Department of Chemistry Prepared: Prof. R.C.

Jagessar

Date: 10th/May/17 CHM 2201 Organic Chemistry

Tutorial # 11

CARBOXYLIC ACID AND CARBOXYLIC ACID DERIVATIVES CONT,D

1. Identify the lettered intermediates and product for the following interlinked
reaction scheme.

(D)
(C)

CH3CH2OH H+ A

KMnO4 CH3CH2OH
SOCl2
(A) (B) (C)
OH -OH

P Br2 Base NH2

Na2Cr2O7
PCC
H2SO4
(H) (J)

(E) H2O

NH2OH (I)

-H2O
(F) (G)
2. Identify the intermediate , product and side product for the reaction below,
using a mechanistic approach.

OH
PBr3 Base
(A) (B)
NH2

3. Explain why acid chlorides and anhydrides cannot be used in reactions with
solvents such as water and alcohols.