TUTORIAL ALKENE AND ALKYNE II

1. Predict the major organic product or products of each of the following reactions.

H2SO4
a
H2O

Hg(OAc)2, H2O
b
NaBH4

BH3: THF
c H2O2: NaOH

Cl2, H2O
d

Cold KMnO4
e dilute

Br2, Cl4

1. O3
2. Zn/H2O
g
O3, H2O
h

BH3: THF
i H2O2: NaOH

2. Propose a mechanism for the following:

HBr Br

3. Predict the products when each alkene is treated with O3 followed by Me2S:
 (a) (b)

4. Draw the products obtained when trans and cis isomers of 4-octene undergo the
addition reaction of Br2.

5. Predict the product of each of the following reactions of the alkyne.

TUTORIAL RADICAL REACTION

1. Draw the organic products formed in each reaction and indicate also the
stereochemistry.

a)

b)

c)

2. Draw the possible products obtained from A and B in each reaction below.

3. From the radicals below, rank to the increasing of stability.

A B C

4. Determine the chlorination products obtained from 2 isomers of C6H14 as shown

below and indicate, with an asterisk (*), any stereocenters that might be present.

(a) (b)

5. Write a mechanism for the monobromination of methane when heated.

6. What monomer is needed to make the following polymer?