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Chemistry Forums for Students => Organic Chemistry Forum => Topic started by: chrisbb on October 22, 2010, 07:40:34 PM

Title: Oxidizing question
Post by: chrisbb on October 22, 2010, 07:40:34 PM

I'm just doing my pre-lab questions and want to make sure that I'm along the right lines.

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Hypothetically, we're told that all double bonds are oxidized fully and we used Hydrogen peroxide.

Here is my rationale:
1 & 3. When the internal (carbons on either side of double bond), the double bonds break to from a carboxylic acid.
2. The carbons on the end (ex #2), this produces the product shown.

Thanks for any input.
Chris

Title: Re: Oxidizing question
Post by: movies on October 23, 2010, 10:10:36 AM

Are you using ozone too?  I don't think that hydrogen peroxide alone with cause these transformations.  The second one is definitely a problem because you gained a carbon.

Title: Re: Oxidizing question
Post by: chrisbb on October 23, 2010, 09:46:59 PM

Hi.
Thanks for the reply.

It is more of a hypothetical situation really. In the lab we used a catalyst etc etc.

Ok. So for number two.
I know the cleavage would be at the double bond, so would that result in the final molecule being cyclopentanoic acid?
Not sure why I added the CO2?!

Title: Re: Oxidizing question
Post by: movies on October 24, 2010, 11:43:17 PM

Well, it is kind of hard to help you without knowing all of the reaction conditions!  The question refers to the "same experiment" – what are the conditions for the actual reaction?

Title: Re: Oxidizing question
Post by: chrisbb on October 25, 2010, 07:43:52 PM

Sorry.
Took that for granted.

I got the questions sorted out.
Thanks again.

Chris