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Stereochemistry

Total questions: 56

Worksheet time: 35mins

Name
Class
Date
1.
a)

constitutional isomers

b)

enantiomers

c)

diastereomers

d)

identical

e)

none of these

2.
a)

I, II, III, and IV

b)

I, II

c)

III, IV

d)

IV, V

e)

None of the structures

3.
a)

I, II, III, IV, and V

b)

I, II, III, and IV

c)

I and II

d)

III and IV

e)

IV alone

4.
a)

2R, 4S

b)

2S, 4R

c)

2R, 4R

d)

2S, 4S

e)

R and S cannot be applied

5.
a)

A

b)

B

c)

C

d)

D

e)

E

6.
a)

I and II

b)

IV and V

c)

II and III

d)

I, II, and III

e)

None of the above options

7.
a)

A

b)

B

c)

C

d)

D

e)

E

8.
a)

constitutional isomers

b)

enantiomers

c)

diastereomers

d)

identical

e)

none of the above

9.

Hint, think about how you could rotate/change substituent locations without changing the stereochemistry (ex. change 3, rotate 180 degrees, etc.)

a)

I

b)

II

c)

III

d)

more than one

e)

none of the above

10.
a)

II

b)

II and III

c)

II and IV

d)

III and V

e)

IV and V

11.

โมเลกุลในข้อใดเป็น Chiral Molecule

a)
b)
c)
d)
12.

What is the correct name of this compound?

a)

1,1-ethylheptylbenzene

b)

2-heptylbutylbenzene

c)

3-phenyldecane

d)

phenyldecane

13.

Name the compound

a)

Methane benzene

b)

Toluene

c)

Benzene methane

d)

methane phenyl

14.

Which is the correct drawing of o-bromonitrobenzene?

a)
b)
c)
d)
15.

name this compound

a)

m-aminochlorobenzene

b)

m-chloroaniline

c)

o-chloroaniline

d)

1-chloro-3-aminobenzene

16.

name this compound

a)

o-propylbenzene

b)

1,2-dipropylbenzene

c)

o-dipropylbenzene

d)

1,2-isopropylbenzene

17.
a)

constitutional isomers

b)

enantiomers

c)

diastereomers

d)

identical

e)

none of these

18.
a)

I

b)

II

c)

III

d)

It does not have an enantiomer

e)

Both II and III

19.
Name the molecule using E/Z naming system
a)
[E] 1-bromo, 2-chloro-1-iodoethene
b)
[Z] 1-bromo, 2-chloro-1-iodoethene
c)
[E] 1-bromo, 1-iodo-2-chloroethene
d)
[Z] 1-bromo, 1-iodo-2-chloroethene
20.
Name the molecule using E/Z naming system
a)
[Z] 1,2 dichloroethene
b)
[E] 1,2 dichloroethene
c)
[Z] 1,2 dichloroethane
d)
[E] 1,2 dichloroethane
21.
Molecule shown below is in
a)
E isomer
b)
Z isomer
c)
Trans isomer
d)
Cis isomer
22.

What is the relationship between 1 and 2?

a)

diastereoisomers

b)

enantiomers

c)

no relationship

d)

meso compounds

23.

What is the relationship between 3 and 4?

a)

diastereoisomers

b)

enantiomers

c)

no relationship

d)

meso compounds

24.

What is the relationship between 1 and 4?

a)

diastereoisomers

b)

enantiomers

c)

no relationship

d)

meso compounds

25.

What is the relationship between 2 and 3?

a)

diastereoisomers

b)

enantiomers

c)

no relationship

d)

meso compounds

26.

What is the relationship between A and B.

a)

structural isomers

b)

meso compounds

c)

diastereoisomers

d)

both have chiral carbons

27.

Which is the correct drawing of p-bromonitrobenzene?

a)
b)
c)
d)
28.

How could the following molecule be created from benzene?

a)

1) CH3Cl/AlCl3 ; 2) Cl2/FeCl3

b)

1) CH3Cl/AlCl3

c)

1) CH3Cl/AlCl3 ; 2) Br2/FeBr3

d)

1) CH3Br/AlBr3 ; 2) Br2/FeBr3

29.

