Deck 4: Alkenes and Alkynes

Question 1

What is the IUPAC name for the following structure?

A) 3,3-dimethyl-4-pentene
B) 3-methyl-3-ethyl-1-butene
C) isopropylpentene
D) 3,3-dimethyl-1-butene

Answer 1

3,3-dimethyl-1-butene

Question 2

Which of the following cycloalkenes shows cis-trans-isomerism?

A) cyclobutene
B) cyclopentene
C) cyclohexene
D) cyclooctene

Answer 2

cyclooctene

Question 3

Which of the following alkenes show E/Z-isomerism?
I. 1-chloropropene
II. 3-methylcyclohexene
III. 2,6-dimethyl-2,5-octadiene
IV. 3-ethyl-3-methyl-1-pentene

A) I, II
B) II, III
C) III, IV
D) I, III

Answer 3

I, III

Question 4

Arrange the following groups in the order of increasing priority according to the Cahn-Ingold-Prelog Rules (lowest priority to highest priority).

A) IV, III, II, I
B) I, II, IV, III
C) III, IV, I, II
D) III, I, IV, II

Question 5

What orbitals are involved in forming the indicated bond in the following compound?

A) sp³-sp³
B) sp³-sp³ and 2p-2p
C) sp²-sp² and 2p-2p
D) sp-sp and sp-sp

Question 6

Which of the following alkenes shows cis-trans-isomerism ?

A) 1-hexene
B) 2-hexene
C) 2-methyl-2-pentene
D) 2,3-dimethyl-2-butene

Question 7

How many trans isomers are there for an alkene with the formula, C₄H₇Cl?

A) 3
B) 2
C) 6
D) 8

Question 8

Which is the correct name for the following compound?

A) 2E, 5E-5-methyl-2,5-heptadiene
B) 2E, 5E-3-methyl-2,5-heptadiene
C) 2Z, 5E-3-methyl-2,5-heptadiene
D) 2E, 5Z-5-methyl-2,5-heptadiene

Question 9

What is the IUPAC name for the following compound?

A) 1,3-dimethylcyclohexene
B) 2,4-dimethylcyclohexene
C) 3,5-dimethylcyclohexene
D) 2,4-dimethyl-1-cyclohexene

Question 10

Which of the following alkenes show cis-trans-isomerism?
I. 2,5-dimethyl-3-hexene
II. 2,4-dimethyl-2-pentene
III. 2,4-dimethyl-1-pentene
IV. 4,5-dimethyl-2-hexene

A) I and II
B) II and III
C) I and IV
D) II and IV

Question 11

Which of the following alkenes do not show E/Z-isomerism?
I. 2-methyl-2-hexene
II. 1-chloro-1-butene
III. 1-methylcyclohexene
IV. 2-methyl-3-hexene

A) I, III
B) III, IV
C) II, III, IV
D) IV

Question 12

How many Z-isomers are there for an alkene with the formula C₄H₇Cl?

A) 1
B) 2
C) 3
D) 4

Question 13

Arrange the following groups in the order of increasing priority according to the Cahn-Ingold-Prelog Rules (lowest priority to highest priority).

A) I, II, IV, III
B) III, IV, II, I
C) I, IV, II, III
D) IV, II, III, I

Question 14

What is the IUPAC name for the following compound?

A) dimethyl acetylene
B) 3-butyne
C) 3-butene
D) 2-butyne

Question 15

Which are the approximate carbon-carbon bond angles at positions I and II in the following compound? The requested sequence is I,II.

A) 109°, 109°
B) 120°, 180°
C) 120°, 109°
D) 109°, 120°

Question 16

Which is the correct structure for vinylcyclobutane?

A) I
B) II
C) III
D) IV

Question 17

Which is the IUPAC name for the following compound?

A) 1,1-dimethyl-4-ethyl-2,5-cyclohexadiene
B) 1-ethyl-4,4-dimethyl-2,5-cyclohexadiene
C) 3-ethyl-6,6-dimethyl-1,4-cyclohexadiene
D) 6-ethyl-3,3-dimethyl-1,4-cyclohexadiene

Question 18

How many cycloalkanes of molecular formula C₅H₁₀ show cis-trans isomerism?

A) 1
B) 2
C) 3
D) 4

Question 19

What is the IUPAC name for the following compound?

A) E-2-ethyl-2-butene
B) Z-3-methyl-3-pentene
C) E-3-methyl-2-pentene
D) Z-3-ethyl-2-butene

Question 20

How many cycloalkanes of molecular formula C₅H₁₀ do not show cis-trans isomerism?

A) 2
B) 1
C) 4
D) 3

Question 21

Which structure is Z-2-bromo-3-methyl-2-pentene?

A) I
B) II
C) III
D) IV

Question 22

Arrange the following groups in the order of increasing priority according to the Cahn-Ingold-Prelog Rules (lowest priority to highest priority).

