Topic: cyclopantane-1,2-diol (Read 2244 times)

anandjha · « **on:** May 14, 2016, 01:53:55 AM »

Hello Everyone

Can someone tell me if there are methods for chemically distinguishing cis-cyclopantane-1,2-diol and trans-cyclopantane-1,2-diol.

Thanks

Dan · « **Reply #1 on:** May 14, 2016, 04:29:29 AM »

What reactions of vicinal diols do you know?

OCSaviour · « **Reply #2 on:** May 14, 2016, 10:39:41 AM »

Adding to Dan's hint, I would like to give an extra hint. One of these reactions of glycols involves the formation of a ring.

anandjha · « **Reply #3 on:** May 14, 2016, 11:57:55 AM »

thanks
I think I got it
by protecting cis one with acetone for formation of Acetonides

Dan · « **Reply #4 on:** May 14, 2016, 02:10:15 PM »

Acetonide protection would certainly work, yes.

The other reaction that springs to mind is oxidative cleavage with periodate.

Babcock_Hall · « **Reply #5 on:** May 14, 2016, 05:09:31 PM »

It might be worth looking into borates, but I am not certain (just thinking out loud).

Topic: cyclopantane-1,2-diol (Read 2244 times)

anandjha

cyclopantane-1,2-diol

Dan

Re: cyclopantane-1,2-diol

OCSaviour

Re: cyclopantane-1,2-diol

anandjha

Re: cyclopantane-1,2-diol

Dan

Re: cyclopantane-1,2-diol

Babcock_Hall

Re: cyclopantane-1,2-diol

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