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3.3.1 Introduction to organic chemistry

Total questions: 44

Worksheet time: 22mins

Name
Class
Date
1.

Which can be both an empirical and molecular formula of a stable compound?

a)

CH2O

b)

P4O10

c)

NH2

d)

CH3

2.

Which compound is a structural isomer of Z-but-2-ene?

a)

butane

b)

E-but-2-ene

c)

cyclobutane

d)

methylbut-2-ene

3.

The correct name for the alkene monomer which forms the polymer shown below is

a)

2-methyl-3-ethylpropene

b)

2-methylpent-2-ene

c)

2-methylpent-3-ene

d)

4-methylpent-2-ene

4.

The correct systematic name for the compound in the image is

a)

2-ethyl-3,4-dimethylpent-2-ene

b)

4-ethyl-2,3-dimethylpent-3-ene

c)

2,3,4-trirnethylhex-3-ene

d)

3,4,5-trimethylhex-3-ene

5.

The correct systematic name for the compound in the image is

a)

2,3-diethylbut-2-ene

b)

2-ethyl-3-methylpent-2-ene

c)

4-ethyl-3-methylpent-3-ene

d)

3,4-dimethylhex-3-ene

6.

Which one of the following is the correct name for

a)

2-bromo-3-methylpent-2-ene

b)

2-bromo-3-ethylbut-2-ene

c)

3-bromo-2-ethylbut-2-ene

d)

4-bromo-3-methylpent-3-ene

7.

The structural formula of ethyl 2-methylpropanoate is

a)
b)
c)
d)
8.

CH2O is the empirical formula of

a)

methanol

b)

methyl methanoate

c)

ethane-1,2-diol

d)

butanal

9.

Which equation represents an initiation step?

a)
b)
c)
d)
10.

Which statement is correct about the molecule shown?

a)

It reacts with HBr in an electrophilic substitution reaction.

b)

It reacts with NaBH4 in a nucleophilic addition-elimination reaction.

c)

It reacts with ethanolic KOH in an elimination reaction.

d)

It reacts with KCN in a nucleophilic substitution reaction.

11.

Which equation is a propagation step in the conversion of trichloromethane into tetrachloromethane by reaction with chlorine in the presence of ultraviolet light?

a)

CHCl3 + Cl2 ⟶ CCl4 + HCl

b)

●CCl3 + ●Cl ⟶ CCl4

c)

CHCl3 + ●Cl ⟶ CCl4 + ●H

d)

●CCl3 + Cl2 ⟶ CCl4 + ●Cl

12.

The reaction sequence shows how CH3CH3 can be converted into BrCH2CH2Br


Which step occurs by nucleophilic substitution?

a)

Step A

b)

Step B

c)

Step C

d)

Step D

13.

In concentrated alkali, propanone reacts with hydroxide ions to form an equilibrium mixture as shown.


Which curly arrow does not appear in the mechanism of this reaction?

a)
b)
c)
d)
14.

Which of the arrows, labelled A, B, C or D in the mechanism in the diagram, is not correct?

a)

A

b)

B

c)

C

d)

D

15.

Which of the following is a correct mechanism for the formation of 2-methylbut-2-ene from 2-bromo-3-methylbutane?

a)
b)
c)
d)
16.

Which one of the following types of reaction mechanism is not involved in the above sequence?

a)

free-radical substitution

b)

nucleophilic substitution

c)

elimination

d)

nucleophilic addition-elimination

17.

Refer to the following reaction sequence:


Which one of the following types of reaction mechanism is not involved in the above sequence?

a)

electrophilic addition

b)

electrophilic substitution

c)

addition−elimination

d)

elimination

18.

Which one of the following mechanisms is not involved in the reaction sequence below?


CH3CH3 → CH3CH2Cl → CH3CH2OH → CH2=CH2 → CH3CH2Br

a)

electrophilic addition

b)

electrophilic substitution

c)

nucleophilic substitution

d)

free-radical substitution

19.

In which of the following is a curly arrow used incorrectly?

a)
b)
c)
d)
20.

Which one of the following can react both by nucleophilic addition and by nucleophilic substitution?

a)
b)
c)
d)
21.

