Question 1

Which of the following compounds is a carboxylic acid?

Accepted Answer

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

Question 2

Explain the concept of bond polarization and inductive effect using organic halides as an example.

Accepted Answer

Halogen atoms are more electronegative t

Question 3

Which of the following structures are enantiomers?

Accepted Answer

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

Question 4

Which of the following is a constitutional isomer of the following organic molecule?

Accepted Answer

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

Question 5

Which of the following is a primary 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 6

Which of the following molecules is the least polar?

Accepted Answer

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

Question 7

What does the term "racemic mixture" mean?

Accepted Answer

A mixture (equal in mole ratio

Question 8

Which of the following structures shows an E alkene isomer?

Accepted Answer

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

Question 9

Match the following.

-

Accepted Answer

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

Question 10

Match the following.

-

Accepted Answer

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

Question 11

Which of the following is TRUE regarding constitutional isomers?

Accepted Answer

A) Constitutional isomers have the same molecular formula but different structures, physical, and chemical properties. 
B) Constitutional isomers have the same molecular formula and physical properties but different structures and chemical properties. 
C) Constitutional isomers have the same molecular formula, physical, and chemical properties but different structures. 
D) Constitutional isomers have the same chemical structure and molecular formula but different physical and chemical properties. 
E) Constitutional isomers have the same chemical structure but different formulas, physical, and chemical properties. 
A) Constitutional isomers have the same molecular formula but different structures, physical, and chemical properties. 
B) Constitutional isomers have the same molecular formula and physical properties but different structures and chemical properties. 
C) Constitutional isomers have the same molecular formula, physical, and chemical properties but different structures. 
D) Constitutional isomers have the same chemical structure and molecular formula but different physical and chemical properties. 
E) Constitutional isomers have the same chemical structure but different formulas, physical, and chemical properties.

Question 12

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

Question 13

Match the following.

-

Accepted Answer

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

Question 14

Which of the following structures shows a Z alkene isomer?

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 = 11; there are two chiral centres 
D) n = 11; there are three chiral centres 
E) n = 11; there is one chiral centre 
A) n = 9; there are two chiral centres 
B) n = 9; there are three chiral centres 
C) n = 11; there are two chiral centres 
D) n = 11; there are three chiral centres 
E) n = 11; there is one chiral centre

Question 16

Which of the following is TRUE regarding index of hydrogen deficiency (IHD)?

Accepted Answer

A) When calculating IHD, oxygen does not change the number of H atoms in the parent formula, halogens are considered equal to hydrogen, and nitrogen requires one additional hydrogen atom in the parent formula. 
B) When calculating IHD, oxygen requires one additional hydrogen atom in the parent formula, halogens are considered equal to hydrogen, and nitrogen does not change the number of H atoms in the parent formula. 
C) When calculating IHD, oxygen is treated like hydrogen, halogens require one additional hydrogen atom in the parent formula, and nitrogen does not change the number of H atoms in the parent formula. 
D) When calculating IHD, oxygen does not change the number of H atoms in the parent formula, halogens are considered equal to hydrogen, and nitrogen requires two additional hydrogen atoms in the parent formula. 
E) When calculating IHD, oxygen and halogens do not change the number of H atoms in the parent formula, and nitrogen requires two additional hydrogen atoms in the parent formula. 
A) When calculating IHD, oxygen does not change the number of H atoms in the parent formula, halogens are considered equal to hydrogen, and nitrogen requires one additional hydrogen atom in the parent formula. 
B) When calculating IHD, oxygen requires one additional hydrogen atom in the parent formula, halogens are considered equal to hydrogen, and nitrogen does not change the number of H atoms in the parent formula. 
C) When calculating IHD, oxygen is treated like hydrogen, halogens require one additional hydrogen atom in the parent formula, and nitrogen does not change the number of H atoms in the parent formula. 
D) When calculating IHD, oxygen does not change the number of H atoms in the parent formula, halogens are considered equal to hydrogen, and nitrogen requires two additional hydrogen atoms in the parent formula. 
E) When calculating IHD, oxygen and halogens do not change the number of H atoms in the parent formula, and nitrogen requires two additional hydrogen atoms in the parent formula.

Question 17

Which of the following Newman projections shows a staggered conformer of 2-methyl-butane?

Accepted Answer

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

Question 18

What is the index of hydrogen deficiency?

Accepted Answer

The index of hydrogen deficien

Question 19

Match the following.

-

Accepted Answer

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

Question 20

The infrared spectrum of a compound with molecular formula C6H8O has weak peaks around 1650 cm-1 and a strong peak around 1775 cm-1. What is the most likely structure of this compound?

Accepted Answer

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

Exam 20: Organic Chemistry I: Structures

Which of the following compounds is a carboxylic acid?

Explain the concept of bond polarization and inductive effect using organic halides as an example.

Which of the following structures are enantiomers?

Which of the following is a constitutional isomer of the following organic molecule?

Which of the following is a primary alcohol?

Which of the following molecules is the least polar?

What does the term "racemic mixture" mean?

Which of the following structures shows an E alkene isomer?

Match the following. -

Match the following. -

Which of the following is TRUE regarding constitutional isomers?

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

Match the following. -

Which of the following structures shows a Z alkene isomer?

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?

Which of the following is TRUE regarding index of hydrogen deficiency (IHD)?

Which of the following Newman projections shows a staggered conformer of 2-methyl-butane?

What is the index of hydrogen deficiency?

Match the following. -

The infrared spectrum of a compound with molecular formula C6H8O has weak peaks around 1650 cm-1 and a strong peak around 1775 cm-1. What is the most likely structure of this compound?

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 Metallury

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?

The infrared spectrum of a compound with molecular formula C₆H₈O has weak peaks around 1650 cm^-1 and a strong peak around 1775 cm^-1. What is the most likely structure of this compound?