A-Level Organic Chemistry Test

1)Which of the following statements about alkenes is not correct? A. B. C. D. They have reactive double bonds. They can form addition polymers. They react mainly by substitution. They can react with water to form alcohols.

2)Which organic molecule is not a structural isomer of pentan-1-ol? A. B. C. D. pentan-2-ol 2-methylpentan-2-ol 2-methylbutan-2-ol pentan-3-ol

3)Which of the structures below is an aldehyde? A. B. C. D. CH3CH2CH2CH2OH CH3CH2COCH3 CH3CH2COOCH3 CH3CH2CH2CHO

4)How many sigma and pi bonds are there in propyne, CH3CCH? A. B. C. 2 sigma and 2 pi 7 sigma and 1 pi 6 sigma and 2 pi

D.

5 sigma and 3 pi

5)Which is the best definition of structural isomers? A. B. C. D. Compounds which have atoms with the same atomic numbers but different mass numbers Compounds which have the same general formula but differ by a CH2 group Compounds which have the same empirical formula but different molecular formulas Compounds which have the same molecular formula but different arrangements of atoms

6)Which substances are possible products of the incomplete combustion of octane? A. B. C. D. Carbon dioxide and hydrogen gas Carbon monoxide and water vapour Carbon monoxide and hydrogen gas Methane and hydrogen gas

7)What is the name of CH3CH2CONH2?

A. B. C. D.

Aminopropanal Ethanamide Propylamine Propanamide

8)What is the structural formula of 2,3-dibromo-3-methylhexane? A. B. CH3CHBrCHBrCH(CH3)CH2CH3 CH3CHBrCBr(CH3)CH2CH2CH3

C. D.

CH3CH2CHBrCBr(CH2CH3)2 CH3CHBrCHBrCH(CH2CH3)2

9)What happens when a few drops of bromine water are added to excess hex-1-ene and the mixture is shaken? I. II. III. A. B. C. D. The colour of the bromine water disappears. The organic product formed does not contain any carbon-carbon double bonds. 2-bromohexane is formed.

I and II only I and III only II and III only I, II and III

10)What organic product is formed in the following reaction?

H 2SO 4 (CH3CH2)CH=CH(CH2CH3) + H2O

A. B. C. D.

CH3(CH2)2CH(OH)CH2CH3 CH3(CH2)5CH3 CH3(CH2)2CH(OSO3H)CH2CH3 CH3(CH2)6OH

Below is a schematic diagram representing some reactions of 3thane. The letters AD represent the organic compounds formed from the reactants and catalysts shown.

Deduce the structural formulas of compounds A, B, C, and D and state the name of compound C. (5) Alkenes are important starting materials for a variety of products. (a) (b) State and explain the trend of the boiling points of the first five members of the alkene homologous series. (3) Describe two features of a homologous series. (2)

Explain, using equations, the following steps in the free-radical mechanism of the reaction of methane with chlorine. (4) Describe a chemical test that could be used to distinguish between pent-1-ene and pentane. (2) Alkenes can undergo electrophilic addition reactions with bromine and with hydrogen bromide. (a) (b) Explain how a bromine molecule is able to act as an electrophile. (1) Name the product formed when but-2-ene reacts with (i) bromine. (1)

(ii)

hydrogen bromide. (1)

Describe, using equations and curly arrows to represent the movement of electron pairs, the mechanism of the reaction between propene and bromine. (4) Consider the following sequence of reactions.
reaction 1 reaction 2 reaction 3 RCH2Br RCH2OH RCOOH RCH3

RCH3 is an unknown alkane in which R represents an alkyl group.

(a)

The alkane contains 81.7 % by mass of carbon. Determine its empirical formula, showing your working.
(3)

(b)

Equal volumes of carbon dioxide and the unknown alkane are found to have the same mass, measured to an accuracy of two significant figures, at the same temperature and pressure. Deduce the molecular formula of the alkane.
(1)

(i) (ii)

State the reagent and conditions needed for reaction 1.

(2)

State the reagent(s) and conditions needed for reaction 3.

(2)

Propan-1-ol has two structural isomers. (i) (ii) Deduce the structural formula of each isomer.
(2)

Identify the isomer from part (i) which has the higher boiling point and explain your choice. Refer to both isomers in your explanation.
(2)

Out of 45 marks

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