Tutorial 2
Tutorial 2
Tutorial 2
TUTORIAL 2
QUESTION 1
Compound B
a) Give two possible isomers of compound B.
b) Predict the balance chemical equation for complete combustion of compound B.
c) Identify and indicate the major and minor product(s) formed if compound B undergo
chlorination reaction.
d) Suggest how to synthesize compound B using suitable Grignard reagent.
QUESTION 2
2-bromobutane can be prepared in the lab by using organic chemicals and bromine in inert solvent.
a) Give the initiation step, the two propagation steps and one possible termination step that
are involve in the production of 2-bromopropane with the presence of uv light.
b) Predict the name of the mechanism in (a).
QUESTION 3
State a balance equation for the complete combustion reaction of the following compounds:
a) 2-methylpentane
b) 2,2,3 - trimethylpentane
QUESTION 4
1,1-dichloroethane is the product of free radical substitution reaction of ethane. Show the overall
mechanism including initiation, propagation and termination steps.
QUESTION 5
a) Cyclopropane exhibit Baeyer’s strain. Explain this statement.
b) Compare the reactivity of ring opening reactivity between cyclopropane and cyclobutane
based on the Baeyer’s Strain theory.
c) Organized the following cycloalkane in correct order of decreasing stability based on
Baeyer strain theory.
Cyclopropane, cyclobutane, cyclopentane
QUESTION 6
Draw the structural formula for each of the following compounds:
a) 3-ethyl-2,4,5-trimethyloctane
b) 4-tert-butyl-2-chloro-3,5-dimethylnonane
CHM258 | MAR-JUL2020
QUESTION 7
Compound X with the molecular formula of C4H10 produces two structural isomers, isomer D and
isomer E. Isomer D is known to possess higher boiling point compared to isomer E. Isomer D is
then reacted with Br2 with the presence of light to produce 2-bromobutane.
a) Illustrate and indicate the IUPAC name of isomer A and isomer B respectively.
b) Suggest the complete chemical equation for reaction of 2-chlorobutane with zinc in
hydrogen chloride
QUESTION 8
a) Predict the products of the following reaction.
H2O, H2SO4
Cyclopropane
H2, Pt
Reagent X Reagent Y
Cl Cl
QUESTION 9
Suggest a balanced chemical equation for the following reactions:
a) Reaction of C6H14 with bromine, Br2 in the presence of light.
b) Reduction of 2-bromohexane
QUESTION 10
Show the preparation of propane from 2-chloropropane by each of the following methods using
suitable reagent(s) and condition(s), if required.
a) Hydrolysis of Grignard reagent.
b) Reduction of alkyl halide.
QUESTION 11
Bromination of 2-methylbutane with the present of uv light will produce major and minor
product(s).
a) Illustrate the structural formula for all possible major and minor product(s) formed.
b) Predict the IUPAC name for the major product(s) formed in (a).