How many total stereoisomers are possible for this molecule, and why?

a)

4 stereoisomers, because there are 2 stereocenters.

b)

4 stereoisomers, because there are 2 enantiomer pairs.

c)

3 stereoisomers, because their are 2 stereocenters.

d)

3 stereoisomers, because the molecule shown is a meso compound.

30.

What would be a plausible sequence for creating this molecule from benzene?

a)
b)
c)
31.

Hint, think about how you could rotate/change substituent locations without changing the stereochemistry (ex. change 3, rotate 180 degrees, etc.)

a)

I

b)

II

c)

III

d)

more than one

e)

none of the above

32.
a)

constitutional isomers

b)

enantiomers

c)

diastereomers

d)

identical

e)

none of these

33.

Optical isomers are of how many types

a)

2

b)

3

c)

4

d)

5

34.

Enantiomers are

(a)  

35.

The correct statement about optical activity is

a)

a molecule having two or more chiral centers is always optically active

b)

a molecule having just one chiral center is always optically active

c)

a molecule having alternating axis of symmetry is optically inactive is always optically active

d)

an optically active molecule should have atleast one chiral center

36.

Assign the configuration of the below two structures

a)

S,S

b)

S,R

c)

R,S

d)

R,R,

37.

Number of stereoisomers of camphor is

a)

2

b)

3

c)

4

d)

1

38.

The absolute configuration at the 2 chiral centres in D- Ribulose is

a)

3S4S

b)

2S3S

c)

2R3R

d)

3R4R

39.

The maximum number of stereoisomers possible for 4-phenyl but-3-en-2ol is

a)

1

b)

2

c)

3

d)

4

40.

A racemic mixture is optically active.

a)

yes

b)

no

41.

Determine if the following molecules are optically active (chiral) or optically inactive (achiral)

(a)  

42.

Determine if the following molecule is optically active (chiral) or optically inactive (achiral)

(a)  

43.

Determine if the following molecule is optically active (chiral) or optically inactive (achiral)

(a)  

44.

Determine if the following molecule is optically active (chiral) or optically inactive (achiral)

(a)  

45.

Determine if the following molecule is optically active (chiral) or optically inactive (achiral)

(a)  

46.

Which of the substituents are ranked as the highest priority based on Cahn-Ingold-Prelog ranking rules?

a)

-OH

b)

-CH2CH3

c)

-H2PO4

47.

Which of the substituents are ranked as the lowest based Cahn-Ingold-Prelog ranking rules?

a)

-NH2

b)

-C≡N

c)

-NO2

48.

Which of the substituents are ranked as the highest priority based on Cahn-Ingold-Prelog ranking rules?

a)

-C≡CH

b)

-CH2CH3

c)

-CH(CH3)2

49.

How many chiral carbon in the following molecule?

a)

2

b)

3

c)

4

50.

Which of the substituents are ranked as the lowest priority based on Cahn-Ingold-Prelog ranking rules?

a)

-C(O)H

b)

-CH2OH

c)

-CH2-O-C(O)CH3

51.

How many chiral carbon in the following molecule?

a)

6

b)

7

c)

8

d)

9

52.

How many chiral carbon in the following molecule?

a)

1

b)

2

c)

3

d)

4

53.

Give the correct absolute configuration on the labelled chiral carbon in 2-iodobutane

a)

S

b)

R

c)

cis

d)

trans

54.

Give the correct absolute configuration of this molecule

a)

(1R, 2S)-2-isopropylcyclohexanol

b)

(1R,2R)-2-isopropylcyclohexanol

c)

(1S,2R)-2-isopropylcyclohexanol

d)

(1S,2S)-2-isopropylcyclohexanol

55.

Give the correct absolute configuration on the labelled chiral carbon in 2-methylbutanal

a)

cis

b)

S

c)

trans

d)

R

56.

Give the absolute configuration on the labelled chiral carbon in 2,N,N-trimethyl-3-hexanamine

a)

S

b)

R

c)

trans

d)

cis

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