Question 1

Consider the following species.   This substance is a _______conjugate base than the substance shown below.

Accepted Answer

The answer of Consider the following species.   This...

Question 2

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

Accepted Answer

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

Question 3

The rate-determining step in the following reaction is displacement of water from the protonated alcohol by the bromide ion.

Accepted Answer

A) True 
 B)False

Question 4

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

Accepted Answer

A) ($\pm$)-2-azidopentane 
B) (R)-2-azidopentane 
C) (S)-2-azidopentane 
D) (S)-2-pentyl tosylate 
A) ($\pm$)-2-azidopentane 
B) (R)-2-azidopentane 
C) (S)-2-azidopentane 
D) (S)-2-pentyl tosylate

Question 5

What is the major organic product obtained upon heating a mixture of 3,3-dimethyl-2-butanol, (CH3)3CCH(OH)CH3, with sulfuric acid?

Accepted Answer

A) 3,3-dimethyl-1-butene 
B) 2,3-dimethyl-1-butene 
C) 2,3-dimethyl-2-butene 
D) tert-butyl alcohol 
A) 3,3-dimethyl-1-butene 
B) 2,3-dimethyl-1-butene 
C) 2,3-dimethyl-2-butene 
D) tert-butyl alcohol

Question 6

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

Question 7

What is the IUPAC name of the following compound?

Accepted Answer

A) cyclohexen-3-ol 
B) cyclohexen-2-ol 
C) 2-cyclohexenol 
D) 3-cyclohexenol 
A) cyclohexen-3-ol 
B) cyclohexen-2-ol 
C) 2-cyclohexenol 
D) 3-cyclohexenol

Question 8

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

Accepted Answer

A) trans-2-butene, (
E)  CH3CH=CHCH3 
B) butanedione, CH3COCOCH3 
C) acetaldehyde, CH3CHO 
D) acetic acid, CH3COOH 
A) trans-2-butene, (
E)  CH3CH=CHCH3 
B) butanedione, CH3COCOCH3 
C) acetaldehyde, CH3CHO 
D) acetic acid, CH3COOH

Question 9

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

Accepted Answer

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

Question 10

The pKa of CH3CH2CH2OH is _______than that of CH3CH2CH2SH.

Accepted Answer

Question 11

What is the major organic product obtained upon heating a mixture of 2-butanol and 85% H3PO4?

Accepted Answer

A) 1-butene 
B) cis-2-butene 
C) trans-2-butene 
D) 2-methylpropene (isobutylene) 
A) 1-butene 
B) cis-2-butene 
C) trans-2-butene 
D) 2-methylpropene (isobutylene)

Question 12

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 13

What type of reactive intermediate is formed in the reaction of tert-butyl alcohol with HCl to give tert-butyl chloride?

Accepted Answer

A) tert-butyl radical 
B) tert-butyl anion 
C) tert-butyl cation 
D) tert-butoxide 
A) tert-butyl radical 
B) tert-butyl anion 
C) tert-butyl cation 
D) tert-butoxide

Question 14

_______Oxidation of a primary alcohol to a carboxylic acid.

Accepted Answer

The answer of _______Oxidation of a primary alcohol to a...

Question 15

What is the IUPAC name of the following compound?

Accepted Answer

A) 4-methyl-4-penten-1-ol 
B) 2-methyl-1-penten-5-ol 
C) 5-hydroxy-2-methyl-1-pentene 
D) 4-methyl-5-penten-1-ol 
A) 4-methyl-4-penten-1-ol 
B) 2-methyl-1-penten-5-ol 
C) 5-hydroxy-2-methyl-1-pentene 
D) 4-methyl-5-penten-1-ol

Question 16

What is the IUPAC name of the following compound?

Accepted Answer

(R)-4-meth

Question 17

If the Ka of isopropyl alcohol is 1.0 * 10-17, the pKa of isopropyl alcohol______.

Accepted Answer

Question 18

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 19

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 20

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...

Exam 10: Alcohols

Consider the following species. This substance is a _______conjugate base than the substance shown below.

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

The rate-determining step in the following reaction is displacement of water from the protonated alcohol by the bromide ion.

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

What is the major organic product obtained upon heating a mixture of 3,3-dimethyl-2-butanol, (CH3)3CCH(OH)CH3, with sulfuric acid?

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 following reaction?

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

The pKa of CH3CH2CH2OH is _______than that of CH3CH2CH2SH.

What is the major organic product obtained upon heating a mixture of 2-butanol and 85% H3PO4?

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

What type of reactive intermediate is formed in the reaction of tert-butyl alcohol with HCl to give tert-butyl chloride?

_______Oxidation of a primary alcohol to a carboxylic acid.

What is the IUPAC name of the following compound?

What is the IUPAC name of the following compound?

If the Ka of isopropyl alcohol is 1.0 * 10-17, the pKa of isopropyl alcohol______.

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

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 major organic product obtained upon heating a mixture of 3,3-dimethyl-2-butanol, (CH₃)₃CCH(OH)CH₃, with sulfuric acid?

The pK_a of CH₃CH₂CH₂OH is _______than that of CH₃CH₂CH₂SH.

What is the major organic product obtained upon heating a mixture of 2-butanol and 85% H₃PO₄?

If the K_a of isopropyl alcohol is 1.0 * 10^-17, the pK_a of isopropyl alcohol______.