Deck 5: Alkenes: Bonding, Nomenclature, and Properties

Question 1

What is the index of hydrogen deficiency of a compound with a molecular formula of C₅H₁₀?

A) 0
B) 1
C) 2
D) 3

Answer 1

1

Question 2

Which of the following compounds has a hydrogen deficiency of 3?

A) only 1
B) only 2
C) only 3 and 4
D) only 1,3 and 4

Answer 2

only 1,3 and 4

Question 3

Which of the following molecular formulae corresponds to a compound with a hydrogen deficiency of 2?

A) C₅H₈O₂
B) C₅H₁₀O
C) C₆H₁₅N
D) C₅H₁₀Br₂

Answer 3

C₅H₈O₂

Question 4

What is the hybridization of carbon atoms labeled i - iii in the following structure?

A) i = sp; ii = sp; iii = sp
B) i = sp²; ii = p; iii = sp²
C) i = sp²; ii = sp; iii = sp²
D) i = sp²; ii = sp²; iii = sp²

Question 5

What type of molecular orbital is formed by the overlap of atomic orbitals shown?

A) s bonding
B) s antibonding
C) p bonding
D) p antibonding

Question 6

What is the approximate value of the length of the carbon-carbon bond in ethene?

A) 121 pm
B) 134 pm
C) 142 pm
D) 154 pm

Question 7

What is the index of hydrogen deficiency of a compound with a molecular formula of C₅H₉Br?

A) 0
B) 1
C) 2
D) 3

Question 8

What is the approximate value of the H-C-H bonds angle in ethene?

A) 90 $\degree$
B) 109 $\degree$
C) 120 $\degree$
D) 180 $\degree$

Question 9

What is the index of hydrogen deficiency of a compound with a molecular formula of C₆H₁₅N?

A) 0
B) 1
C) 2
D) 3

Question 10

What type of molecular orbital is formed by the overlap of atomic orbitals shown?

A) s bonding
B) s antibonding
C) p bonding
D) p antibonding

Question 11

What is the approximate value of the C-C-C bond angle in propene?

A) 90 $\degree$
B) 109 $\degree$
C) 120 $\degree$
D) 180 $\degree$

Question 12

Which of the following molecular formulae corresponds to a compound with a hydrogen deficiency of 1?

A) C₅H₈N₂
B) C₅H₁₁N
C) C₆H₁₁N
D) C₅H₁₃NO₂

Question 13

What is the index of hydrogen deficiency of a compound with a molecular formula of C₆H₁₂N₂?

A) 0
B) 1
C) 2
D) 3

Question 14

What is the index of hydrogen deficiency of a compound with a molecular formula of C₆H₈?

A) 0
B) 1
C) 2
D) 3

Question 15

What type of molecular orbital is formed by the overlap of atomic orbitals shown?

A) s bonding
B) s antibonding
C) p bonding
D) p antibonding

Question 16

Which of the following does not correspond to a molecular formula of a neutral compound?

A) C₆H₉NO₂
B) C₅H₇N₂O₂
C) C₈H₁₂O₃
D) C₇H₇N

Question 17

Which of the following does not correspond to a molecular formula of a neutral compound?

A) C₅H₅Br
B) C₅H₇Cl₂
C) C₅H₅Br₃
D) C₅H₈Cl₄

Question 18

What is the index of hydrogen deficiency of a compound with a molecular formula of C₆H₇Cl?

A) 0
B) 1
C) 2
D) 3

Question 19

Which of the following compounds does not have a hydrogen deficiency of 5?

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

Question 20

What is the hybridization of carbon atoms labeled i - iii in the following structure?

A) i = sp²; ii = sp²; iii = sp²
B) i = sp; ii = sp; iii = sp³
C) i = sp²; ii = sp; iii = sp³
D) i = sp²; ii = sp²; iii = sp³

Question 21

What is the IUPAC name of the following compound?

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

Question 22

What is the IUPAC name of the following compound?

A) 1,3-dimethylcyclopentene
B) 1,4-dimethylcyclopentene
C) 2,4-dimethylcyclopentene
D) 1,3-dimethyl-5-cyclopentene

Question 23

What is the IUPAC name of the following compound?

A) 1,2-dimethylcyclohexene
B) 2,3-dimethyl-1-cyclohexene
C) 1,2-dimethyl-2-cyclohexene
D) 1,6-dimethylcyclohexene

Question 24

How many alkenes have the formula C₅H₁₀?

A) 4
B) 5
C) 6
D) 7

Question 25

What is the IUPAC name of the following compound?

A) 1,3-dimethylhexene
B) 2,4-dimethyl-2-hexene
C) 2,4-dimethyl-1-hexene
D) 3,5-dimethyl-4-hexene

Question 26

How many constitutional isomeric alkenes are there with the formula C₆H₁₂?

A) 9
B) 11
C) 12
D) 13

Question 27

What is the IUPAC name of the following compound?

A) (E)-3-methyl-4-hexene
B) (Z)-3-methyl-4-hexene
C) (E)-4-methyl-2-hexene
D) (Z)-4-methyl-2-hexene

Question 28

Which of the following does not correspond to a molecular formula of a neutral compound?

A) C₄H₈BrNO
B) C₅H₉ClN₂O
C) C₇H₁₄BrO₃
D) C₈H₁₄ClN

Question 29

Which of the following substituents has the highest priority according to the Cahn-Ingold-Prelog system used in assigning E and Z configurations of carbon-carbon double bonds?

A) -CH(CH₃)₂
B) -CH₂OCH₃
C) -CH₂CH₃
D) -CH₂Br

Question 30

What is the name of the following compound?

