What is the major product of the reaction between CH2=C=O and CH3CH2OH?

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Discussion Overview

The discussion revolves around the reaction between CH2=C=O and CH3CH2OH, focusing on identifying the major product of this reaction. Participants explore potential products and the concept of tautomerization, with an emphasis on the theoretical aspects of the reaction.

Discussion Character

  • Exploratory, Technical explanation, Debate/contested

Main Points Raised

  • Some participants propose two possible products: CH2=C(OH)-O-CH2CH3 and CH3-COOCH3CH2 (an ester).
  • There is uncertainty expressed regarding the validity of these proposed products.
  • A participant introduces the concept of tautomerization, suggesting it may play a role in determining the major product.
  • Another participant mentions keto-enol tautomerism, indicating a preference for CH3CO-O-CH2CH3 as the major product.

Areas of Agreement / Disagreement

Participants do not reach a consensus on which product is the major one, and multiple competing views regarding the products remain present.

Contextual Notes

The discussion includes assumptions about the reaction mechanisms and the role of tautomerization, which are not fully resolved.

Ahmed Abdullah
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The attempt at a solution
I tried and found two possible product CH2=C(OH)-O-CH2CH3 and CH3-COOCH3CH2 (ester).

But i am not sure which one, even whether any of them is.
 
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Ahmed Abdullah said:
The attempt at a solution
I tried and found two possible product CH2=C(OH)-O-CH2CH3 and CH3-COOCH3CH2 (ester).

But i am not sure which one, even whether any of them is.
Are you familiar with tautomerization?
 
Last edited:
bomba923 said:
Are you familiar with tautomerization?

Good hint, Bomba!
 
yep, keto-enol tautomerism...
so the major product should be CH3CO-O-CH2CH3...
 

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