Question 1

What is the correct assignment of the names of the following functional groups?

Accepted Answer

A)  1 = thiol; 2 = sulfone; 3 = sulfoxide 
B)  1 = thiol; 2 = sulfoxide; 3 = sulfone 
C)  1 = thiol; 2 = sulfinic acid; 3 = sulfonic acid 
D)  1 = sulfonic acid; 2 = sulfone; 3 = sulfinic acid 
A)  1 = thiol; 2 = sulfone; 3 = sulfoxide 
B)  1 = thiol; 2 = sulfoxide; 3 = sulfone 
C)  1 = thiol; 2 = sulfinic acid; 3 = sulfonic acid 
D)  1 = sulfonic acid; 2 = sulfone; 3 = sulfinic acid C

Question 2

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 D

Question 3

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

Accepted Answer

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

Question 4

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

Accepted Answer

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

Question 5

What is the major organic product obtained from the following sequence of reactions?

Accepted Answer

A)  3-methyl-1-butene 
B)  2-iodo-2-methylbutane 
C)  1-iodo-3-methylbutane 
D)  1-chloro-3-methylbutane 
A)  3-methyl-1-butene 
B)  2-iodo-2-methylbutane 
C)  1-iodo-3-methylbutane 
D)  1-chloro-3-methylbutane

Question 6

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

Accepted Answer

The answer of What is the IUPAC name of the...

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?

Accepted Answer

A)  cis-4-ethylcyclohexanol 
B)  trans-4-ethylcyclohexanol 
C)  cis-4-hydroxy-1-ethylcyclohexane 
D)  trans-4-hydroxy-1-ethylcyclohexane 
A)  cis-4-ethylcyclohexanol 
B)  trans-4-ethylcyclohexanol 
C)  cis-4-hydroxy-1-ethylcyclohexane 
D)  trans-4-hydroxy-1-ethylcyclohexane

Question 9

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 10

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

Accepted Answer

(1S,3S)-3-

Question 11

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

Accepted Answer

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

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

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

Question 14

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 15

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 16

What is the major organic product obtained from the reaction of 2,2-dimethyl-1-propanol aqueous HBr at reflux?

Accepted Answer

A)  1-bromo-2,2-dimethylpropane 
B)  1-bromo-2-methylbutane 
C)  2-bromo-2-methylbutane 
D)  3-bromo-2-methylbutane 
A)  1-bromo-2,2-dimethylpropane 
B)  1-bromo-2-methylbutane 
C)  2-bromo-2-methylbutane 
D)  3-bromo-2-methylbutane

Question 17

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 18

What is the best choice of reagent to perform the following transformation?

Accepted Answer

A)  PCC 
B)  HIO4 
C)  CrO3 
D)  NaOH 
A)  PCC 
B)  HIO4 
C)  CrO3 
D)  NaOH

Question 19

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 20

What is the IUPAC name of the following compound?

Accepted Answer

A)  (
E) -2-methyl-3-penten-2-ol 
B)  (Z)-2-methyl-3-penten-2-ol 
C)  (
E) -4-methyl-2-penten-4-ol 
D)  (Z)-2-methyl-4-penten-2-ol 
A)  (
E) -2-methyl-3-penten-2-ol 
B)  (Z)-2-methyl-3-penten-2-ol 
C)  (
E) -4-methyl-2-penten-4-ol 
D)  (Z)-2-methyl-4-penten-2-ol

Exam 10: Alcohols

What is the correct assignment of the names of the following functional groups?

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 major organic product obtained from the following reaction?

What is the major organic product obtained from the following sequence of reactions?

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 IUPAC name of the following compound?

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 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 major organic product obtained from the following reaction?

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

What is the IUPAC name of the following compound?

What is the major organic product obtained from the reaction of 2,2-dimethyl-1-propanol aqueous HBr at reflux?

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

What is the best choice of reagent to perform the following transformation?

What is the approximate pKa value of ethanol?

What is the IUPAC name of the following compound?

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

Filters

What is the approximate pK_a value of ethanol?