Dolbier HW Solutions 474

Dolbier HW Solutions 474 - 568 CARBOXYLIC ACID DERIVATIVES:...

Info iconThis preview shows page 1. Sign up to view the full content.

View Full Document Right Arrow Icon
( b ) Of the two carbonyl groups in the starting material, the ketone carbonyl is more reactive than the ester. (The ester carbonyl is stabilized by electron release from oxygen.) Compound B has the molecular formula C 6 H 10 O 2 . The initial product forms a cyclic ester (lactone), with elimination of ethoxide ion. ( c ) Only carboxyl groups that are ortho to each other on a benzene ring are capable of forming a cyclic anhydride. ( d ) The primary amine can react with both acyl chloride groups of the starting material to give compound D. 20.38 Compound A is an ester but has within it an amine function. Acyl transfer from oxygen to nitrogen converts the ester to a more stable amide.
Background image of page 1
This is the end of the preview. Sign up to access the rest of the document.

This note was uploaded on 09/30/2011 for the course CHM 2210 taught by Professor Reynolds during the Fall '01 term at University of Florida.

Ask a homework question - tutors are online