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Topic: HIO4  (Read 3707 times)

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Offline orgo814

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HIO4
« on: July 20, 2015, 08:26:12 PM »
Sorry if pic is slanted it won't post normally for me.

This question regards what the products will be after HIO4. My question is, I thought this reaction only went for 1,2 diols. None of the OH groups here are in 1,2 position so how is A the answer?
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Offline orgopete

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Re: HIO4
« Reply #1 on: July 20, 2015, 09:03:56 PM »
Look again or name the starting triol.
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Offline phth

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Re: HIO4
« Reply #2 on: July 20, 2015, 09:41:58 PM »
Quote from: orgopete on July 20, 2015, 09:03:56 PM
Look again or name the starting triol.
+1.  How many members are in the transition state for 1,2 vs 1,3 diols?
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Offline orgo814

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Re: HIO4
« Reply #3 on: July 20, 2015, 11:57:27 PM »
I looked again and none are 1,2
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Offline discodermolide

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Re: HIO4
« Reply #4 on: July 21, 2015, 01:13:23 AM »
Have another look at the starting material. Is there a 1,2-diol in there, somewhere😀
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Offline orgopete

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Re: HIO4
« Reply #5 on: July 21, 2015, 01:39:43 AM »
Hint, it was the one that was cleaved.
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Offline Dan

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Re: HIO4
« Reply #6 on: July 21, 2015, 01:47:51 AM »
The systematic name is 2-methylpentane-1,2,4-triol <- there is a 1,2-diol

Maybe it's more obvious when drawn in skeletal formula:

CC(O)CC(O)(C)CO
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Offline orgo814

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Re: HIO4
« Reply #7 on: July 21, 2015, 01:48:59 AM »
Yep found it right as you posted that pic. Thanks! I can't believe I missed that
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