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Topic: alkene reaction with dichlorocarbene  (Read 3240 times)

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Offline mana

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alkene reaction with dichlorocarbene
« on: June 03, 2017, 04:38:32 AM »
hi all
did I determine the products correctly?

Offline Enthalpy

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Re: alkene reaction with dichlorocarbene
« Reply #1 on: June 05, 2017, 05:59:10 AM »
Is cyclopropanone stable enough?

Offline mana

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Re: alkene reaction with dichlorocarbene
« Reply #2 on: June 06, 2017, 03:14:41 AM »
Is cyclopropanone stable enough?
no it is very unstable, so I think it must be convert to cyclohexane carboxylic acid by acidic hydrolysis

Offline Enthalpy

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Re: alkene reaction with dichlorocarbene
« Reply #3 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.

Offline mana

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Re: alkene reaction with dichlorocarbene
« Reply #4 on: June 06, 2017, 04:51:01 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 :-[

Offline Enthalpy

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Re: alkene reaction with dichlorocarbene
« Reply #5 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.

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