Question 1

An 1H NMR is run on a sample. This spectrum is shown below.   Based on this data the sample is probably an aldehyde.

Accepted Answer

A) True 
 B)False  True

Question 2

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 C

Question 3

Answer each of the following questions with the appropriate number.
-Of the compounds shown below, the one numbered _____ is an enamine.

Accepted Answer

3 three

Question 4

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

Accepted Answer

A) 2-pentanone 
B) (
E) -3-penten-2-ol 
C) 2-pentanol 
D) 4-hydroxy-2-pentanone 
A) 2-pentanone 
B) (
E) -3-penten-2-ol 
C) 2-pentanol 
D) 4-hydroxy-2-pentanone

Question 5

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

Accepted Answer

A) 1 = imine; 2 = amine; 3 = hydrazone; 4 = oxime 
B) 1 = hydrazone; 2 = amine; 3 = imine; 4 = oxime 
C) 1 = oxime; 2 = imine; 3 = amine; 4 = hydrazone 
D) 1 = imine; 2 = hydrazone; 3 = oxime; 4 = amine 
A) 1 = imine; 2 = amine; 3 = hydrazone; 4 = oxime 
B) 1 = hydrazone; 2 = amine; 3 = imine; 4 = oxime 
C) 1 = oxime; 2 = imine; 3 = amine; 4 = hydrazone 
D) 1 = imine; 2 = hydrazone; 3 = oxime; 4 = amine

Question 6

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

Accepted Answer

A) 2-methyl-2-heptene 
B) 3-ethyl-2-pentene 
C) (Z) 2-methyl-3-heptene 
D) (
E)  2-methyl-3-heptene 
A) 2-methyl-2-heptene 
B) 3-ethyl-2-pentene 
C) (Z) 2-methyl-3-heptene 
D) (
E)  2-methyl-3-heptene

Question 7

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 8

Which combination(s) of alkyl bromide and carbonyl compound can be used to prepare the following product by addition of the Grignard reagent derived from the alkyl bromide to the carbonyl compound?

Accepted Answer

A) only 1 and 2 
B) only 3 and 4 
C) only 2 and 3 
D) only 1, 2 and 3 
A) only 1 and 2 
B) only 3 and 4 
C) only 2 and 3 
D) only 1, 2 and 3

Question 9

Which combination(s) of amine and carbonyl compound can be used to prepare the following product by reductive amination?

Accepted Answer

A) only 1 and 2 
B) only 2 and 4 
C) only 2 and 3 
D) only 1, 2 and 3 
A) only 1 and 2 
B) only 2 and 4 
C) only 2 and 3 
D) only 1, 2 and 3

Question 10

Which combination(s) of alkyl bromide and carbonyl compound can be used to prepare the following product by addition of the Grignard reagent derived from the alkyl bromide to the carbonyl compound?

Accepted Answer

A) only 1 and 2 
B) only 3 and 4 
C) only 2 and 3 
D) only 1, 2 and 3 
A) only 1 and 2 
B) only 3 and 4 
C) only 2 and 3 
D) only 1, 2 and 3

Question 11

What is the correct assignment of the names of the following aldehydes and ketones?

Accepted Answer

A) 1 = acetone; 2 = acetaldehyde; 3 = formaldehyde 
B) 1 = acetaldehyde; 2 = acetophenone; 3 = benzophenone 
C) 1 = formaldehyde; 2 = acetaldehyde; 3 = acetone 
D) 1 = acetaldehyde; 2 = acetone; 3 = acetophenone 
A) 1 = acetone; 2 = acetaldehyde; 3 = formaldehyde 
B) 1 = acetaldehyde; 2 = acetophenone; 3 = benzophenone 
C) 1 = formaldehyde; 2 = acetaldehyde; 3 = acetone 
D) 1 = acetaldehyde; 2 = acetone; 3 = acetophenone

Question 12

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

Accepted Answer

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

Question 13

What is the IUPAC name of the following compound?