A) II, IV, I, III
B) II, I, IV, III
C) III, IV, I, II
D) IV, III, II, I

Question 23

Which of the following alkenes have E configuration?

A) I and II
B) II and IV
C) III
D) I and IV

Question 24

Which alkenes have E configurations?

A) I, II
B) II, III
C) III, IV
D) II, IV

Question 25

How many E/Z- isomers are possible for geraniol?

A) 2
B) 3
C) 4
D) 6

Question 26

What is the IUPAC name of zingiberene, the predominant component of ginger oil?

A) 1-methyl-4-(5-methylhept-4-en-2-yl)cyclohexa-1,3-diene
B) 3-methyl-5-(6-methylhept-5-en-2-yl)cyclohexa-1,3-diene
C) 2-methyl-5-(6-methylhept-5-en-2-yl)cyclohexa-1,3-diene
D) 3-methyl-4-(5-methylhept-4-en-2-yl)cyclohexa-1,3-diene

Question 27

Phytol (IUPAC name: (E)-3,7,11,15-tetramethylhexadec-2-en-1-ol) is a unsaturated long chain alcohol found in all plants bound to chlorophyll. Which of the following molecules is phytol?

A) I
B) II
C) III
D) IV

Question 28

How many cycloalkanes with the molecular formula C₆H₁₂ do show cis-trans isomerization?

A) 2
B) 3
C) 4
D) 5

Question 29

Only one of the two double bonds in limonene shows E/Z isomerism. Which choice below correctly indicates, which double bond this is and correctly gives its configuration?

A) I is E
B) I is Z
C) II is E
D) II is Z

Question 30

How many cis/trans isomers are possible for 2,4,6-octatriene ?

A) 3
B) 5
C) 6
D) 8

Question 31

The approximate bond angles of the indicated carbons are 1) ___, 2) ___, 3) ___, 4) ___.

Question 32

How many E/Z isomers are possible for 4-bromo-6-chloro-8-fluoro-2-iodo-1,3,5,7-nonatetraene ?

A) 16
B) 8
C) 4
D) 2

Question 33

The priority order of the groups -CH₂CH₃, -CH₃, -OCH₃, -CH=CH₂ is;

Question 34

Arrange the following molecules in order of increasing boiling point (lowest first).

A) II, IV, III, I
B) IV, II, III, I
C) III, IV, II, I
D) I, II, III, IV

Question 35

Arrange the following groups in the order of increasing priority according to the Cahn-Ingold-Prelog Rules (lowest priority to highest priority).

A) II, III, I, IV
B) III, II, IV, I
C) III, I, IV, II
D) IV, II, I, III

Question 36

Arrange the following groups in the order of increasing priority according to the Cahn-Ingold-Prelog Rules (lowest priority to highest priority).

A) II, I, IV, III
B) II, III, I, IV
C) I, II, IV, III
D) III, IV, II, I

Question 37

How many E/Z isomers are possible for 6-bromo-4-chloro-2-fluoro-8-iodo-2,4,6,8- decatetraene?

A) 10
B) 12
C) 16
D) 18

Question 38

How many cycloalkanes with the molecular formula C₆H₁₂ do not show cis-trans isomerization?

A) 3
B) 6
C) 7
D) 8

Question 39

What is the density of Vitamin A?

A) 0.72 kg/L
B) 0.84 kg/L
C) 1.02 kg/L
D) 1.55 kg/L

Question 40

Arrange the following compounds in decreasing order of boiling point (highest first).

A) I, IV, II, III
B) II, IV, III, I
C) III, IV, II, I
D) IV, II, III, I

Question 41

The structure of 3,7-diethyl-4,8-dimethyl-1,5-cyclooctadiene is:

Question 42

The structure of (3E, 6Z) 2,9-dimethyl-3,6-decadiene is:

Question 43

The structure of 2-cyclobutyl-6,6-dimethyl-4-octyne is:

Question 44

2,3-Dimethyl-3-hexene occurs as E and Z isomers.

Question 45

The structure of 4-isopropyl-1-methylcyclohexene is:

Question 46

The following groups are listed in order of decreasing priority (highest first).

Question 47

Vitamin A (retinol) is soluble in ___.

Question 48

The IUPAC name of the following molecule is:

Question 49

1,2-Dimethylcyclohexene occurs as E and Z isomers.

Question 50

The IUPAC name of the following molecule is:

Question 51

The following groups are listed in order of increasing priority (lowest first).

Question 52

The following compounds are listed in order of increasing boiling point (lowest first).

Question 53

There are 4 possible E,Z isomers of 1,3-pentadiene.

Question 54

The following structures represent identical compounds.

Question 55

The number possible E/Z isomers of 2,5,8-decatriene is:

Question 56

The IUPAC name of the following molecule is:

Question 57

The name of the following structure is (3E, 5E)-6-methyl-3,5-nonadiene.

Question 58

The following structures represent isomers.