School of Chemistry and Physics, University of KwaZulu-Natal, Westville Campus, Durban
General Principles of Chemistry – CHEM120
Tutorial 11 – 23 and 25 October 2013
1. When light is shone on a mixture of chlorine and chloromethane, dichloromethane is one
of the products formed. Write the propagation steps that explain the formation of
dichloromethane from chloromethane under these conditions.
2. Draw the major and minor products for the dehydration of 2-pentanol
3. Suggest suitable reagents for the following reactions:
(a)
OH
(b)
(c)
H3C
C
C
CH3
H3C
(d)
CH3
4. Which of the following SN2 reactions is the fastest? Why?
(a) CH3CH2CH2I + HO- → CH3CH2CH2OH + I(b) CH3CH2CH2Br + HO- → CH3CH2CH2OH + Br(c) CH3CH2CH2I + H2O → CH3CH2CH2OH + HI
(d) CH3CHICH3 + HO- → CH3CH2CH2OH + I-
5. Give a detailed mechanism (using curl arrows) of the following reaction and give the
structure of all the products and intermediates of the reaction. Indicate which is the major
product and explain why this is the major product of the reaction.
HCl