Accepted Answer

A) (
E) -4-methyl-4-hepten-3-one 
B) (Z)-4-methyl-4-hepten-3-one 
C) (
E) -4-methyl-3-hepten-5-one 
D) (Z)-4-methyl-3-hepten-5-one 
A) (
E) -4-methyl-4-hepten-3-one 
B) (Z)-4-methyl-4-hepten-3-one 
C) (
E) -4-methyl-3-hepten-5-one 
D) (Z)-4-methyl-3-hepten-5-one

Question 14

Answer each of the following questions with the appropriate number.
-The number of hydrogens in the following compound that will be exchanged for deuterium upon reaction with D2O and an acid catalyst is _____.

Accepted Answer

Question 15

What is the IUPAC name of the following compound?

Accepted Answer

A) (2S,4R)-dimethylpentanal 
B) (2S,4S)-dimethylpentanal 
C) (R)-2,4-dimethylpentanal 
D) (S)-2,4-dimethylpentanal 
A) (2S,4R)-dimethylpentanal 
B) (2S,4S)-dimethylpentanal 
C) (R)-2,4-dimethylpentanal 
D) (S)-2,4-dimethylpentanal

Question 16

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

Accepted Answer

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

Question 17

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

Accepted Answer

A) 2-methypentane 
B) 4-methyl-2-pentanol 
C) 4-methyl-1-pentene 
D) (
E)  4-methyl-2-pentene 
A) 2-methypentane 
B) 4-methyl-2-pentanol 
C) 4-methyl-1-pentene 
D) (
E)  4-methyl-2-pentene

Question 18

Which of the following statements is not true?

Accepted Answer

A) The reaction of a ketone with methanol in the presence of acid to give a acetal proceeds via a resonance stabilized cation 
B) Protonation of a ketone increases its electrophilicity 
C) The conversion of a hemiacetal to an acetal under acidic conditions proceeds via an SN1 mechanism 
D) The conversion of a hemiacetal to an acetal is catalyzed by both acid and base 
A) The reaction of a ketone with methanol in the presence of acid to give a acetal proceeds via a resonance stabilized cation 
B) Protonation of a ketone increases its electrophilicity 
C) The conversion of a hemiacetal to an acetal under acidic conditions proceeds via an SN1 mechanism 
D) The conversion of a hemiacetal to an acetal is catalyzed by both acid and base

Question 19

Which combination(s) of amine and carbonyl compound can be used to prepare the following product by reductive amination?

Accepted Answer

A) only 1 
B) only 3 
C) only 1 and 3 
D) only 1, 2 and 4 
A) only 1 
B) only 3 
C) only 1 and 3 
D) only 1, 2 and 4

Question 20

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

Accepted Answer

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

Exam 16: Aldehydes and Ketones

An 1H NMR is run on a sample. This spectrum is shown below. Based on this data the sample is probably an aldehyde.

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

Answer each of the following questions with the appropriate number. -Of the compounds shown below, the one numbered _____ is an enamine.

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

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?

Which combination(s) of alkyl bromide and carbonyl compound can be used to prepare the following product by addition of the Grignard reagent derived from the alkyl bromide to the carbonyl compound?

Which combination(s) of amine and carbonyl compound can be used to prepare the following product by reductive amination?

Which combination(s) of alkyl bromide and carbonyl compound can be used to prepare the following product by addition of the Grignard reagent derived from the alkyl bromide to the carbonyl compound?

What is the correct assignment of the names of the following aldehydes and ketones?

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

What is the IUPAC name of the following compound?

Answer each of the following questions with the appropriate number. -The number of hydrogens in the following compound that will be exchanged for deuterium upon reaction with D2O and an acid catalyst is _____.

What is the IUPAC name of the following compound?

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

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

Which of the following statements is not true?

Which combination(s) of amine and carbonyl compound can be used to prepare the following product by reductive amination?

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

Alcohols

Ethers, Epoxides, and Sulfides

Infrared Spectroscopy

Nuclear Magnetic Resonance Spectroscopy

Mass Spectrometry

An Introduction to Organometallic Compounds

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

An ¹H NMR is run on a sample. This spectrum is shown below. Based on this data the sample is probably an aldehyde.

Answer each of the following questions with the appropriate number. -The number of hydrogens in the following compound that will be exchanged for deuterium upon reaction with D₂O and an acid catalyst is _____.