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Chemistry Forums for Students => Organic Chemistry Forum => Topic started by: mana on June 03, 2017, 04:38:32 AM

Title: alkene reaction with dichlorocarbene
Post by: mana on June 03, 2017, 04:38:32 AM

hi all
did I determine the products correctly?

Title: Re: alkene reaction with dichlorocarbene
Post by: Enthalpy on June 05, 2017, 05:59:10 AM

Is cyclopropanone stable enough?

Title: Re: alkene reaction with dichlorocarbene
Post by: mana on June 06, 2017, 03:14:41 AM

Quote from: Enthalpy on June 05, 2017, 05:59:10 AM

Is cyclopropanone stable enough?

no it is very unstable, so I think it must be convert to cyclohexane carboxylic acid by acidic hydrolysis

Title: Re: alkene reaction with dichlorocarbene
Post by: Enthalpy on June 06, 2017, 04:08:08 AM

But you didn't mention any acid present in the step where you imagine cyclopropanone. Quite the opposite, there is NaOH.

Title: Re: alkene reaction with dichlorocarbene
Post by: mana on June 06, 2017, 04:51:01 AM

Quote from: Enthalpy on June 06, 2017, 04:08:08 AM

But you didn't mention any acid present in the step where you imagine cyclopropanone. Quite the opposite, there is NaOH.

at the last step there is H+ but I think you mean the step before where the NaOH present, what is the mistake? I can't understand :-[

Title: Re: alkene reaction with dichlorocarbene
Post by: Enthalpy on June 10, 2017, 04:07:14 PM

Sorry, here I'm far outside anything I believe to understand, and would prefer that someone else answers to you.
I've only read that cyclopropanone is quite unstable and reacts immediately with any water for instance, or it polymerizes at the container's walls
https://de.wikipedia.org/wiki/Cyclopropanon
check the temperatures and solvents necessary to observe cyclopropanone.