Question 1

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 2

Identify the generic formula for alkenes.

Accepted Answer

A) CnH2n+2 
B) CnH2n-2 
C) CnH2n 
D) CnH2n-4 
E) CnH2n+4 
A) CnH2n+2 
B) CnH2n-2 
C) CnH2n 
D) CnH2n-4 
E) CnH2n+4

Question 3

What is meant by the term, "structural isomer"? Draw a structural isomer of CH3-CH2-CH2-CH3.

Accepted Answer

Structural isomers are compounds that ha

Question 4

Which of the following pairs of organic compound families could have constitutional isomers?

Accepted Answer

A) an ether and an alcohol 
B) an amide and an amine 
C) an ether and a carboxylic acid 
D) a carboxylic acid and an amide 
E) an amine and an alcohol 
A) an ether and an alcohol 
B) an amide and an amine 
C) an ether and a carboxylic acid 
D) a carboxylic acid and an amide 
E) an amine and an alcohol

Question 5

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 6

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 7

In which of the following structures have the group priorities been assigned correctly?

Accepted Answer

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

Question 8

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 9

Which of the following structures shows a primary amine?

Accepted Answer

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

Question 10

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 11

The general formula for alkanes is CnH2n+2. What is the value of n in 3-ethyl-2-methylpentane ? Is this molecule chiral?

Accepted Answer

A) n = 7; yes, it is chiral 
B) n = 7; no, it is not chiral 
C) n = 8; yes, it is chiral 
D) n = 8; no, it is not chiral 
E) n = 5; yes, it is chiral 
A) n = 7; yes, it is chiral 
B) n = 7; no, it is not chiral 
C) n = 8; yes, it is chiral 
D) n = 8; no, it is not chiral 
E) n = 5; yes, it is chiral

Question 12

Which of the following compounds is an ester?

Accepted Answer

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

Question 13

Which of the following compounds exhibit cis-trans isomerism?

Accepted Answer

A) CH2=CH2 
B) CH2=CCl2 
C) CBr2=CHBr 
D) CHCl=CHCl 
E) (CH3)2C=CH-CH2CH3 
A) CH2=CH2 
B) CH2=CCl2 
C) CBr2=CHBr 
D) CHCl=CHCl 
E) (CH3)2C=CH-CH2CH3

Question 14

Which of the following compounds exhibit optical isomerism?

Accepted Answer

A) sec-butylbenzene 
B) CH2Cl2 
C) CF2BrI 
D) CHBr2I 
E) tert-butylbenzene 
A) sec-butylbenzene 
B) CH2Cl2 
C) CF2BrI 
D) CHBr2I 
E) tert-butylbenzene

Question 15

The general formula for alkanes is CnH2n+2. What is the value of n in 2,6-dimethylnonane? How many chiral centres does this molecule have?

Accepted Answer

A) n = 9; there are two chiral centres 
B) n = 9; there is one chiral centre 
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 is one chiral centre 
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 structures is R-but-3-en-2-ol?

Accepted Answer

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

Question 17

Which of the following statements is TRUE?

Accepted Answer

A) Organic halides are polar molecules with C-X bond polarity increasing in order C-I < C-Br < C-Cl < C-F. 
B) Alkenes are hydrocarbons that contain one or more C=C bonds and therefore must have some carbons sp hybridized. 
C) Amines are organic compounds that contain nitrogen and have R-C(=O)-NH-R as their general formula. 
D) Esters are a family of organic compounds that contain oxygen and have the general formula R-O-R. 
E) Because alcohols contain nonpolar C-H bonds, they cannot mix with water. 
A) Organic halides are polar molecules with C-X bond polarity increasing in order C-I < C-Br < C-Cl < C-F. 
B) Alkenes are hydrocarbons that contain one or more C=C bonds and therefore must have some carbons sp hybridized. 
C) Amines are organic compounds that contain nitrogen and have R-C(=O)-NH-R as their general formula. 
D) Esters are a family of organic compounds that contain oxygen and have the general formula R-O-R. 
E) Because alcohols contain nonpolar C-H bonds, they cannot mix with water.

Question 18

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 19

Which of the following condensed general formulas represents alcohols?

Accepted Answer

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

Question 20

Which of the following organic families contains nonpolar compounds?

Accepted Answer

A) carboxylic acids 
B) alcohols 
C) amines 
D) esters 
E) ethers 
A) carboxylic acids 
B) alcohols 
C) amines 
D) esters 
E) ethers

Exam 20: Organic Chemistry I: Structures

Which of the following condensed general formulas represents aldehydes?

Identify the generic formula for alkenes.

What is meant by the term, "structural isomer"? Draw a structural isomer of CH3-CH2-CH2-CH3.

Which of the following pairs of organic compound families could have constitutional isomers?

Match the following. -

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?

In which of the following structures have the group priorities been assigned correctly?

Match the following. -

Which of the following structures shows a primary amine?

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

The general formula for alkanes is CnH2n+2. What is the value of n in 3-ethyl-2-methylpentane ? Is this molecule chiral?

Which of the following compounds is an ester?

Which of the following compounds exhibit cis-trans isomerism?

Which of the following compounds exhibit optical isomerism?

The general formula for alkanes is CnH2n+2. What is the value of n in 2,6-dimethylnonane? How many chiral centres does this molecule have?

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

Which of the following statements is TRUE?

Which of the following statements is TRUE?

Which of the following condensed general formulas represents alcohols?

Which of the following organic families contains nonpolar compounds?

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

What is meant by the term, "structural isomer"? Draw a structural isomer of CH₃-CH₂-CH₂-CH₃.

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?

The general formula for alkanes is C_nH₂_n₊₂. What is the value of n in 3-ethyl-2-methylpentane ? Is this molecule chiral?

The general formula for alkanes is C_nH₂_n₊₂. What is the value of n in 2,6-dimethylnonane? How many chiral centres does this molecule have?