Question 1

How many of the carbons in the following compound are chiral centre(s)?

Accepted Answer

A) 0 
B) 1 
C) 2 
D) 3 
E) 4 or more 
A) 0 
B) 1 
C) 2 
D) 3 
E) 4 or more

Question 2

Which of the following lists the substituents in the order of priority,from highest (priority 1)to lowest (priority 4)?

Accepted Answer

A) -Cl,-CH2CH3,-CH=CH2, -CH3 
B) -OH,-CH2CH3,-CH=CH2,CH3 
C) -NH2,-CONH2,-COOH,CH3 
D) -NH2,-COOH,-C(=O)H,-CH3 
E) -Cl,-Br,-OH,-H 
A) -Cl,-CH2CH3,-CH=CH2, -CH3 
B) -OH,-CH2CH3,-CH=CH2,CH3 
C) -NH2,-CONH2,-COOH,CH3 
D) -NH2,-COOH,-C(=O)H,-CH3 
E) -Cl,-Br,-OH,-H

Question 3

Which one of the following molecules is the most polar?

Accepted Answer

A) butane 
B) acetic acid 
C) cyclohexane 
D) methanol 
E) cyclohexanone 
A) butane 
B) acetic acid 
C) cyclohexane 
D) methanol 
E) cyclohexanone

Question 4

Which of the following structures shows a primary amine?

Accepted Answer

A) 
  
B) 
  
C) 
  
D) 
  
E) 
  
A) 
  
B) 
  
C) 
  
D) 
  
E)

Question 5

Which of the following condensed general formulas represents aldehydes?

Accepted Answer

A) ROR 
B) RCOR 
C) RCHO 
D) ROH 
E) RCOOH 
A) ROR 
B) RCOR 
C) RCHO 
D) ROH 
E) RCOOH

Question 6

Which compound is a saturated hydrocarbon?

Accepted Answer

A) 1-butyne 
B) acetylene 
C) 3-methylheptane 
D) 2-methylheptene 
E) ethene 
A) 1-butyne 
B) acetylene 
C) 3-methylheptane 
D) 2-methylheptene 
E) ethene

Question 7

Which of the following alcohols has the highest solubility in water?

Accepted Answer

A) CH3CH2OH 
B) CH3CH2CH2CH2OH 
C) CH3CH2CH2CH2CH2OH 
D) CH3CH2CH2CH2CH2CH2OH 
E) CH3CH2CH2CH2CH2CH2CH2CH2OH 
A) CH3CH2OH 
B) CH3CH2CH2CH2OH 
C) CH3CH2CH2CH2CH2OH 
D) CH3CH2CH2CH2CH2CH2OH 
E) CH3CH2CH2CH2CH2CH2CH2CH2OH

Question 8

Which compound is a saturated hydrocarbon?

Accepted Answer

A) 1-butyne 
B) cycloheptene 
C) 3-methylheptane 
D) 2-heptyne 
A) 1-butyne 
B) cycloheptene 
C) 3-methylheptane 
D) 2-heptyne

Question 9

What is angle strain in cycloalkanes?

Accepted Answer

A) Angle strain is the angle between carbon bonds on the outer side of a cycloalkane ring. 
B) Angle strain is the difference between an ideal bond angle for sp3 hybridized carbon atoms and the actual bond angle in the ring. 
C) Angle strain is the difference between and ideal bond angle for sp hybridized carbon atoms and the actual bond angle in the ring. 
D) Angle strain is the angle between C-C bonds in the cycloalkane ring. 
E) Angle strain is the difference between the C-C bond angles found in a flat ring structure and in an actual ring structure 
A) Angle strain is the angle between carbon bonds on the outer side of a cycloalkane ring. 
B) Angle strain is the difference between an ideal bond angle for sp3 hybridized carbon atoms and the actual bond angle in the ring. 
C) Angle strain is the difference between and ideal bond angle for sp hybridized carbon atoms and the actual bond angle in the ring. 
D) Angle strain is the angle between C-C bonds in the cycloalkane ring. 
E) Angle strain is the difference between the C-C bond angles found in a flat ring structure and in an actual ring structure

Question 10

Which of the following statements regarding functional groups and families is TRUE?