A) vinylcyclohexane
B) allylcyclohexane
C) methylenecyclohexane
D) propargylcyclohexane

Question 31

Which is the correct assignment of the names of the following groups?

A) 1 = vinyl; 2 = benzyl; 3 = allyl
B) 1 = allyl; 2 = phenyl; 3 = vinyl
C) 1 = methylene; 2 = phenyl; 3 = vinyl
D) 1 = methylene; 2 = benzyl; 3 = allyl

Question 32

What is the IUPAC name of the following compound?

A) bicyclo[6.2]oct-2-ene
B) bicyclo[4.4.4]oct-2-ene
C) bicyclo[2.2.2]-2-octene
D) bicyclo[2.2]-2-octene

Question 33

What is the IUPAC name of the following compound?

A) bicyclo[5.4.3]-2-octene
B) bicyclo[5.4.3]-3-octene
C) bicyclo[3.2.1]-2-octene
D) 2,6-methyleno-1-cyclooctene

Question 34

What is the IUPAC name of the following compound?

A) (Z)-3-ethyl-5-methyl-1,4-heptadiene
B) (E)-3-ethyl-5-methyl-1,4-heptadiene
C) (E)-3-methyl-5-vinyl-3-heptene
D) (Z)-1,3-diethyl-1-methyl-1,4-pentadiene

Question 35

What is the IUPAC name of the following compound?

A) 2-methyl-4-vinyl-2-pentene
B) 3,5-dimethyl-1,4-hexadiene
C) 2,4-dimethyl-3,5-hexadiene
D) 1,1,3-trimethyl-1,4-pentadiene

Question 36

Which is the correct assignment of the names of the following groups?

A) 1 = methylene; 2 = vinyl; 3 = phenyl
B) 1 = vinyl; 2 = propargyl; 3 = benzyl
C) 1 = allyl; 2 = vinyl; 3 = benzyl
D) 1 = vinyl; 2 = allyl; 3 = phenyl

Question 37

Which of the following substituents has the highest priority according to the Cahn-Ingold-Prelog system used in assigning E and Z configurations of carbon-carbon double bonds?

A) -COOH
B) -Cl
C) -CH₂OH
D) -CH₃

Question 38

What is the IUPAC name of the following compound?

A) 2-methylenepentane
B) 2-methyl-1-pentene
C) 2-vinylpentane
D) 2-propyl-1-propene

Question 39

What is the name of the following compound?

A) cis-4-methyl-1-allylcyclohexane
B) cis-4-allyl-1-methylcyclohexane
C) trans-4-allyl-1-methylcyclohexane
D) cis-4-methyl-1-vinylcyclohexane

Question 40

Which is the correct assignment of the names of the following compounds?

A) 1 = ethylene; 2 = isobutylene; 3 = isoprene
B) 1 = acetylene; 2 = isoprene; 3 = isobutylene
C) 1 = ethylene; 2 = isoprene; 3 = isobutylene
D) 1 = acetylene; 2 = isobutylene; 3 = isoprene

Question 41

What is the value of the index of hydrogen deficiency of Ritalin, shown below?

Question 42

What is the IUPAC name of the following compound?

Question 43

Which of the following is not true regarding alkenes?

A) alkenes are non polar
B) alkenes burn in air to give H₂O and CO₂
C) alkenes are highly miscible with water
D) the strongest intermolecular force between alkene molecules is the van der Waals interaction

Question 44

What is the smallest trans cycloalkene that is stable at room temperature?

A) (E) cyclohexene
B) (E) cycloheptene
C) (E) cyclooctene
D) (E) cyclodecene

Question 45

What is the value of the index of hydrogen deficiency of a molecule with the formula C₉H₁₀?

Question 46

How many isomers of 1,3-heptadiene exist?

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

Question 47

What is the value of the index of hydrogen deficiency of aspartame, shown below?

Question 48

What is the IUPAC name of the following compound?

Question 49

What types of units make up terpenes?

A) isoprene
B) propene
C) vitamin A
D) pentadiene

Question 50

What is the value of the index of hydrogen deficiency of a molecule with the formula C₈H₁₂?

Question 51

Which of the following is not a terpene?

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

Question 52

What is the value of the index of hydrogen deficiency of a molecule with the formula C₇H₁₅N?

Question 53

What is the IUPAC name of the following compound?

Question 54

Which of the following is a terpene?

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

Question 55

How many isomers of 1,3,5-heptatriene exist?

A) 1
B) 2
C) 4
D) 8

Question 56

How many isomers of 2,4-heptadiene exist?

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

Question 57

Which of the following compounds is most reactive (least stable)?

A) (Z)-cycloheptene
B) (E)-cycloheptene
C) (Z)-cyclooctene
D) (E)-cyclooctene

Question 58

What is the value of the index of hydrogen deficiency of a molecule with the formula C₈H₁₉N?

Question 59

What is the IUPAC name of the following compound?

Question 60

How many isomers of 1,6-heptadiene exist?

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

Question 61

What is the IUPAC name of the following compound?

Question 62

Provide the bond-line structure of (2Z,6E)-octa-2,6-diene.

Question 63

What is the IUPAC name of the following compound?

Question 64

Provide the bond-line structure of (Z)-4,5-dichloro-2-pentene.

Question 65

What is the IUPAC name of the following compound?

Question 66

What is the IUPAC name of the following compound?

Question 67

Provide the bond-line structure of (E)-3-chloro-3-hexene.

Question 68

What is the IUPAC name of the following compound?

Question 69

What is the IUPAC name of the following compound?

Question 70

Provide the bond-line structure of (2E,5E)-2,5-octadiene.