Question 1

Which of the following cannot be a correct Lewis structure?

Accepted Answer

A) 
  
B) 
  
C) 
  
D) 
  
E)  All are correct. 
A) 
  
B) 
  
C) 
  
D) 
  
E)  All are correct.

Question 2

Which structure matches the following condensed structure?

Accepted Answer

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

Question 3

What would be the ideal value for the indicated bond angle?

Accepted Answer

A)  120F1F1F1S1F1F1F10 
B)  90F1F1F1S1F1F1F10 
C)  104F1F1F1S1F1F1F10 
D)  180F1F1F1S1F1F1F10 
E)  109F1F1F1S1F1F1F10 
A)  120F1F1F1S1F1F1F10 
B)  90F1F1F1S1F1F1F10 
C)  104F1F1F1S1F1F1F10 
D)  180F1F1F1S1F1F1F10 
E)  109F1F1F1S1F1F1F10

Question 4

How many atoms in ethene are required by sp2 bonding to lie in the same plane?

Accepted Answer

A)  2 
B)  3 
C)  4 
D)  5 
E)  6 
A)  2 
B)  3 
C)  4 
D)  5 
E)  6

Question 5

A positive charge on oxygen generally occurs when:

Accepted Answer

A)  oxygen has too many electrons. 
B)  oxygen has too few electrons. 
C)  oxygen is sharing one of its non-bonding electron pairs. 
D)  oxygen has too many non-bonding electron pairs. 
E)  oxygen is borrowing electrons from another atom. 
A)  oxygen has too many electrons. 
B)  oxygen has too few electrons. 
C)  oxygen is sharing one of its non-bonding electron pairs. 
D)  oxygen has too many non-bonding electron pairs. 
E)  oxygen is borrowing electrons from another atom.

Question 6

In the following molecule,how many carbon atoms are in the sp2 hybridization state?

Accepted Answer

A)  1 
B)  3 
C)  7 
D)  8 
E)  9 
A)  1 
B)  3 
C)  7 
D)  8 
E)  9

Question 7

What is the molecular formula of camphor?

Accepted Answer

A)  C10H15O 
B)  C10H16O 
C)  C10H17O 
D)  C11H18O 
E)  C11H16O 
A)  C10H15O 
B)  C10H16O 
C)  C10H17O 
D)  C11H18O 
E)  C11H16O

Question 8

How many different resonance structures can be drawn for the benzyl cation (shown below)which place the plus charge on a carbon atom in the ring?

Accepted Answer

A)  1 
B)  2 
C)  3 
D)  5 
E)  6 
A)  1 
B)  2 
C)  3 
D)  5 
E)  6

Question 9

How many hydrogen atoms are part of the following steroid?

Accepted Answer

A)  18 
B)  20 
C)  21 
D)  22 
E)  24 
A)  18 
B)  20 
C)  21 
D)  22 
E)  24

Question 10

What would be the ideal value for the indicated bond angle?

Accepted Answer

A)  120F1F1F1S1F1F1F10 
B)  90F1F1F1S1F1F1F10 
C)  104F1F1F1S1F1F1F10 
D)  180F1F1F1S1F1F1F10 
E)  109F1F1F1S1F1F1F10 
A)  120F1F1F1S1F1F1F10 
B)  90F1F1F1S1F1F1F10 
C)  104F1F1F1S1F1F1F10 
D)  180F1F1F1S1F1F1F10 
E)  109F1F1F1S1F1F1F10

Question 11

The molecular formula for piperitone is

Accepted Answer

A)  C9H16O 
B)  C10H18O 
C)  C9H18O 
D)  C10H14O 
E)  C10H16O 
A)  C9H16O 
B)  C10H18O 
C)  C9H18O 
D)  C10H14O 
E)  C10H16O

Question 12

How many isomers of C5H12 are possible?

Accepted Answer

A)  two 
B)  three 
C)  four 
D)  five 
E)  six 
A)  two 
B)  three 
C)  four 
D)  five 
E)  six

Question 13

A fairly common algal metabolite is the compound (-)-geosmin,which imparts a musty odor to water even at concentrations in the ppb range.What is the molecular formula of geosmin?

Accepted Answer

A)  C11H20O 
B)  C12H22O 
C)  C11H21O 
D)  C12H20O 
E)  C12H21O 
A)  C11H20O 
B)  C12H22O 
C)  C11H21O 
D)  C12H20O 
E)  C12H21O

Question 14

The process of adding electrons one by one to atomic orbitals beginning with the lowest energy is described by:

Accepted Answer

A)  the Aufbau Principle. 
B)  Hund's Rule. 
C)  the de Broglie Relation. 
D)  the Pauli Exclusion Principle. 
E)  Coulomb's Law. 
A)  the Aufbau Principle. 
B)  Hund's Rule. 
C)  the de Broglie Relation. 
D)  the Pauli Exclusion Principle. 
E)  Coulomb's Law.