Accepted Answer

A) A group of organic compounds forms a family if they share the same characteristic carbon atom backbone called the functional group. 
B) A group of organic compounds forms a family if they share the same characteristic atom or a group of atoms called the functional group. 
C) A group of organic compounds forms a family if they differ by one CH group,called the functional group,in their structure. 
D) A family of organic compounds are all structural isomers with the same molecular formula called the functional group formula. 
E) A family of organic compounds is composed of all isomers that have the same molecular formula and share the same characteristic atom or a group of atoms called the functional group. 
A) A group of organic compounds forms a family if they share the same characteristic carbon atom backbone called the functional group. 
B) A group of organic compounds forms a family if they share the same characteristic atom or a group of atoms called the functional group. 
C) A group of organic compounds forms a family if they differ by one CH group,called the functional group,in their structure. 
D) A family of organic compounds are all structural isomers with the same molecular formula called the functional group formula. 
E) A family of organic compounds is composed of all isomers that have the same molecular formula and share the same characteristic atom or a group of atoms called the functional group.

Question 11

Determine the absolute configuration of the molecule shown below:

Accepted Answer

A) R configuration 
B) S configuration 
C) E configuration 
D) Z configuration 
E) d configuration 
A) R configuration 
B) S configuration 
C) E configuration 
D) Z configuration 
E) d configuration

Question 12

Which of the following compounds exhibit cis-trans isomerism?

Accepted Answer

A) CH2=CH-CH3 
B) CCl2=CBr2 
C) CH3-CH=CH-CH3 
D) CCl2=CHBr 
E) (CH3)2C=CH(CH3) 
A) CH2=CH-CH3 
B) CCl2=CBr2 
C) CH3-CH=CH-CH3 
D) CCl2=CHBr 
E) (CH3)2C=CH(CH3)

Question 13

Which of the following condensed general formulas represents tertiary alcohols?

Accepted Answer

A) RCH2OR 
B) RCH2OH 
C) R3COR 
D) R3COH 
E) R3CCH2OH 
A) RCH2OR 
B) RCH2OH 
C) R3COR 
D) R3COH 
E) R3CCH2OH

Question 14

Which of the following sets of compounds contain one ether,one alcohol,and one ketone (not necessarily in this order)?

Accepted Answer

A) 
  
B) 
  
C) 
  
D) 
  
E) 
  
A) 
  
B) 
  
C) 
  
D) 
  
E)

Question 15

The general formula for alkanes is CnH2n+2.What is the value of n in 3-ethyl-4,7-dimethylnonane? How many chiral centres does this molecule have?

Accepted Answer

A) n = 9; there are two chiral centres 
B) n = 9; there are three chiral centres 
C) n = 13; there are two chiral centres 
D) n = 13; there are three chiral centres 
E) n = 13; there is one chiral centre 
A) n = 9; there are two chiral centres 
B) n = 9; there are three chiral centres 
C) n = 13; there are two chiral centres 
D) n = 13; there are three chiral centres 
E) n = 13; there is one chiral centre

Question 16

How many of the carbons in the following compound are chiral centre(s)?

Accepted Answer

A) 0 
B) 1 
C) 2 
D) 3 
E) 4 
A) 0 
B) 1 
C) 2 
D) 3 
E) 4

Question 17

Which of the following is a tertiary alcohol?

Accepted Answer

A) CH3CH2OH 
B) (CH3)2CHOH 
C) (CH3)3COH 
D) (CH3)2CHCH(CH3)OH 
E) CH3OCH3 
A) CH3CH2OH 
B) (CH3)2CHOH 
C) (CH3)3COH 
D) (CH3)2CHCH(CH3)OH 
E) CH3OCH3

Question 18

Which of the following structures are constitutional isomers of a compound with molecular formula C4H9N?

