Forums for Students => Organic Chemistry Forum => Topic started by: carotis on October 20, 2016, 09:46:02 AM

Title: reactivity of 1, 2 diol
Post by: 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?

Title: Re: reactivity of 1, 2 diol
Post by: AWK on October 20, 2016, 10:15:50 AM

Instead 1,2-diols are synthesized from epoxides.

Title: Re: reactivity of 1, 2 diol
Post by: orgopete 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.

Title: Re: reactivity of 1, 2 diol
Post by: AWK 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.