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

Question 1

The IUPAC name for [(CH₃)₃C]₂CHCH₃ is:

A) 1,1-di-tert-butylethane
B) 3-tert-butyl-2,2-dimethylbutane
C) 2,2,3,4,4-pentamethylpentane
D) 2,4,4-trimethylheptane
E) None of the above.

Answer 1

2,2,3,4,4-pentamethylpentane

Question 2

At room temperature,the various conformations of butane

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.

Answer 2

interconvert rapidly.

Question 3

Which of the following contains the isobutyl group?

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

Answer 3

(CH₃)₂CHCH₂Cl

Question 4

The following represents what functional group?

A) alcohol
B) aldehyde
C) carboxylic acid
D) amide
E) ketone

Question 5

The following Newman projection represents which molecule?

A)

B)

C)

D)

E)

Question 6

What statement is true of the following energy diagram?

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 7

What is the correct IUPAC name for the following molecule?

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 8

What is the correct structure for tert-butyl bromide?

A)

B)

C)

D)

E)

Question 9

Which of the following contains the sec-butyl group?

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

Question 10

The following Newman projection corresponds to which molecule?

A) pentane
B) butane
C) 3-ethylbutane
D) hexane
E) 3-methylpentane

Question 11

Which isomer of C₇H₁₆ shown would have the highest boiling point?

A)

B)

C)

D)

E)

Question 12

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

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

Question 13

The following represents what functional group?

A) amide
B) thiol
C) ketone
D) nitrile
E) amine

Question 14

What is the name given to the Newman projection of the butane conformation shown here?

A) anti
B) gauche
C) staggered
D) eclipsed
E) skewed

Question 15

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

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

Question 16

What would be the correct name of the following?

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 17

The following represents what functional group?

A) ester
B) ether
C) alcohol
D) thiol
E) ketone

Question 18

Name the following functional group:

A) ester
B) ketone
C) alcohol
D) carboxylic acid
E) anhydride

Question 19

The correct name of the following molecule would be:

A) 2-ethyl-3,3-dimethylheptane
B) 6-ethyl-5,5-dimethylheptane
C) 3,4,4-trimethyloctane
D) 2-butyl-3-methylpentane
E) 2-sec-butyl-2-methylhexane

Question 20

How would the following molecule be properly named?

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 21

Arrange these acids in the order of increasing acidity.

A) CH₄,H₂O,HF,NH₃
B) HF,H₂O,CH₄,NH₃
C) HF,H₂O,NH₃,CH₄,
D) CH₄,NH₃,H₂O,HF,
E) NH₃,CH₄,H₂O,HF,

Question 22

Which of the following is not considered a Lewis acid?

A)

B) CH₃OH
C) AlCl₃
D)

E) BF₃

Question 23

What is the correct IUPAC name for the following molecule:

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 24

Calculate $\Delta$ G^o for the following reaction at 25 ^oC and $\Delta$ S=0

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

Question 25

What is the correct Newman projection for the following molecule?

A)

B)

C)

D)

E) None of the above.

Question 26

The common name for 1-methylpropyl is:

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

Question 27

What is the name given to the Newman projection of the butane conformation shown here?

A) eclipsed
B) gauche
C) staggered
D) anti
E) skewed

Question 28

What is the correct IUPAC name for the following molecule?

A) 1-ethyl-2-methylhexane
B) 2-ethyl-1-methylcycloheptane
C) 4-ethyl-5-methylcyclohexane
D) 1-ethyl-2-methylcyclohexane
E) 1-methyloctane

Question 29

How many ester functional groups are in the potent anticancer compound Taxol?

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

Question 30

Arrange these acids in the order of increasing acidity.

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 31

Consider the potential energy diagram for rotation about the C2-C3 bond in pentane.The position marked "A" most likely corresponds to which of the following Newman projections?

A)

B)

C)

D)

E)

Question 32

Which of the following has the highest pKa?

A) HI
B) NH₃
C) HNO₃
D) CH₃COOH
E) H₂SO₄

Question 33

What is the correct IUPAC name for the following molecule?

A) 6-propyl-5,7,8-trimethyldecane
B) 5,7,8-trimethyl-6-propyldecane
C) 3,4,6-trimethyl-5-propyldecane
D) 5-propyl-3,4,6-trimethyldecane
E) None of the above.

Question 34

Which of the following reactions has a $\Delta$ S = 0?

A)

B) CH₃CH₂Cl + NaOH $\rightarrow$ CH₂=CH₂ + H₂O + NaCl
C)

D)

E) None of the above.

Question 35

How many quaternary carbons are in the following molecule?

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

Question 36

All steroids are derivatives of the ring system shown.How many tertiary hydrogens are in this ring system?

A) none
B) 2
C) 4
D) 5
E) 6

Question 37

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?

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

Question 38

Which of the following is considered to be a nucleophile?

A) CH₃Cl
B) CH₃CH₂I
C)

D)

E)

Question 39

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

A)

B)

C)

D)

E)