Question 1

Which of the following compounds is chiral?

Accepted Answer

A)  2-methylpentane 
B)  3-ethylhexane 
C)  3-methylheptane 
D)  4-ethylheptane 
E)  3-methylpentane 
A)  2-methylpentane 
B)  3-ethylhexane 
C)  3-methylheptane 
D)  4-ethylheptane 
E)  3-methylpentane

Question 2

Which of the following condensed general formulas represents ethers?

Accepted Answer

A)  RCOR 
B)  RCHO 
C)  ROR 
D)  ROH 
E)  RCONH2 
A)  RCOR 
B)  RCHO 
C)  ROR 
D)  ROH 
E)  RCONH2

Question 3

Which of the following statements is TRUE?

Accepted Answer

A)  Enantiomers are molecules that are nonsuperimposable mirror images of each other and they have a chiral sp2 carbon atom with four different substituents in a tetrahedral arrangement. 
B)  Enantiomers are molecules that are nonsuperimposable mirror images of each other and they have a prochiral carbon atom with four different substituents in a tetrahedral arrangement. 
C)  Enantiomers are molecules that are superimposable mirror images of each other and they have a chiral carbon atom with four different substituents in a tetrahedral arrangement. 
D)  Enantiomers are molecules that are nonsuperimposable mirror images of each other and they have a chiral carbon atom with four different substituents in a planar arrangement. 
E)  Enantiomers are molecules that are nonsuperimposable mirror images of each other and they have a chiral carbon atom with four different substituents in a tetrahedral arrangement. 
A)  Enantiomers are molecules that are nonsuperimposable mirror images of each other and they have a chiral sp2 carbon atom with four different substituents in a tetrahedral arrangement. 
B)  Enantiomers are molecules that are nonsuperimposable mirror images of each other and they have a prochiral carbon atom with four different substituents in a tetrahedral arrangement. 
C)  Enantiomers are molecules that are superimposable mirror images of each other and they have a chiral carbon atom with four different substituents in a tetrahedral arrangement. 
D)  Enantiomers are molecules that are nonsuperimposable mirror images of each other and they have a chiral carbon atom with four different substituents in a planar arrangement. 
E)  Enantiomers are molecules that are nonsuperimposable mirror images of each other and they have a chiral carbon atom with four different substituents in a tetrahedral arrangement.

Question 4

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 5

What is the difference between primary, secondary, and tertiary amines?

Accepted Answer

Amines can be considered a derivative of

Question 6

Which of the bold and underlined carbon atoms would be the most deshielded in 13C NMR?

Accepted Answer

A)  H3C-OH 
B)  CH3CH2NH2 
C)  HCOOH 
D)  CH3CH2OCH2CH3 
E)  CH3C(=O)H 
A)  H3C-OH 
B)  CH3CH2NH2 
C)  HCOOH 
D)  CH3CH2OCH2CH3 
E)  CH3C(=O)H

Question 7

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 8

Which one of the following molecules is the most polar?

Accepted Answer

A)  butane 
B)  butanoic acid 
C)  cyclohexane 
D)  ethanol 
A)  butane 
B)  butanoic acid 
C)  cyclohexane 
D)  ethanol

Question 9

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 10

Which of the following structures is R-but-3-en-2-ol?

Accepted Answer

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

Question 11

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 12

Which of the following statements is TRUE?

Accepted Answer

A)  Optical activity describes the property of a chiral compound to rotate the plane of polarized light. 
B)  Two enantiomers differ significantly in physical properties. This difference is the basis for the separation of the two enantiomers from a racemic mixture. 
C)  A racemic mixture is an optically active mixture of two enantiomers. 
D)  It is possible to determine if an enantiomer is the levorotatory or dextrorotatory isomer by analyzing its infrared spectrum. 
E)  If an enantiomer has an S absolute configuration then it must be the levorotatory isomer. 
A)  Optical activity describes the property of a chiral compound to rotate the plane of polarized light. 
B)  Two enantiomers differ significantly in physical properties. This difference is the basis for the separation of the two enantiomers from a racemic mixture. 
C)  A racemic mixture is an optically active mixture of two enantiomers. 
D)  It is possible to determine if an enantiomer is the levorotatory or dextrorotatory isomer by analyzing its infrared spectrum. 
E)  If an enantiomer has an S absolute configuration then it must be the levorotatory isomer.

