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Question 771 of 785 in Organic Chemistry

Organic Chemistry

7 marks · Easy

Answer all parts about reactions of hydrocarbons with halogens. You may use displayed formulae or structural formulae where needed.

(a)

Write a balanced chemical equation for the reaction between ethane and chlorine, naming the type of reaction.

[2 marks]
(b)

Draw and name the two possible mono-bromo isomers formed when propane reacts with bromine under UV light.

[3 marks]
(c)

But-2-ene (C4H8) can also react with bromine. Draw the structure of one product formed, and name the type of reaction.

[2 marks]

Work this out on paper, then compare with the answer and worked solution below. With a free account you can submit written answers for marking.

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(a) CH3CH3 + Cl2 → CH3CH2Cl + HCl (substitution) · must show balanced equation, recognises as substitution reaction

(b) 1-bromopropane & 2-bromopropane (drawn) · must show both isomers drawn, correct placement of Br

(c) 1,2-dibromobutane, from addition reaction · must show product structure with Br atoms on adjacent carbons, correct bond arrangement

Common mistakes: writing addition instead of substitution; incorrect number of bromines or position

Show mark scheme and worked solution

Marking points

M1 (a) · 1 mark · Writes correct balanced equation for ethane + chlorine.

B1 (a) · 1 mark · Names the reaction as substitution.

D1 (b) · 1 mark · Draws 1-bromopropane (Br at end carbon).

D1 (b) · 1 mark · Draws 2-bromopropane (Br at middle carbon).

B1 (b) · 1 mark · Gives the correct names for both isomers.

D1 (c) · 1 mark · Draws structure of 1,2-dibromobutane (addition product, Br on C-1 and C-2).

B1 (c) · 1 mark · Names the reaction as addition.

Worked solution

a) Ethane reacts with chlorine (in UV light): CH3CH3 + Cl2 → CH3CH2Cl + HCl. This is a substitution reaction.

b) When propane reacts with bromine, mono-substitution forms two isomers:

Geometry diagram with points C, C, CCH2BrCH2CH3

1-bromopropane

Geometry diagram with points C, C, CCH3CHBrCH3

2-bromopropane

c) But-2-ene (CH3CH=CHCH3) reacts with Br2 by addition across C=C to give 2,3-dibromobutane.

Geometry diagram with points C, C, C, CCH3CHBrCHBrCH3

The type of reaction is addition.

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CHEMISTRY question: Organic Chemistry | SubjectCover