In which one of the following are the curly arrows not used correctly?

a)
b)
c)
d)
22.

How many structural isomers with an unbranched carbon chain have the molecular formula C4H8Br2?

a)

4

b)

5

c)

6

d)

7

23.

How many structural isomers with the molecular formula C5H10O react with Tollens’ reagent?

a)

3

b)

4

c)

5

d)

6

24.

How many structural isomers are there with the molecular formula C3H6BrCl?

a)

4

b)

5

c)

6

d)

7

25.

Which compound does not show stereoisomerism?

a)

1,2-dichloropropene

b)

1,2-dichloropropane

c)

1,3-dichloropropene

d)

1,3-dichloropropane

26.

What is the total number of structural isomers with the molecular formula C2HBrClF3?

a)

2

b)

3

c)

4

d)

5

27.

Which is a pair of functional group isomers?

a)
b)
c)
d)
28.

Z-Retinal, shown in the diagram, is a component in vitamin A.


Which of the double bonds, labelled A, B, C or D, is responsible for the letter Z in the name?

a)

A

b)

B

c)

C

d)

D

29.

How many isomers have the molecular formula C5H12?

a)

2

b)

3

c)

4

d)

5

30.

How many structural isomers have the molecular formula C4H9Br?

a)

2

b)

3

c)

4

d)

5

31.

How many secondary amines have the molecular formula C4H11N?

a)

2

b)

3

c)

4

d)

5

32.

The structure of cyclohexene is shown.


Which of the following is the general formula of cyclic alkenes such as cyclohexene?

a)

CnH2n–4

b)

CnH2n–2

c)

CnH2n

d)

CnH2n+2

33.

Which one of the following can exhibit both geometrical and optical isomerism?

a)

(CH3)2C=CHCH(CH3)CH2CH3

b)

CH3CH2CH=CHCH(CH3)CH2CH3

c)

(CH3)2C=C(CH2CH3)2

d)

CH3CH2CH(CH3)CH(CH3)C=CH2

34.

How many different alkenes are formed when 2-bromo-3-methylbutane reacts with ethanolic potassium hydroxide?

a)

2

b)

3

c)

4

d)

5

35.

The compound cis-retinal is shown below.


Which one of the labelled bonds leads to the prefix in the name?

a)

A

b)

B

c)

C

d)

D

36.

Which one of the following is a pair of functional group isomers?

a)

CH3COOCH2CH3 and CH3CH2COOCH3

b)

(CH3)2CHCH(CH3)2 and (CH3)3CCH2CH3

c)

CH3CH2OCH3 and (CH3)2CHOH

d)

ClCH2CH2CH=CH2 and CH3CH=CHCH2Cl

37.

Propanone can be reduced to form an alcohol. A functional group isomer of the alcohol formed is

a)

CH3CH2CH2OH

b)

CH3CH2CHO

c)

CH3OCH2CH3

d)

CH3COCH3

38.

For this question refer to the reaction scheme below.


Which one of the following statements is not correct?

a)

W and Y are structural isomers.

b)

Z is a primary alcohol.

c)

Y gives two peaks in its proton n.m.r. spectrum.

d)

X has geometrical isomers.

39.

This question concerns the preparation of the plastic poly(methyl 2-methylpropenoate) (Perspex), starting from propanone.


Which one of the following is not a structural isomer of Compound M?

a)
b)
c)
d)
40.

The number of structural isomers of C3H2Cl6 is

a)

2

b)

3

c)

4

d)

5

41.

How many structural isomers, which are aldehydes, have the molecular formula C5H10O?

a)

2

b)

3

c)

4

d)

5

42.

How many structural isomers, which are esters, have the molecular formula C4H8O2?

a)

2

b)

3

c)

4

d)

5

43.

Isomers of the ester HCOOCH2CH2CH3, include


(i) ethyl ethanoate

(ii) methyl propanoate

(iii) butanoic acid

(iv) butyl methanoate

a)

(i), (ii) and (iii) only

b)

(i) and (iii) only

c)

(ii) and (iv) only

d)

(iv) alone

44.

The number of structural isomers of molecular formula C4H9Br is

a)

5

b)

4

c)

3

d)

2