Question 1

What is the IUPAC name of the following compound?

Accepted Answer

A)  (
E) -5-methyl-2-hexen-5-ol 
B)  (Z)-5-methyl-2-hexen-5-ol 
C)  (
E) -2-methyl-4-hexen-2-ol 
D)  (Z)-2-methyl-4-hexen-2-ol 
A)  (
E) -5-methyl-2-hexen-5-ol 
B)  (Z)-5-methyl-2-hexen-5-ol 
C)  (
E) -2-methyl-4-hexen-2-ol 
D)  (Z)-2-methyl-4-hexen-2-ol

Question 2

What is the major organic product obtained from the following reaction?

Accepted Answer

The answer of What is the major organic product obtained...

Question 3

Consider following structures.   Only structure III represents a secondary alcohol.

Accepted Answer

A) True 
 B)False

Question 4

What is the IUPAC name of the following compound?

Accepted Answer

A)  cis-4-isopropylcyclohexanol 
B)  trans-4-isopropylcyclohexanol 
C)  cis-4-hydroxy-1-isopropylcyclohexane 
D)  trans-4-hydroxy-1-isopropylcyclohexane 
A)  cis-4-isopropylcyclohexanol 
B)  trans-4-isopropylcyclohexanol 
C)  cis-4-hydroxy-1-isopropylcyclohexane 
D)  trans-4-hydroxy-1-isopropylcyclohexane

Question 5

Which of the following has the highest boiling point?

Accepted Answer

A)  pentane 
B)  methyl propyl ether 
C)  diethyl ether 
D)  1-butanol 
A)  pentane 
B)  methyl propyl ether 
C)  diethyl ether 
D)  1-butanol

Question 6

What type of reactive intermediate is formed in the reaction of 2-methyl-2-hexanol with HBr to give 2-bromo-2-methylhexane?

Accepted Answer

A)  an alkoxide 
B)  a tertiary cation 
C)  a tertiary radical 
D)  a tertiary anion 
A)  an alkoxide 
B)  a tertiary cation 
C)  a tertiary radical 
D)  a tertiary anion

Question 7

What is the major organic product obtained from the following reaction?

Accepted Answer

The answer of What is the major organic product obtained...

Question 8

What is the IUPAC name of the following compound (shown as a Fischer projection)?

Accepted Answer

(1S,3S)-3-

Question 9

What is the major organic product obtained from the following reaction?

Accepted Answer

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

Question 10

What is the major organic product obtained from the following reaction?

Accepted Answer

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

Question 11

What is the approximate pKa value of ethanol?

Accepted Answer

A)  −5 
B)  5 
C)  16 
D)  25 
A)  −5 
B)  5 
C)  16 
D)  25

Question 12

What is the major organic product obtained from the following reaction?

Accepted Answer

The answer of What is the major organic product obtained...

Question 13

What is the major organic product obtained from the following reaction?

Accepted Answer

The answer of What is the major organic product obtained...

Question 14

What is the approximate C−C−O bond angle of ethanol?

Accepted Answer

A)  90° 
B)  109.5° 
C)  120° 
D)  180° 
A)  90° 
B)  109.5° 
C)  120° 
D)  180°

Question 15

What is the major organic product obtained from the following reaction?

Accepted Answer

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

Question 16

Including stereoisomers, the number alkene isomers produced by the acid-catalyzed dehydration of 3-methyl-3-hexanol is _____.

Accepted Answer

The answer of Including stereoisomers, the number alkene isomers produced...

Question 17

What is the IUPAC name of the following compound?

Accepted Answer

A)  2-cyclopentenol 
B)  3-cyclopentenol 
C)  cyclopenten-3-ol 
D)  cyclopenten-2-ol 
A)  2-cyclopentenol 
B)  3-cyclopentenol 
C)  cyclopenten-3-ol 
D)  cyclopenten-2-ol

Question 18

Which of the following alcohols undergoes the most rapid dehydration upon treatment with H2SO4 to give an alkene?

Accepted Answer

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

Question 19

What is the major organic product obtained from the following reaction?

Accepted Answer

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

Question 20

What is the major organic product obtained from the following reaction?

Accepted Answer

A)  1-butene, CH3CH2CH=CH2 
B)  butanal, CH3CH2CH2CHO 
C)  butanone, CH3CH2COCH3 
D)  butanoic acid, CH3CH2CH2COOH 
A)  1-butene, CH3CH2CH=CH2 
B)  butanal, CH3CH2CH2CHO 
C)  butanone, CH3CH2COCH3 
D)  butanoic acid, CH3CH2CH2COOH

Exam 10: Alcohols

What is the IUPAC name of the following compound?

What is the major organic product obtained from the following reaction?

Consider following structures. Only structure III represents a secondary alcohol.

What is the IUPAC name of the following compound?

Which of the following has the highest boiling point?

What type of reactive intermediate is formed in the reaction of 2-methyl-2-hexanol with HBr to give 2-bromo-2-methylhexane?

What is the major organic product obtained from the following reaction?

What is the IUPAC name of the following compound (shown as a Fischer projection)?

What is the major organic product obtained from the following reaction?

What is the major organic product obtained from the following reaction?

What is the approximate pKa value of ethanol?

What is the major organic product obtained from the following reaction?

What is the major organic product obtained from the following reaction?

What is the approximate C−C−O bond angle of ethanol?

What is the major organic product obtained from the following reaction?

Including stereoisomers, the number alkene isomers produced by the acid-catalyzed dehydration of 3-methyl-3-hexanol is _____.

What is the IUPAC name of the following compound?

Which of the following alcohols undergoes the most rapid dehydration upon treatment with H2SO4 to give an alkene?

What is the major organic product obtained from the following reaction?

What is the major organic product obtained from the following reaction?

Covalent Bonding and Shapes of Molecules

Alkanes and Cycloalkanes

Stereoisomerism and Chirality

Acids and Bases

Alkenes: Bonding, Nomenclature, and Properties

Reactions of Alkenes

Alkynes

Haloalkanes, Halogenation, and Radical Reactions

Nucleophilic Substitution and Beta-Elimination

Ethers, Epoxides, and Sulfides

Infrared Spectroscopy

Nuclear Magnetic Resonance Spectroscopy

Mass Spectrometry

An Introduction to Organometallic Compounds

Aldehydes and Ketones

Carboxylic Acids

Functional Derivatives of Carboxylic Acids

Enolate Anions and Enamines

Dienes, Conjugated Systems, and Pericyclic Reactions

Benzene and the Concept of Aromaticity

Reactions of Benzene and Its Derivatives

Amines

Catalytic Carbon-Carbon Bond Formation

Carbohydrates

Lipids

Amino Acids and Proteins

Nucleic Acids

Organic Polymer Chemistry

Filters

What is the approximate pK_a value of ethanol?

Which of the following alcohols undergoes the most rapid dehydration upon treatment with H₂SO₄ to give an alkene?