Question 1

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 2

What is meant by the term, "structural isomer"?

Accepted Answer

Structural isomers are compoun

Question 3

Which of the following statements is TRUE?

Accepted Answer

A)  A common reference compound for 1H and 13C NMR is tetramethylsilane. 
B)  Nuclear magnetic resonance spectroscopy uses the fact that some atomic nuclei, such as 1H and 13C, have two nuclear spin states with different energies when exposed to a high potential difference. 
C)  The energy difference between two nuclear spin states corresponds to the energy of photons in the microwave part of the electromagnetic spectrum. 
D)  The energy difference between two nuclear spin states depends on the number of protons and neutrons in the atomic nucleus. 
E)  The difference in absorption frequency of a nucleus outside the magnetic field and a nucleus inside the external magnetic field is called the chemical shift. 
A)  A common reference compound for 1H and 13C NMR is tetramethylsilane. 
B)  Nuclear magnetic resonance spectroscopy uses the fact that some atomic nuclei, such as 1H and 13C, have two nuclear spin states with different energies when exposed to a high potential difference. 
C)  The energy difference between two nuclear spin states corresponds to the energy of photons in the microwave part of the electromagnetic spectrum. 
D)  The energy difference between two nuclear spin states depends on the number of protons and neutrons in the atomic nucleus. 
E)  The difference in absorption frequency of a nucleus outside the magnetic field and a nucleus inside the external magnetic field is called the chemical shift.

Question 4

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 5

Which one of the following structures belongs to the amide family?

Accepted Answer

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

Question 6

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 7

Which of the following organic families contains nearly 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

Question 8

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 9

Identify the generic formula for alkenes.

Accepted Answer

A)  CnH2n+4 
B)  CnH2n+-2 
C)  CnH2n+1 
D)  CnH2n 
E)  CnH2n-4 
A)  CnH2n+4 
B)  CnH2n+-2 
C)  CnH2n+1 
D)  CnH2n 
E)  CnH2n-4

Question 10

Which of the following structures is S-2-chlorobutane?

Accepted Answer

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

Question 11

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 12

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

Accepted Answer

A)  n = 10; there are two chiral centres 
B)  n = 10; there is one chiral centre 
C)  n = 12; there are two chiral centres 
D)  n = 12; there are three chiral centres 
E)  n = 12; there is one chiral centre 
A)  n = 10; there are two chiral centres 
B)  n = 10; there is one chiral centre 
C)  n = 12; there are two chiral centres 
D)  n = 12; there are three chiral centres 
E)  n = 12; there is one chiral centre

Question 13

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 14

Which of the following statements correctly describes organic halides?

Accepted Answer

A)  Organic halides have one or more H atoms substituted by an electronegative atom from group 16 of the periodic table. 
B)  Organic halides have one or more C atoms substituted by an electronegative atom from group 17 of the periodic table. 
C)  Organic halides have one or more H atoms substituted by an electronegative atom from group 17 of the periodic table. 
D)  Organic halides have one or more H atoms substituted by an electropositive atom from group 17 of the periodic table. 
E)  Organic halides have one or more H atoms substituted by an electronegative atom from group 7 of the periodic table. 
A)  Organic halides have one or more H atoms substituted by an electronegative atom from group 16 of the periodic table. 
B)  Organic halides have one or more C atoms substituted by an electronegative atom from group 17 of the periodic table. 
C)  Organic halides have one or more H atoms substituted by an electronegative atom from group 17 of the periodic table. 
D)  Organic halides have one or more H atoms substituted by an electropositive atom from group 17 of the periodic table. 
E)  Organic halides have one or more H atoms substituted by an electronegative atom from group 7 of the periodic table.

Question 15

Which of the following compounds is an amine?

Accepted Answer

A)  (CH3CH2)2NH 
B)  CH3CH2CH2CH2CO2CH3 
C)  CH3CH2CH2CH2-O-CH2CH2CH3 
D)  CH3CH=O 
E)  CH3COCH3 
A)  (CH3CH2)2NH 
B)  CH3CH2CH2CH2CO2CH3 
C)  CH3CH2CH2CH2-O-CH2CH2CH3 
D)  CH3CH=O 
E)  CH3COCH3

Question 16

Which of the following functional groups is found in amines?

Accepted Answer

A)  -C≡N 
B)  -NO2 
C)  -NH2 
D)  -N≡N 
E)  -N=NH 
A)  -C≡N 
B)  -NO2 
C)  -NH2 
D)  -N≡N 
E)  -N=NH

Question 17

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 18

Which of the bold and underlined carbon atoms would be the most shielded 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 19

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 20

Which two functional groups combined give the functional group found in carboxylic acids?

Accepted Answer

A)  carbonyl and hydroxyl 
B)  carbonyl and amine 
C)  ether and hydroxyl 
D)  ester and hydroxyl 
E)  chlorido and carbonyl 
A)  carbonyl and hydroxyl 
B)  carbonyl and amine 
C)  ether and hydroxyl 
D)  ester and hydroxyl 
E)  chlorido and carbonyl

Exam 20: Organic Chemistry I: Structures

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

What is meant by the term, "structural isomer"?

Which of the following statements is TRUE?

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

Which one of the following structures belongs to the amide family?

Which of the following is TRUE regarding constitutional isomers?

Which of the following organic families contains nearly nonpolar compounds?

Which of the following is a tertiary alcohol?

Identify the generic formula for alkenes.

Which of the following structures is S-2-chlorobutane?

Which of the following is a primary alcohol?

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

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 statements correctly describes organic halides?

Which of the following compounds is an amine?

Which of the following functional groups is found in amines?

Which of the following compounds exhibit optical isomerism?

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

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

Which two functional groups combined give the functional group found in carboxylic acids?

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 3,7-dimethyldecane? How many chiral centres does this molecule have?

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 bold and underlined carbon atoms would be the most shielded in ¹³C NMR?