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

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The discussion centers on the reaction between CH2=C=O and CH3CH2OH, with participants exploring potential products. Two possible products identified are CH2=C(OH)-O-CH2CH3 and CH3-COOCH2CH3 (an ester). There is uncertainty regarding the correct product, with a mention of keto-enol tautomerism influencing the outcome. Ultimately, the consensus leans towards CH3CO-O-CH2CH3 as the major product. The conversation highlights the complexity of organic reactions and the role of tautomerization in determining product stability.
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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