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Topic: Ozönolysis  (Read 5317 times)

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Offline Steenrod

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Ozönolysis
« on: October 19, 2012, 02:26:11 AM »
What are the products formed by reductive ozonolysis of penta-1,3-diene?It seems the two double bonds are confusing me.Thanks.
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Offline discodermolide

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Re: Ozönolysis
« Reply #1 on: October 19, 2012, 02:34:41 AM »
Complete reductive ozonolysis should give methanol, ethanol and ethylene diol.
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Offline Steenrod

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Re: Ozönolysis
« Reply #2 on: October 19, 2012, 03:37:48 AM »
Can you please explain how you arrived at the answer?
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Offline discodermolide

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Re: Ozönolysis
« Reply #3 on: October 19, 2012, 03:39:48 AM »
What does ozonolysis do to a double bond, and what does the reductive work-up do?
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Offline Hunter2

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Re: Ozönolysis
« Reply #4 on: October 19, 2012, 03:49:23 AM »
Quote
ethylene diol

Do you mean ethane-1,2-diol or ethylene glycol?
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Offline discodermolide

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Re: Ozönolysis
« Reply #5 on: October 19, 2012, 04:07:09 AM »
The first one.
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Offline discodermolide

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Re: Ozönolysis
« Reply #6 on: October 19, 2012, 04:51:07 AM »
@Steenrod
Have a read at this page:
http://www.ch.ic.ac.uk/local/organic/18.html
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Offline Hunter2

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Re: Ozönolysis
« Reply #7 on: October 19, 2012, 04:55:12 AM »
Both are the same, only ethylene diol is not known.

If existing, it would be HOCH=CHOH, what converts to OHC-CHO Ethane-dial (Glyoxale).
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Offline discodermolide

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Re: Ozönolysis
« Reply #8 on: October 19, 2012, 06:50:35 AM »
It is a reductive ozonoylsis, that means the aldehydes and ketones produced are reduced to the corresponding alcohols.
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Offline Hunter2

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Re: Ozönolysis
« Reply #9 on: October 19, 2012, 06:56:20 AM »
Thats correct, but I was talking about the name ethylene diole. Not about the ozonolysis.
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Offline discodermolide

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Re: Ozönolysis
« Reply #10 on: October 19, 2012, 06:57:35 AM »
Sorry, I was not clear what you meant.
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Offline orgopete

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Re: Ozönolysis
« Reply #11 on: October 19, 2012, 06:28:55 PM »
I would have suggested different products. I always thought that ozonolysis had and oxidative (H+, H2O2) or reductive (Me2S or Zn, HOAc) work up. If that were the reductive work up, then aldehydes would be the products, formaldehyde, glyoxal, and acetaldehyde.
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Offline discodermolide

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Re: Ozönolysis
« Reply #12 on: October 19, 2012, 09:14:26 PM »
If that's the case here then I agree with your suggested products.
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