Neucleophilic Acyl substitution of unsymmetrical Acid Anhydrides

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The discussion centers on the nucleophilic acyl substitution reaction involving unsymmetrical acid anhydrides, specifically the reaction R1COO-COR2 with an alcohol R'-OH. It is established that the alcohol preferentially attacks the more reactive carbonyl carbon, which is influenced by the presence of electron-withdrawing groups and steric hindrance from alkyl groups. In cases where R is CH3 and R' is CH3CH2, the ester formation favors the carbonyl carbon associated with the less sterically hindered alkyl group, leading to the conclusion that the ester will contain the R group that is less sterically hindered.

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sodaboy7
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Consider the following reaction:

RCOO-COR + R'-OH → RCOO-R' + RCOOH (where -R is an alkyl group)

In above reaction the acid anhydride and an alcohol forms ester and carboxylic acid.
The acid anhydride used in this case is a symmetrical on that is containing only one alkyl group (R). My question is that if it is unsymmetrical (say R1COO-COR2), which alkyl group will form ester and which alkyl group will form carboxylic acid. That is will ester formed will have R1 or R2 ?
 
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sodaboy7 said:
Consider the following reaction:

RCOO-COR + R'-OH → RCOO-R' + RCOOH (where -R is an alkyl group)

In above reaction the acid anhydride and an alcohol forms ester and carboxylic acid.
The acid anhydride used in this case is a symmetrical on that is containing only one alkyl group (R). My question is that if it is unsymmetrical (say R1COO-COR2), which alkyl group will form ester and which alkyl group will form carboxylic acid. That is will ester formed will have R1 or R2 ?
Alcohol attack to more reactive carbonyl carbon which produced ester, reactivity of carbonyl carbon towards electron withdrawing group attached or less steric alkyl group. If R= CH3 and R'= CH3CH2 , ester formation preferred R carbonyl...
 

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