Question 13

Which of the following compounds is ethanol?

Accepted Answer

A)  C2H6 
B)  C2H5OH 
C)  CH3CO2H 
D)  CH3CO2CH3 
E)  CH3-O-CH3 
A)  C2H6 
B)  C2H5OH 
C)  CH3CO2H 
D)  CH3CO2CH3 
E)  CH3-O-CH3

Question 14

What are the possible combinations of multiple bonds and rings if a compound's index of hydrogen deficiency equals 2?

Accepted Answer

A)  two rings; one ring and a triple bond; two triple bonds 
B)  two rings and a double bond; three rings; one ring and two double bonds; two triple bonds 
C)  three rings; two rings and a double bond; one ring and two double bonds; two triple bonds; one ring and one triple bond 
D)  two rings; one ring and a double bond; two double bonds; one triple bond 
E)  two rings; two double bonds; a ring and a triple bond; one double bond and one triple bond 
A)  two rings; one ring and a triple bond; two triple bonds 
B)  two rings and a double bond; three rings; one ring and two double bonds; two triple bonds 
C)  three rings; two rings and a double bond; one ring and two double bonds; two triple bonds; one ring and one triple bond 
D)  two rings; one ring and a double bond; two double bonds; one triple bond 
E)  two rings; two double bonds; a ring and a triple bond; one double bond and one triple bond

Question 15

Which compound is a saturated hydrocarbon?

Accepted Answer

A)  1-butyne 
B)  cyclooctane 
C)  2,3-dimethylheptene 
D)  2-heptyne 
A)  1-butyne 
B)  cyclooctane 
C)  2,3-dimethylheptene 
D)  2-heptyne

Question 16

Which of the following structures shows a Z alkene isomer?

Accepted Answer

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

Question 17

Match the following.
-

Accepted Answer

A) amine 
B) ketone 
C) aldehyde 
D) carboxylic acid 
E) ester
F)alcohol 
A) amine 
B) ketone 
C) aldehyde 
D) carboxylic acid 
E) ester
F)alcohol

Question 18

Which of the following structures shows a secondary amine?

Accepted Answer

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

Question 19

The infrared spectrum of a compound with molecular formula C4H8O has weak peaks around 1650 cm-1 and a very broad, medium intensity peak around 3350 cm-1. What is the most likely structure of this compound?

Accepted Answer

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

Question 20

Which of the following have correct assignments of both group priorities and absolute configurations?

Accepted Answer

A)    , R configuration 
B)    , S configuration 
C)    , S configuration 
D)    , l configuration 
E)    , d configuration 
A)    , R configuration 
B)    , S configuration 
C)    , S configuration 
D)    , l configuration 
E)    , d configuration

Exam 20: Organic Chemistry I: Structures

Which of the following compounds is chiral?

Which of the following condensed general formulas represents ethers?

Which of the following statements is TRUE?

What is angle strain in cycloalkanes?

What is the difference between primary, secondary, and tertiary amines?

Which of the bold and underlined carbon atoms would be the most deshielded in 13C NMR?

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

Which one of the following molecules is the most polar?

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

Which of the following structures is R-but-3-en-2-ol?

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

Which of the following statements is TRUE?

Which of the following compounds is ethanol?

What are the possible combinations of multiple bonds and rings if a compound's index of hydrogen deficiency equals 2?

Which compound is a saturated hydrocarbon?

Which of the following structures shows a Z alkene isomer?

Match the following. -

Which of the following structures shows a secondary amine?

The infrared spectrum of a compound with molecular formula C4H8O has weak peaks around 1650 cm-1 and a very broad, medium intensity peak around 3350 cm-1. What is the most likely structure of this compound?

Which of the following have correct assignments of both group priorities and absolute configurations?

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

Which of the bold and underlined carbon atoms would be the most deshielded in ¹³C NMR?

The infrared spectrum of a compound with molecular formula C₄H₈O has weak peaks around 1650 cm^-1 and a very broad, medium intensity peak around 3350 cm^-1. What is the most likely structure of this compound?