Tutorial A.

Vany SMKPJ

Q1 Dodec-1-ene has the following structure : CH3(CH2)9CH = CH2

(a) Draw the structures of the organic molecules produced when dodec-1-ene reacts with each
of the following reagents.

(i) Bromine (ii) Hydrogen bromide

(iii) Hot, concentrated , acidified (iv) Steam

potassium manganate (VII)

[ 4m]

(b) What type of isomerism is shown by the organic products in (i) , (ii) and (iv) ? Give your
reasoning. [ 2m]

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(c) Dodec-2-ene shows another type of isomerism. Draw and name these two isomers. [2m ]
Tutorial A.Vany SMKPJ

Q2 The mechanism for the reaction of bromine with ethane to form bromoethane , is shown
below :

Br2 → 2Br● step 1

●Br + C2H6 → ●C2H5 + HBr step 2
●C2H5 + Br2 → C2H5Br + ●Br step 3

a. Write a balanced equation for the overall reaction. [1m]

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b. Briefly explain the term free radical ? [1m]

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c. Draw the Lewis diagrams for the radicals shown in the equations above. [2m]

d. How might step 1 in the mechanism be brought about ? [1m]

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e. Write an equation for a possible termination step in the reaction. [1m]

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f. (i) What is the formula of the final organic product, if ethane reacts with a very large excess
of bromine ? [1m]

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(ii) The products of the reaction include two isomers each containing 89.89% bromine.
Write the chemical names and displayed formulae of the isomers. [3m]