Question 1

Predict the product, when cyclopentanecarbaldehyde reacts with phenylhydrazine (PhNHNH2) in the presence of an acid catalyst.

Accepted Answer

A)  I 
B)  II 
C)  III 
D)  IV 
E)  V 
A)  I 
B)  II 
C)  III 
D)  IV 
E)  V

Question 2

Provide the reagents necessary to carry out the following conversion.

Accepted Answer

1. BH₃ 2. H

Question 3

Predict the product for the following reaction and provide a curved arrow mechanism for the formation of the product.

Accepted Answer

@#IMG-DLM&_TB4454_00 Mechanism

Question 4

A compound with two OR groups attached to the same carbon is known as ______.

Accepted Answer

A)  an acetal 
B)  a hemiacetal 
C)  a hydrate 
D)  a vicinal hydrate 
E)  none of these 
A)  an acetal 
B)  a hemiacetal 
C)  a hydrate 
D)  a vicinal hydrate 
E)  none of these

Question 5

Provide the product for the following reaction.

Accepted Answer

A)  3-methylhexane 
B)  4-methyl-1-hexanol 
C)  4-methyl-2-hexene 
D)  3-methyl-4-hexene 
E)  3-methyl-3-hexene 
A)  3-methylhexane 
B)  4-methyl-1-hexanol 
C)  4-methyl-2-hexene 
D)  3-methyl-4-hexene 
E)  3-methyl-3-hexene

Question 6

Predict the product(s) for the following reaction.

Accepted Answer

The answer of Predict the product(s) for the following reaction....

Question 7

Provide the reagents necessary to carry out the following conversion.

Accepted Answer

1. PCC/CH₂C

Question 8

Predict the product for the following reaction.

Accepted Answer

The answer of Predict the product for the following reaction....

Question 9

What is the correct structure for 5-methyl-4-octanone?

Accepted Answer

A)  I 
B)  II 
C)  III 
D)  IV 
E)  V 
A)  I 
B)  II 
C)  III 
D)  IV 
E)  V

Question 10

Which of the following compounds is most reactive towards a nucleophilic addition reaction?

Accepted Answer

A)  I 
B)  II 
C)  III 
D)  IV 
E)  V 
A)  I 
B)  II 
C)  III 
D)  IV 
E)  V

Question 11

Provide the product for the following reaction.

Accepted Answer

A)  3-methylhexane 
B)  3-methyl-4-hexanol 
C)  4-methyl-2-hexene 
D)  3-methyl-4-hexene 
E)  3-methyl-3-hexene 
A)  3-methylhexane 
B)  3-methyl-4-hexanol 
C)  4-methyl-2-hexene 
D)  3-methyl-4-hexene 
E)  3-methyl-3-hexene

Question 12

Benzaldehyde is less reactive than ethanal towards nucleophilic addition reactions. Explain why using words as well as structural drawings.

Accepted Answer

The carbonyl carbon of bezalde

Question 13

Predict the product(s) for the following reaction.

Accepted Answer

A)  I 
B)  II 
C)  III 
D)  IV 
E)  V 
A)  I 
B)  II 
C)  III 
D)  IV 
E)  V

Question 14

What is the IUPAC name for the following compound?

Accepted Answer

A)  4-oxo-5-phenyl-2-hexanol 
B)  5-hydroxy-2-phenyl-3-hexanone 
C)  2-hydroxy-5-phenyl-4-hexanone 
D)  2-hydroxypropyl-1-phenylethyl ketone 
E)  5-hydroxy-3-keto-2-phenylhexane 
A)  4-oxo-5-phenyl-2-hexanol 
B)  5-hydroxy-2-phenyl-3-hexanone 
C)  2-hydroxy-5-phenyl-4-hexanone 
D)  2-hydroxypropyl-1-phenylethyl ketone 
E)  5-hydroxy-3-keto-2-phenylhexane

Question 15

Provide the structure for benzophenone.

Accepted Answer

The answer of Provide the structure for benzophenone....

Question 16

What is the IUPAC name for the following compound?

