Question 1

Which of the following contains the sec-butyl group?

Accepted Answer

A)  (CH3)2CHCH2Cl 
B)  (CH3)3CCl 
C)  CH3CH2CH(CH3)Cl 
D)  CH3CH2CH2CH2Cl 
E)  None of the above. 
A)  (CH3)2CHCH2Cl 
B)  (CH3)3CCl 
C)  CH3CH2CH(CH3)Cl 
D)  CH3CH2CH2CH2Cl 
E)  None of the above.

Question 2

Arrange these acids in the order of increasing acidity.

Accepted Answer

A)  HBr,HI,HF,HCl 
B)  HF,HCl,HBr,HI 
C)  HF,HBr,HCl,HI 
D)  HI,HCl,HBr,HF 
E)  HI,HBr,HCl,HF 
A)  HBr,HI,HF,HCl 
B)  HF,HCl,HBr,HI 
C)  HF,HBr,HCl,HI 
D)  HI,HCl,HBr,HF 
E)  HI,HBr,HCl,HF

Question 3

What would be the correct name of the following?

Accepted Answer

A)  3-(sec-pentyl)pentane 
B)  5-ethyl-4-methylheptane 
C)  3-(sec-butyl)hexane 
D)  3-ethyl-4-methylheptane 
E)  3-ethyl-4-propylpentane 
A)  3-(sec-pentyl)pentane 
B)  5-ethyl-4-methylheptane 
C)  3-(sec-butyl)hexane 
D)  3-ethyl-4-methylheptane 
E)  3-ethyl-4-propylpentane

Question 4

What is the correct IUPAC name for the following molecule:

Accepted Answer

A)  2-ethyl-2,6-dimethylheptane 
B)  1,1,5,5-tetramethylhexane 
C)  1,1,5,5-tetramethylheptane 
D)  2,6,6-trimethyloctane 
E)  4,4-dimethyl-1-isopropylhexane 
A)  2-ethyl-2,6-dimethylheptane 
B)  1,1,5,5-tetramethylhexane 
C)  1,1,5,5-tetramethylheptane 
D)  2,6,6-trimethyloctane 
E)  4,4-dimethyl-1-isopropylhexane

Question 5

Guanacastepene is a natural product that was recently isolated and shown to be a potent antibiotic.How many different functional groups does this structure possess?

Accepted Answer

A)  1 
B)  2 
C)  3 
D)  4 
E)  5 
A)  1 
B)  2 
C)  3 
D)  4 
E)  5

Question 6

Which of the following reactions has a F1F1F1S1F1F1F10S = 0?

Accepted Answer

A) 
  
B)  CH3CH2Cl + NaOH F1F1F1S1F1F1F10 CH2=CH2 + H2O + NaCl 
C) 
  
D) 
  
E)  None of the above. 
A) 
  
B)  CH3CH2Cl + NaOH F1F1F1S1F1F1F10 CH2=CH2 + H2O + NaCl 
C) 
  
D) 
  
E)  None of the above.

Question 7

Which of the following is not considered a Lewis acid?

Accepted Answer

A) 
  
B)  CH3OH 
C)  AlCl3 
D) 
  
E)  BF3 
A) 
  
B)  CH3OH 
C)  AlCl3 
D) 
  
E)  BF3

Question 8

Rotation around the carbon-carbon bond of the molecule depicted by the following Newman projection requires how much energy?

Accepted Answer

A)  0 kcal/mol 
B)  3 kcal/mol 
C)  6 kcal/mol 
D)  9 kcal/mol 
E)  15 kcal/mol 
A)  0 kcal/mol 
B)  3 kcal/mol 
C)  6 kcal/mol 
D)  9 kcal/mol 
E)  15 kcal/mol

Question 9

What statement is true of the following energy diagram?

Accepted Answer

A)  For irreversible reactions,product 1 will dominate. 
B)  For reversible reactions,product 2 will dominate at equilibrium. 
C)  For reversible reactions,equal amounts of 1 and 2 will be formed. 
D)  For irreversible reactions,equal amounts of 1 and 2 will be formed. 
E)  None of the above are true. 
A)  For irreversible reactions,product 1 will dominate. 
B)  For reversible reactions,product 2 will dominate at equilibrium. 
C)  For reversible reactions,equal amounts of 1 and 2 will be formed. 
D)  For irreversible reactions,equal amounts of 1 and 2 will be formed. 
E)  None of the above are true.

Question 10

The common name for 1-methylpropyl is:

Accepted Answer

A)  Isopropyl 
B)  Isobutyl 
C)  sec-Butyl 
D)  tert-Butyl 
E)  None of the above. 
A)  Isopropyl 
B)  Isobutyl 
C)  sec-Butyl 
D)  tert-Butyl 
E)  None of the above.

