Register to reply

Neucleophilic Acyl substitution of unsymmetrical Acid Anhydrides

Share this thread:
Oct19-11, 10:40 PM
P: 81
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 ?
Phys.Org News Partner Chemistry news on
Novel 'butterfly' molecule could build new sensors, photoenergy conversion devices
Rubber meets the road with new ORNL carbon, battery technologies
Breaking benzene

Register to reply

Related Discussions
Hot Rolling of unsymmetrical sections Mechanical Engineering 0
IR Spectra of anhydrides Chemistry 13
Unsymmetrical metric Special & General Relativity 4
Amino acid with acyl chloride Chemistry 1
Nucleophilic acyl substitution and basicity of groups Chemistry 1