Question 1

What is major 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 2

Heck reactions with allylic alcohols have a tendency to form carbonyl products. Using the mechanism for the Heck reaction as a guide, explain how the following ketone would form?

Accepted Answer

Syn elimination woul

Question 3

What is the product of the following reaction?

Accepted Answer

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

Question 4

Identify the product when carbon dioxide reacts with one equivalent of a Grignard reagent.

Accepted Answer

A)  primary alcohol 
B)  secondary alcohol 
C)  tertiary alcohol 
D)  carboxylic acid 
E)  ketone 
A)  primary alcohol 
B)  secondary alcohol 
C)  tertiary alcohol 
D)  carboxylic acid 
E)  ketone

Question 5

Each intermediate in alkene metathesis is formed by _____ cycloaddition

Accepted Answer

The answer of Each intermediate in alkene metathesis is formed...

Question 6

Starting from bromobenzene and any other reagents with two carbons or fewer, propose a synthesis of the compound shown.

Accepted Answer

1. Mg, Et₂O

Question 7

Why is ethanol not a viable solvent in the synthesis of Grignard reagents?

Accepted Answer

The -OH pr

Question 8

Which of the following is the most polar bond?

Accepted Answer

A)  C-B 
B)  C-Pd 
C)  C-Zn 
D)  C-Pt 
A)  C-B 
B)  C-Pd 
C)  C-Zn 
D)  C-Pt

Question 9

Which two reagents can be coupled in a Suzuki reaction to form the product listed below.

Accepted Answer

The answer of Which two reagents can be coupled in...

Question 10

Elaboration of an advanced intermediate toward the synthesis of the pulmoside aglycon is shown below. Give the structures of the intermediates A-C. (J. Am. Chem. Soc. 2013, 135, 2501.)

Accepted Answer

The answer of Elaboration of an advanced intermediate toward the...

Question 11

What product(s) result in the following reaction? Select all that apply.

Accepted Answer

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

Question 12

Which of the following metathesis reactions would not form ethylene gas?

Accepted Answer

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

Question 13

Which of the following dienes could not be formed as the major organic product in a Heck reaction with methyl vinyl ketone as the reactant alkene?

Accepted Answer

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

Question 14

The reaction below is an example of the __________.

Accepted Answer

A)  Stille coupling 
B)  Suzuki coupling 
C)  Negishi coupling 
D)  Heck reaction 
A)  Stille coupling 
B)  Suzuki coupling 
C)  Negishi coupling 
D)  Heck reaction

Question 15

Which of the following alkenes is most reactive in the Heck reaction?

Accepted Answer

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

Question 16

Which of the following compounds has the most nucleophilic carbon atom?

Accepted Answer

A)  CH3Cl 
B)  CH3Li 
C)  (CH3)2Zn 
D)  (CH3)2Cu 
A)  CH3Cl 
B)  CH3Li 
C)  (CH3)2Zn 
D)  (CH3)2Cu

Question 17

Which reactant would afford the product shown as the major isomeric product?

Accepted Answer

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

Question 18

Predict the major product in the following reaction?

Accepted Answer

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

Question 19

Which of the following reagents cannot be used in the synthesis of a Gilman reagent?

Accepted Answer

A)  lithium metal 
B)  lithium halide 
C)  alkyl halide 
D)  aryl halide 
E)  vinyl halide 
A)  lithium metal 
B)  lithium halide 
C)  alkyl halide 
D)  aryl halide 
E)  vinyl halide

Question 20

What is the product of the following sequence?

Accepted Answer

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

Exam 23: Introduction to Organometallic Compounds

What is major the product for the following reaction?

Heck reactions with allylic alcohols have a tendency to form carbonyl products. Using the mechanism for the Heck reaction as a guide, explain how the following ketone would form?

What is the product of the following reaction?

Identify the product when carbon dioxide reacts with one equivalent of a Grignard reagent.

Each intermediate in alkene metathesis is formed by _____ cycloaddition

Starting from bromobenzene and any other reagents with two carbons or fewer, propose a synthesis of the compound shown.

Why is ethanol not a viable solvent in the synthesis of Grignard reagents?

Which of the following is the most polar bond?

Which two reagents can be coupled in a Suzuki reaction to form the product listed below.

Elaboration of an advanced intermediate toward the synthesis of the pulmoside aglycon is shown below. Give the structures of the intermediates A-C. (J. Am. Chem. Soc. 2013, 135, 2501.)

What product(s) result in the following reaction? Select all that apply.

Which of the following metathesis reactions would not form ethylene gas?

Which of the following dienes could not be formed as the major organic product in a Heck reaction with methyl vinyl ketone as the reactant alkene?

The reaction below is an example of the __________.

Which of the following alkenes is most reactive in the Heck reaction?

Which of the following compounds has the most nucleophilic carbon atom?

Which reactant would afford the product shown as the major isomeric product?

Predict the major product in the following reaction?

Which of the following reagents cannot be used in the synthesis of a Gilman reagent?

What is the product of the following sequence?

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

Aldehydes and Ketones

Carboxylic Acids and Their Derivatives

Alpha Carbon Chemistry: Enols and Enolates

Amines

Carbohydrates

Amino Acids, Peptides, and Proteins

Lipids

Synthetic Polymers

Filters