Question 11

What is the correct IUPAC name for the following molecule?

Accepted Answer

A)  1,1,1,4-tetramethylhexane 
B)  4-ethyl-1,1,1-trimethylpentane 
C)  5-ethyl-2,2-dimethylhexane 
D)  3,6,6,6-tetramethylhexane 
E)  2,2,5-trimethylheptane 
A)  1,1,1,4-tetramethylhexane 
B)  4-ethyl-1,1,1-trimethylpentane 
C)  5-ethyl-2,2-dimethylhexane 
D)  3,6,6,6-tetramethylhexane 
E)  2,2,5-trimethylheptane

Question 12

Which of the following molecules contain both an alcohol and an aldehyde functional group?

Accepted Answer

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

Question 13

How many quaternary carbons are in the following molecule?

Accepted Answer

A)  0 
B)  1 
C)  2 
D)  3 
E)  4 
A)  0 
B)  1 
C)  2 
D)  3 
E)  4

Question 14

What is the smallest alkane that is liquid at room temperature?

Accepted Answer

A)  propane 
B)  butane 
C)  pentane 
D)  hexane 
E)  All are liquids. 
A)  propane 
B)  butane 
C)  pentane 
D)  hexane 
E)  All are liquids.

Question 15

Calculate F1F1F1S1F1F1F10Go for the following reaction at 25 oC and F1F1F1S1F1F1F10S=0

Accepted Answer

A)  -10 kcal/mol 
B)  10 kcal/mol 
C)  34 kcal/mol 
D)  -34 kcal/mol 
E)  None of the above. 
A)  -10 kcal/mol 
B)  10 kcal/mol 
C)  34 kcal/mol 
D)  -34 kcal/mol 
E)  None of the above.

Question 16

How would the following molecule be properly named?

Accepted Answer

A)  3-ethyl-2-methyl-4-propylhexane 
B)  3,4-diethyl-2-methylheptane 
C)  4-ethyl-3-isopropylheptane 
D)  3-isopropyl-4-propylhexane 
E)  None of the above. 
A)  3-ethyl-2-methyl-4-propylhexane 
B)  3,4-diethyl-2-methylheptane 
C)  4-ethyl-3-isopropylheptane 
D)  3-isopropyl-4-propylhexane 
E)  None of the above.

Question 17

Which of the following contains the isobutyl group?

Accepted Answer

A)  (CH3)2CHCH2Cl 
B)  (CH3)3CCl 
C)  CH3CH2CH(CH3)Cl 
D)  CH3CH2CH2CH2Cl 
E)  None of the above. 
A)  (CH3)2CHCH2Cl 
B)  (CH3)3CCl 
C)  CH3CH2CH(CH3)Cl 
D)  CH3CH2CH2CH2Cl 
E)  None of the above.

Question 18

What is the correct Newman projection for the following molecule?

Accepted Answer

A) 
  
B) 
  
C) 
  
D) 
  
E)  None of the above. 
A) 
  
B) 
  
C) 
  
D) 
  
E)  None of the above.

Question 19

At room temperature,the various conformations of butane

Accepted Answer

A)  do not interconvert with only the anti form present. 
B)  do not interconvert,but all forms are present. 
C)  interconvert slowly. 
D)  interconvert rapidly. 
E)  There is no way to determine if interconversion occurs. 
A)  do not interconvert with only the anti form present. 
B)  do not interconvert,but all forms are present. 
C)  interconvert slowly. 
D)  interconvert rapidly. 
E)  There is no way to determine if interconversion occurs.

Exam 2: Structure and Reactivity: Acids and Bases,polar and Nonpolar Molecules

Which of the following contains the sec-butyl group?

Arrange these acids in the order of increasing acidity.

What would be the correct name of the following?

What is the correct IUPAC name for the following molecule:

Guanacastepene is a natural product that was recently isolated and shown to be a potent antibiotic.How many different functional groups does this structure possess?

Which of the following reactions has a S = 0?

Which of the following is not considered a Lewis acid?

Rotation around the carbon-carbon bond of the molecule depicted by the following Newman projection requires how much energy?

What statement is true of the following energy diagram?

The common name for 1-methylpropyl is:

What is the correct IUPAC name for the following molecule?

Which of the following molecules contain both an alcohol and an aldehyde functional group?

How many quaternary carbons are in the following molecule?

What is the smallest alkane that is liquid at room temperature?

Calculate Go for the following reaction at 25 oC and S=0

How would the following molecule be properly named?

Which of the following contains the isobutyl group?

What is the correct Newman projection for the following molecule?

At room temperature,the various conformations of butane

Structure and Bonding in Organic 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

Calculate G^o for the following reaction at 25 ^oC and S=0