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Ch18 Full Test Bank Isomerism And Stereochemistry

Chapter 18: Isomerism and Stereochemistry

Test Bank

Type: multiple choice question

Title: Chapter 18 Question 01

1) How many structural isomers exist for dibromochlorobenzene?

a.1

Section reference:18.1

b.2

Section reference:18.1

c.4

Section reference:18.1

d.6

Section reference:18.1

Type: multiple response question

Title: Chapter 18 Question 02

2) From molecules, A-E, pick out the functional group isomers for hexanoic acid. Please select all that apply.

a.Molecule A

Section reference:18.1

b.Molecule B

Section reference:18.1

c.Molecule C

Section reference:18.1

d.Molecule D

Section reference:18.1

e.Molecule E

Section reference:18.1

Type: multiple choice question

Title: Chapter 18 Question 03

3) Pick out the Newman projection which represents the most stable conformation of 1,2-diphenylethane:

a.A

Section reference:18.2

b.B

Section reference:18.2

c.C

Section reference:18.2

d.D

Section reference:18.2

Type: multiple choice question

Title: Chapter 18 Question 04

4) For the following conformers, A-D, pick out the one which represents the most stable conformer of molecule Z:

a.A

Section reference:18.2

b.B

Section reference:18.2

c.C

Section reference:18.2

d.D

Section reference:18.2

Type: multiple choice question

Title: Chapter 18 Question 05

5) Which one of the following alkenes exhibits geometrical isomerism?

a.3-Methylpent-2-ene

Section reference:18.3

b.Hex-1-ene

Section reference: 18.3

c.2,3-Dimethylbut-2-ene

Section reference:18.3

d.2-Methylpent-2-ene

Section reference:18.3

e.Cyclohexene

Section reference:18.3

Type: multiple choice question

Title: Chapter 18 Question 06

6) For the following molecule, pick out its configuration:

A chemical structure shows C double bonded with another C atom, where first C atom is single bonded with F 3 C and C l H 2 C. The second C atom is single bonded with C H 2 O H and a six membered C 6 ring, where I is single bonded with the C atom at para position.

a.(R)-

Section reference:18.3

b.(S)-

Section reference:18.3

c.(E)-

Section reference:18.3

d.(Z)-

Section reference:18.3

Type: multiple choice question

Title: Chapter 18 Question 07

7) For following two molecules, pick out the terminology which best describes their relationship:

Two chemical structures are shown. First: C single bonded with another C atom, where first C atom is single bonded with H, H 3 C and C l. The second C atom is single bonded with another H, C H 3 and C l. Second: C single bonded with another C atom, where first C atom is single bonded with H 3 C, C l and H. The second C atom is single bonded with another C l, H and C H 3.

a.Stereoisomers

Section reference:18.4

b.Structural isomers

Section reference:18.4

c.Conformers

Section reference:18.4

d.Enantiomers

Section reference:18.4

e.Diastereoisomers

Section reference:18.4

Type: multiple choice question

Title: Chapter 18 Question 08

8)From the following molecules, A-E, pick out the one which is achiral:

a.Molecule A

Section reference:18.4

b.Molecule B

Section reference:18.4

c.Molecule C

Section reference:18.4

d.Molecule D

Section reference:18.4

e.Molecule E

Section reference:18.4

Type: multiple response question

Title: Chapter 18 Question 09

9) From the following molecules, A-E, pick out those with a plane of symmetry. Please select all that apply.

a.MoleculeA

Section reference:18.4

b.Molecule B

Section reference:18.4

c.Molecule C

Section reference:18.4

d.Molecule D

Section reference:18.4

e.Molecule E

Section reference:18.4

Type: multiple choice question

Title: Chapter 18 Question 10

10) Using the Cahn-Ingold-Prelog (CIP) nomenclature, arrange the following groups, A-D, in order of decreasing priority (highest priority at the left):

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a.A > C > B > D

Section reference:18.4

b.D > A > B > C

Section reference:18.4

c.B > A > D > C

Section reference:18.4

d.C > A > B > D

Section reference:18.4

e.D > B > A > C

Section reference:18.4

Type: multiple choice question

Title: Chapter 18 Question 11

11) For the following molecule, pick out its configurations:

A chemical structure shows H O single bond C H (C H 3) single bond C (H 2 C) (C H 3) double bond C, where C is single bonded with H and C H 3.

a.(R)- and (Z)-

Section reference:18.4

b.(S)- and (Z)-

Section reference:18.4

c.(R)- and (E)-

Section reference:18.4

d.(S)- and (E)-

Section reference:18.4

Type: multiple choice question

Title: Chapter 18 Question 12

12) For the following molecule, Z, pick out its enantiomer from molecules A-D:

A chemical structure of Z shows C is single bonded with H, C l, C H 3 and P h.

(A) A chemical structure shows C is single bonded with H, C l, C H 3 and P h.

(B) A chemical structure shows C is single bonded with H 3 C, H, P h and C l.

