Q1.

(a)

Name and outline a mechanism for the reaction of 2-bromo-2-methylpropane with

ethanolic potassium hydroxide to form the alkene 2-methylpropene, (CH₂)₂C=CH₂

Name of mechanism

Mechanism

(b) Two stereoisomers of but-2-ene are formed when 2-bromobutane reacts with

ethanolic potassium hydroxide.

(1)

Explain what is meant by the term stereoisomers.

(1)

Draw the structures and give the names of the two stereoisomers of

but-2-ene.

Stereoisomer 1

Name

(iii) Name this type of stereoisomerism.

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Stereoisomer 2

(c) When 2-bromo-2-methylpropane reacts with aqueous potassium hydroxide,

2-methylpropan-2-ol is formed as shown by the following equation.

CH3

H₂C-C-CH3 + KOH →

Br

Name

CH3

H3C-C-CH3 + KBr

OH

State the role of the hydroxide ions in this reaction.

(d) Write an equation for the reaction that occurs when CH₂CH₂CH₂CH₂Br reacts with an

excess of ammonia. Name the organic product of this reaction.

Equation

Name of product

(6)

(5)

(1)