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Topic: Ozonolysis Problem  (Read 3907 times)

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Offline AGF

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Ozonolysis Problem
« on: November 16, 2011, 12:38:55 AM »
Hey all,
Here's the question.
"Complete the following reaction sequence: indicate regiochemical/stereochemical details as relevant"

1,1,2-trimethylcyclohexane ---> i.) Br2/hv ii.) C2H5ONa/C2H5OH, Heat iii.) Ozonolysis

I have the first two reactions figured out, the problem is that I'm not really sure how to do Ozonolysis, as in where I spilt the compound in order to create the double bond connected to the oxygen.

Thanks

Offline Fluorine

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Re: Ozonolysis Problem
« Reply #1 on: November 16, 2011, 02:03:37 AM »
Ozonolysis will split the alkene into two halves creating an aldehyde and/or a ketone. Try it out first and post your results.
I'm still learning - always check my work/answer.

"curse Pierre Jules César Janssen!"

Offline fledarmus

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Re: Ozonolysis Problem
« Reply #2 on: November 16, 2011, 08:04:37 AM »
Are you asking what the product of the reaction would be, or how the ozonolysis would actually be carried out?

If you just want to know the product, it is like Fluorine said - erase the C1=C2 double bond and replace it with C1=O O=C2

If you want to know the actual reagents and conditions, you can start here:

http://en.wikipedia.org/wiki/Ozonolysis

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