Question 15

The boxed item most likely represents what?

Accepted Answer

A)  s orbital 
B)  sp3 orbital 
C)  p orbital 
D)  could be any of A-C 
E)  None of the above. 
A)  s orbital 
B)  sp3 orbital 
C)  p orbital 
D)  could be any of A-C 
E)  None of the above.

Question 16

Which one of the resonance structures below would be the most important (i.e.,most stable)?

Accepted Answer

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

Question 17

Which one of the following structures is not chemically identical to the others?

Accepted Answer

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

Question 18

Which of the following pairs are not resonance structures of each other?

Accepted Answer

A) 
  
B) 
  
C) 
  
D) 
  
E)  All are pairs of resonance structures. 
A) 
  
B) 
  
C) 
  
D) 
  
E)  All are pairs of resonance structures.

Question 19

The carbon atom in CH2Cl2 has what hybridization?

Accepted Answer

A)  sp 
B)  sp2 
C)  sp3 
D)  sp4 
E)  they are not hybridized 
A)  sp 
B)  sp2 
C)  sp3 
D)  sp4 
E)  they are not hybridized

Question 20

How many isomers of C4H9Br are possible?

Accepted Answer

A)  two 
B)  three 
C)  four 
D)  five 
E)  six 
A)  two 
B)  three 
C)  four 
D)  five 
E)  six

Exam 1: Structure and Bonding in Organic Molecules

Which of the following cannot be a correct Lewis structure?

Which structure matches the following condensed structure?

What would be the ideal value for the indicated bond angle?

How many atoms in ethene are required by sp2 bonding to lie in the same plane?

A positive charge on oxygen generally occurs when:

In the following molecule,how many carbon atoms are in the sp2 hybridization state?

What is the molecular formula of camphor?

How many different resonance structures can be drawn for the benzyl cation (shown below)which place the plus charge on a carbon atom in the ring?

How many hydrogen atoms are part of the following steroid?

What would be the ideal value for the indicated bond angle?

The molecular formula for piperitone is

How many isomers of C5H12 are possible?

A fairly common algal metabolite is the compound (-)-geosmin,which imparts a musty odor to water even at concentrations in the ppb range.What is the molecular formula of geosmin?

The process of adding electrons one by one to atomic orbitals beginning with the lowest energy is described by:

The boxed item most likely represents what?

Which one of the resonance structures below would be the most important (i.e.,most stable)?

Which one of the following structures is not chemically identical to the others?

Which of the following pairs are not resonance structures of each other?

The carbon atom in CH2Cl2 has what hybridization?

How many isomers of C4H9Br are possible?

Structure and Reactivity: Acids and Bases,polar and Nonpolar Molecules

Reactions of Alkanes: Bond-Dissociation Energies,radical Halogenation,and Relative Reactivity

Cycloalkanes

Stereoisomers

Properties and Reactions of Haloalkanes: Bimolecular Nucleophilic Substitution

Further Reactions of Haloalkanes: Unimolecular Substitution and Pathways of Elimination

Hydroxy of Functional Group: Alcohols: Properties,preparation,and Strategy of Synthesis

Further Reactions of Alcohols and the Chemistry of Ethers

Using Nuclear Magnetic Resonance Spectroscopy to Deduce Structure

Alkenes: Infrared Spectroscopy and Mass Spectrometry

Reactions to Alkenes

Alkynes: the Carbon

Delocalized Pi Systems: Investigation by Ultraviolet and Visible Spectroscopy Interlude

Benzene and Aromaticity: Electrophilic Aromatic Substitution

Electrophilic Attack on Derivatives of Benzene: Substituents Control Regioselectivity

Aldehydes and Ketones: the Carbonyl Group

Enols,enolates,and the Aldol Condensation: A,b-Unsaturated Aldehydes and Ketones

Carboxylic Acids

Carboxylic Acid Derivatives

Amines and Their Derivatives: Functional Groups Containing Nitrogen

Chemistry of the Benzene Substituents: Alkylbenzenes,phenols,and Benzenamines

Ester Enolates and the Claisen Condensation: Synthesis of B-Dicarbonyl Compounds; Acyl Anion Equivalents

Carbohydrates: Polyfunctional Compounds in Nature

Heterocycles: Heteroatoms in Cyclic Organic Compounds

Amino Acids,peptides,proteins,and Nucleic Acids: Nitrogen-Containing Polymers in Nature

Filters

How many atoms in ethene are required by sp² bonding to lie in the same plane?

In the following molecule,how many carbon atoms are in the sp² hybridization state?

How many isomers of C₅H₁₂ are possible?

The carbon atom in CH₂Cl₂ has what hybridization?

How many isomers of C₄H₉Br are possible?