CM1121: TUTORIAL 2 (Chapters 5 and 6)

Q1.

Add curve arrows to the following reactions to indicate the flow of electrons in each:
(a)
D

+ D Cl

Cl

(b)
H
O

OH

O+

Cl

Cl

Q2.

CH3

CH3

CH3

Predict the product(s) of each of the following reactions by interpreting the flow of
electrons as indicated by the curved arrows:
(a)
H3C

+ R'

R
S

C
HO

O
O
CH3

(b)
2-

OPOCH2

H3C H
N

CO2

Base
-

+N

CH3

Q3.

2-Phenyl-2-butanol can be synthesized by three different combinations of a

Grignard reagent and a ketone. Show each combination.

Q4.

When 4-hydroxybutanal is treated with methanol in the presence of an acid catalyst,

2-methoxytetrahydrofuran is formed. Explain.