Accepted Answer

A)  5,5-dimethyl-2-heptanone 
B)  5,5-dimethylcycloheptanone 
C)  4,4-dimethylcycloheptanone 
D)  3,3-dimethylcycloheptanone 
E)  1,1-dimethyl-4-cycloheptanone 
A)  5,5-dimethyl-2-heptanone 
B)  5,5-dimethylcycloheptanone 
C)  4,4-dimethylcycloheptanone 
D)  3,3-dimethylcycloheptanone 
E)  1,1-dimethyl-4-cycloheptanone

Question 17

Predict the product for the following reaction.

Accepted Answer

A)  hexanal 
B)  hexanoic acid 
C)  2-hexanone 
D)  2-chlorohexane 
E)  1-hexanol 
A)  hexanal 
B)  hexanoic acid 
C)  2-hexanone 
D)  2-chlorohexane 
E)  1-hexanol

Question 18

Provide the product of the following reaction.

Accepted Answer

A)  I 
B)  II 
C)  III 
D)  IV 
E)  V 
A)  I 
B)  II 
C)  III 
D)  IV 
E)  V

Question 19

Predict the product for the following reaction.

Accepted Answer

A)  I 
B)  II 
C)  III 
D)  IV 
E)  V 
A)  I 
B)  II 
C)  III 
D)  IV 
E)  V

Question 20

What is the IUPAC name for the following compound?

Accepted Answer

A)  2,5-dimethyl-6-hexanal 
B)  2,5-dimethylhexanal 
C)  1,4-dimethylpentanal 
D)  1,4-dimethylhexanal 
E)  none of these 
A)  2,5-dimethyl-6-hexanal 
B)  2,5-dimethylhexanal 
C)  1,4-dimethylpentanal 
D)  1,4-dimethylhexanal 
E)  none of these

Exam 19: Aldehydes and Ketones

Predict the product, when cyclopentanecarbaldehyde reacts with phenylhydrazine (PhNHNH2) in the presence of an acid catalyst.

Provide the reagents necessary to carry out the following conversion.

Predict the product for the following reaction and provide a curved arrow mechanism for the formation of the product.

A compound with two OR groups attached to the same carbon is known as ______.

Provide the product for the following reaction.

Predict the product(s) for the following reaction.

Provide the reagents necessary to carry out the following conversion.

Predict the product for the following reaction.

What is the correct structure for 5-methyl-4-octanone?

Which of the following compounds is most reactive towards a nucleophilic addition reaction?

Provide the product for the following reaction.

Benzaldehyde is less reactive than ethanal towards nucleophilic addition reactions. Explain why using words as well as structural drawings.

Predict the product(s) for the following reaction.

What is the IUPAC name for the following compound?

Provide the structure for benzophenone.

What is the IUPAC name for the following compound?

Predict the product for the following reaction.

Provide the product of the following reaction.

Predict the product for the following reaction.

What is the IUPAC name for the following compound?

A Review of General Chemistry: Electrons, Bonds, and Molecular Properties

Molecular Representations

Acids and Bases

Alkanes and Cycloalkanes

Stereoisomerism

Chemical Reactivity and Mechanisms

Alkyl Halides: Nucleophilic Substitution and Elimination Reactions

Addition Reactions of Alkenes

Alkynes

Radical Reactions

Synthesis

Alcohols and Phenols

Ethers and Epoxides; Thiols and Sulfides

Infrared Spectroscopy and Mass Spectrometry

Nuclear Magnetic Resonance Spectroscopy

Conjugated Pi Systems and Pericyclic Reactions

Aromatic Compounds

Aromatic Substitution Reactions

Carboxylic Acids and Their Derivatives

Alpha Carbon Chemistry: Enols and Enolates

Amines

Introduction to Organometallic Compounds

Carbohydrates

Amino Acids, Peptides, and Proteins

Lipids

Synthetic Polymers

Filters

Predict the product, when cyclopentanecarbaldehyde reacts with phenylhydrazine (PhNHNH₂) in the presence of an acid catalyst.