(C)chemical structure shows C is single bonded with C l, P h, C H 3 and H.

(D chemical structure shows C is single bonded with H 3 C, C l, P h and H.

a.A

Section reference:18.4

b.B

Section reference:18.4

c.C

Section reference:18.4

d.D

Section reference:18.4

Type: multiple response question

Title: Chapter 18 Question 13

13) From the following molecules, A-D, pick out those which represent meso-2,3-dihydrobutane:

a.Molecule A

Section reference:18.4

b.Molecule B

Section reference:18.4

c.Molecule C

Section reference:18.4

d.MoleculeD

Section reference:18.4

Type: multiple choice question

Title: Chapter 18 Question 14

14) For a compound to be classed as meso-; what is the required minimum number of chiral centres?

a.0

Section reference:18.4

b.1

Section reference:18.4

c.2

Section reference:18.4

d.3

Section reference:18.4

e.4

Section reference:18.4

Type: multiple choice question

Title: Chapter 18 Question 15

15) From the following molecules, A-D, pick out the one which is meso:

a.Molecule A

Section reference:18.4

b.Molecule B

Section reference:18.4

c.Molecule C

Section reference:18.4

d.Molecule D

Section reference:18.4

Type: multiple response question

Title: Chapter 18 Question 16

16) From the following molecules, A-D, pick out those that are chiral. Please select all that apply.

a.Molecule A

Section reference:18.4

b.Molecule B

Section reference:18.4

c.Molecule C

Section reference: 18.4

d.Molecule D

Section reference:18.4

Type: multiple choice question

Title: Chapter 18 Question 17

17) From the following molecules, A-D, pick out the one which is chiral and contains at least one chiral centre:

a.Molecule A

Section reference:18.4

b.Molecule B

Section reference:18.4

c.Molecule C

Section reference:18.4

d.MoleculeD

Section reference:18.4

Type: multiple choice question

Title: Chapter 18 Question 18

18) The (R)-enantiomer of ibuprofen has a specific rotation of [α]= ‑59. What proportion of enantiomers would be required to prepare an optically impure sample of ibuprofen with a specific rotation of +29.50?

a.25% (S)-, 75% (R)-

Section reference:18.4

b.50% (S)-, 50% (R)-

Section reference:18.4

c.67% (S)-; 33% (R)-

Section reference:18.4

d.75% (S)-, 25% (R)-

Section reference:18.4

e.50% (S)-, 0% (R)-

Section reference:18.4

Type: multiple choice question

Title: Chapter 18 Question 19

19) From the following reactions, A-D, pick out the one which involves racemisation:

a.A

Section reference:18.4

b.B

Section reference:18.4

c.C

Section reference: 18.4

d.D

Section reference:18.4

Type: multiple choice question

Title: Chapter 18 Question 20

20) From the following reactions, A-D, pick out the one which involves a diastereoselective addition:

a.A

Section reference:18.4

b.B

Section reference:18.4

c.C

Section reference:18.4

Type: multiple response question

Title: Chapter 18 Question 21

21) What is the relationship between these two molecules? Please select all that apply.

Section reference:18.1

a.Stereoisomer

b.Enantiomer

c.Position isomer

d.Structural isomer

Type: multiple response question

Title: Chapter 18 Question 22

22) What is the relationship between these two molecules? Please select all that apply.

Two chemical structures are shown. The first chemical structure shows a six membered C 6 ring single bonded with C O O C (C H 3) 3, where C l is fused at para position. The second structure shows a six membered C 6 ring single bonded with C O O C H (C H 3) C H 2 C H 3, where C l is fused at para position.

Section reference:18.1

a.Stereoisomer

b.Enantiomer

c.Chain isomer

d.Structural isomer

Type: multiple response question

Title: Chapter 18 Question 23

23) What is the relationship between these two molecules? Please select all that apply.

Section reference:18.1

a.chain isomers

b.position isomers

c.enantiomers

d.(E)-(Z) isomers

Type: multiple choice question

Title: Chapter 18 Question 24

24) Assign this alkene as (E) or (Z).

A chemical structure shows a carbon chain of three C atoms, where first C atom is double bonded with O and single bonded with H O. The second C atom is double bonded with another C atom, where C is single bonded with B r and I. The third C atom is double bonded with O and single bonded with M e O.

a.(E)

Section reference:18.3

b.(Z)

Section reference:18.3

c.Type option here

Section reference:18.3

d.Type option here

Section reference:18.3

Type: multiple choice question

Title: Chapter 18 Question 25

25) Assign the following according to the Cahn- Ingold-Prelog (CIP) sequence rules.

A chemical structure shows C atom single bonded with H, B (O H) 2, t B u and M e.

a.(R)

Section reference:18.3

c.(E)

Section reference:18.3

d.(Z)

Section reference:18.3

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Chapter Number:

Created Date:

Aug 21, 2025

Chapter Name:

Chapter 18 Isomerism And Stereochemistry

Author:

Andrew Burrows

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