Question 1

Provide structures for the intermediates and final product.

Accepted Answer

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Question 2

Which of the following reactions will produce acetophenone as a major product?

Accepted Answer

A)  I 
B)  II 
C)  III 
D)  IV 
E)  all of these 
A)  I 
B)  II 
C)  III 
D)  IV 
E)  all of these

Question 3

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 4

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 5

Predict the product(s) for the following reaction.

Accepted Answer

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

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

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 8

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 9

A compound with formula C5H10O shows only two singlets, in its 1H NMR spectrum. Which one of the following is a possible structure for this compound?

Accepted Answer

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

Question 10

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 11

Provide the structure for (S)-3-chlorocyclohexanone.

Accepted Answer

The answer of Provide the structure for (S)-3-chlorocyclohexanone....

Question 12

Provide the reagents necessary to carry out the following conversion.

Accepted Answer

A)  propanone / H2SO4 
B)  propanal/ H2SO4 
C)  1-propanol/H2SO4 
D)  2-propanol/ H2SO4 
E)  ethanal/ H2SO4 
A)  propanone / H2SO4 
B)  propanal/ H2SO4 
C)  1-propanol/H2SO4 
D)  2-propanol/ H2SO4 
E)  ethanal/ H2SO4

Question 13

Predict the product(s) for the following reaction.

Accepted Answer

A)  I 
B)  II 
C)  III 
D)  IV 
E)  none of these 
A)  I 
B)  II 
C)  III 
D)  IV 
E)  none of these

Question 14

Suggest a stepwise synthesis for pentanal from butanal.

Accepted Answer

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Question 15

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 16

Which of the following is the best choice to prepare the following alkene using the Wittig reaction?

Accepted Answer

A)  ethanal and 2-bromopentane/PPh3 
B)  propanal and 2-bromopentane/PPh3 
C)  2-pentanone and 1-bromopropane/PPh3 
D)  2-pentanone and 2-bromopropane/PPh3 
E)  butanal and 2-bromopentane/PPh3 
A)  ethanal and 2-bromopentane/PPh3 
B)  propanal and 2-bromopentane/PPh3 
C)  2-pentanone and 1-bromopropane/PPh3 
D)  2-pentanone and 2-bromopropane/PPh3 
E)  butanal and 2-bromopentane/PPh3

Question 17

Which one of the following compounds will yield 1-hexanol when treated with butylmagnesium bromide followed by acid workup?

Accepted Answer

A)  1-hexanol 
B)  formaldehyde 
C)  propanal 
D)  oxirane 
E)  hexanal 
A)  1-hexanol 
B)  formaldehyde 
C)  propanal 
D)  oxirane 
E)  hexanal

Question 18

Which of the following compounds is least 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 19

Predict the product(s) for the following reaction.

Accepted Answer

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

Question 20

Predict the product for the following reaction.

Accepted Answer

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

Exam 19: Aldehydes and Ketones

Provide structures for the intermediates and final product.

Which of the following reactions will produce acetophenone as a major product?

Predict the product for the following reaction.

Predict the product for the following reaction.

Predict the product(s) for the following reaction.

Predict the product(s) for the following reaction.

Predict the product for the following reaction.

Predict the product for the following reaction.

A compound with formula C5H10O shows only two singlets, in its 1H NMR spectrum. Which one of the following is a possible structure for this compound?

Predict the product for the following reaction.

Provide the structure for (S)-3-chlorocyclohexanone.

Provide the reagents necessary to carry out the following conversion.

Predict the product(s) for the following reaction.

Suggest a stepwise synthesis for pentanal from butanal.

Predict the product for the following reaction.

Which of the following is the best choice to prepare the following alkene using the Wittig reaction?

Which one of the following compounds will yield 1-hexanol when treated with butylmagnesium bromide followed by acid workup?

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

Predict the product(s) for the following reaction.

Predict the product for the following reaction.

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

A compound with formula C₅H₁₀O shows only two singlets, in its ¹H NMR spectrum. Which one of the following is a possible structure for this compound?