Task 2 0511

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TASK 2 05/11/2024

OBJECTIVES
1 The melting point and boiling point of hydrocarbons are determined by the

A strength of the covalent bonds in the molecules


B strength of the van der Waals forces between the molecules
C strength of the ionic bonds in the molecules
D strength of the hydrogen bonds between the molecules

2 Which compound exhibits optical isomerism?

A HOOCCH2NH2
B HOOC(CH2)2COH
C H3CCH(CH3)OH
D H3CCH2CH(CH3)CH2CH2CH3

3 On complete combustion of 20 cm 3 of a gaseous hydrocarbon in excess oxygen, 60 cm 3 of


carbon dioxide and 60 cm3 of water vapour were formed. All volumes were measured under
same pressure and temperature conditions. Select the most probable formula of the
hydrocarbon.

A C3 H8
B C4 H8
C C6 H10
D C3 H6

4 Which reagent and conditions are used to bring about the following reaction?

Methylbenzene (chloromethyl)benzene

A Cl2 in sunlight
B Cl2 with AlCl3
C Concentrated HCl heated under reflux
D Cl2 in the dark

5 Identify the mechanism in the reaction which bromine attacks ethene.

A Electrophillic substitution
B Free-radical substitution
C Electrophillic addition
D Nucleophillic addition
6
Identify X and Y

X Y
A CH3CH2CN CH3CH2COONa
B CH3CH2CN CH3CH2COOH
C CH3CH2CN CH3CH2CH2COOH
D CH3CH2CH2CN CH3CH2CH2CH2NH2

7 Identify the reagent which is not suitable to differentiate the following compounds

A thionyl chloride
B 2,4-Dinitrophenylhydrazine
C Iodine in sodium hydroxide solution
D Acidified potassium manganate(VII) solution

8 Which of the following explains why wine ‘sours’ when left exposed to air?

A Reduction of ethanol to ethane


B Reaction of ethanol with ethanoic acid to form ester
C Fermentation of carbohydrate to ethanol and carbon dioxide
D Oxidation of ethanol to ethanoic acid

9 Alcohol X on dehydration gives an alkene that exhibits cis-trans isomerism. X could be

A 2-propanol
B 2-methyl-2-propanol
C 2-methyl-1-propanol
D 2-butanol

10 Compound X on warming with acidified potassium manganate(VII) produces Y which gives a


yellow precipitate when tested with alkaline iodine. What is X?

A CH3COCH3
B CH3CH2CHO
C CH3CH(OH)CH2CH3
D CH3CH2CH(OH)CH2CH3
11 Compound Q has the structure below:

Which of the following statements is not true regarding Q?


A It gives a yellow precipitate with alkaline iodine
B It gives a coloured precipitate with 2,4-dinitrophenylhydrazine
C It is optically active
D It is acidic

12 Which of the following reactions will not produce a carboxylic acid?

A Reacting a Grignard reagent with a ketone


B Oxidation of a primary alcohol
C Oxidation of an aldehyde
D Acidic hydrolysis of a nitrile

13 Which correct reagent is used to distinguish the following pairs of organic compounds?

Reagent Organic compounds


A sodium metal (CH3)3COH and (CH3)2CHCH2OH
B bromine water CH3CH2OH and C6H5OH
C phosphorous pentachloride CH3CH2OH and CH3COOH
D dilute sodium hydroxide solution C6H5OH and CH3COOH

ESSAY
(a) An organic compound K has the following composition:

C, 68.18% ; H, 13.64% ; O, 18.18%

Determine the empirical formula of compound K. Given the relative molecular formula of K is 88.0,
determine the molecular formula of K. K has a chiral carbon atom and reacts with hot, acidified
potassium manganate(VII) solution to produce L. Both K and L forms a yellow precipitate when
reacted with a warm alkaline iodine solution. L forms a yellow precipitate with 2,4-
dinitrophenylhydrazine. Determine the structural formulae of K and L. Explain the above
observations and write the appropriate equations for the reactions. [8 marks]

(b) M, having molecular formula C4H9Br is an optically active alkyl halide. When it is heated

with ethanolic potassium hydroxide, two hydrocarbons P and Q(main product) are

formed. When Q is reacted with dilute sulphuric acid, R is obtained.

(i) Name M and draw a pair of optical isomers [enantiomers] for M.

(ii) Idendify P, Q, and R.

(iii) Suggest how M can be converted to R.

[7 marks]

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