Accepted Answer

A) 
  
B) 
  
C) 
  
D) 
  
E) 
  
A) 
  
B) 
  
C) 
  
D) 
  
E)

Question 19

Identify the hybridization of carbon atoms numbered 1-6 in the structure below:

Accepted Answer

A) Carbons 1 and 2 are sp3,carbons 3 and 6 are sp2,carbons 4 and 5 are sp hybridized. 
B) Carbons 1 and 3 are sp3,carbons 2 and 5 are sp2,carbons 4 and 6 are sp hybridized. 
C) Carbons 2 and 3 are sp3,carbons 4 and 5 are sp2,carbons 1 and 6 are sp hybridized. 
D) Carbons 4 and 5 are sp3,carbons 3 and 6 are sp2,carbons 1 and 2 are sp hybridized. 
E) Carbons 3 and 6 are sp3,carbons 4 and 5 are sp2,carbons 1 and 2 are sp hybridized. 
A) Carbons 1 and 2 are sp3,carbons 3 and 6 are sp2,carbons 4 and 5 are sp hybridized. 
B) Carbons 1 and 3 are sp3,carbons 2 and 5 are sp2,carbons 4 and 6 are sp hybridized. 
C) Carbons 2 and 3 are sp3,carbons 4 and 5 are sp2,carbons 1 and 6 are sp hybridized. 
D) Carbons 4 and 5 are sp3,carbons 3 and 6 are sp2,carbons 1 and 2 are sp hybridized. 
E) Carbons 3 and 6 are sp3,carbons 4 and 5 are sp2,carbons 1 and 2 are sp hybridized.

Question 20

Which of the following acyclic compounds is an alkane?

Accepted Answer

A) C10H22 
B) C11H22 
C) C12H22 
D) C5H10 
E) C5H8 
A) C10H22 
B) C11H22 
C) C12H22 
D) C5H10 
E) C5H8

Exam 20: Organic Chemistry I: Structures

How many of the carbons in the following compound are chiral centre(s)?

Which of the following lists the substituents in the order of priority,from highest (priority 1)to lowest (priority 4)?

Which one of the following molecules is the most polar?

Which of the following structures shows a primary amine?

Which of the following condensed general formulas represents aldehydes?

Which compound is a saturated hydrocarbon?

Which of the following alcohols has the highest solubility in water?

Which compound is a saturated hydrocarbon?

What is angle strain in cycloalkanes?

Which of the following statements regarding functional groups and families is TRUE?

Determine the absolute configuration of the molecule shown below:

Which of the following compounds exhibit cis-trans isomerism?

Which of the following condensed general formulas represents tertiary alcohols?

Which of the following sets of compounds contain one ether,one alcohol,and one ketone (not necessarily in this order)?

The general formula for alkanes is CnH2n+2.What is the value of n in 3-ethyl-4,7-dimethylnonane? How many chiral centres does this molecule have?

How many of the carbons in the following compound are chiral centre(s)?

Which of the following is a tertiary alcohol?

Which of the following structures are constitutional isomers of a compound with molecular formula C4H9N?

Identify the hybridization of carbon atoms numbered 1-6 in the structure below:

Which of the following acyclic compounds is an alkane?

Units of Measurement for Physical and Chemical Change

Atoms and Elements

Molecules,compounds,and Nomenclature

Chemical Reactions and Stoichiometry

Gases

Thermochemistry

The Quantum-Mechanical Model of the Atom

Periodic Properties of the Elements

Chemical Bonding I: Lewis Theory

Chemical Bonding II: Molecular Shapes, valence Bond Theory, and Molecular Orbital Theory

Liquids, solids, and Intermolecular Forces

Solutions

Chemical Kinetics

Chemical Equilibrium

Acids and Bases

Aqueous Ionic Equilibrium

Gibbs Energy and Thermodynamics

Electrochemistry

Radioactivity and Nuclear Chemistry

Organic Chemistry II: Reactions

Biochemistry

Chemistry of the Nonmetals

Metals and Metallurgy

Transition Metals and Coordination Compounds

Filters

The general formula for alkanes is C_nH₂_n₊₂.What is the value of n in 3-ethyl-4,7-dimethylnonane? How many chiral centres does this molecule have?

Which of the following structures are constitutional isomers of a compound with molecular formula C₄H₉N?