Question 1

Predict the major product of the following reaction.

Accepted Answer

The answer of Predict the major product of the following...

Question 2

Fill in the starting material for the following reaction.

Accepted Answer

A)    
B)    
C)    
D)    
E)    
A)    
B)    
C)    
D)    
E)

Question 3

Show how you would carry out the following transformation,using any reagents necessary.

Accepted Answer

The answer of Show how you would carry out the...

Question 4

Which of the following alcohols cannot be oxidized by H2CrO4?

Accepted Answer

A)    
B)    
C)    
D)    
E)    
A)    
B)    
C)    
D)    
E)

Question 5

Briefly explain why the following reaction would be a poor choice as a way to protect the aldehyde.

Accepted Answer

This reaction would not be an effective

Question 6

Which mechanism step is involved in the protection reaction shown below?

Accepted Answer

A) Bimolecular elimination 
B) Carbocation rearrangement 
C) Electrophilic addition 
D) Bimolecular nucleophilic substitution 
E) Nucleophilic addition 
A) Bimolecular elimination 
B) Carbocation rearrangement 
C) Electrophilic addition 
D) Bimolecular nucleophilic substitution 
E) Nucleophilic addition

Question 7

Which of the following is not part of the mechanism for the catalytic hydrogenation of an alkene?

Accepted Answer

A) Adsorption of hydrogen gas onto metal surface. 
B) Formation of CF1F1F1S1F1F1F10H bond and liberation of C atom from surface. 
C) Adsorption of alkene onto metal surface. 
D) Proton transfer from metal to carbon. 
E) Liberation of alkane from surface. 
A) Adsorption of hydrogen gas onto metal surface. 
B) Formation of CF1F1F1S1F1F1F10H bond and liberation of C atom from surface. 
C) Adsorption of alkene onto metal surface. 
D) Proton transfer from metal to carbon. 
E) Liberation of alkane from surface.

Question 8

Design a synthesis of the following molecule using organic precursors with no more than six carbons.Additional inorganic reagents may be utilized.

Accepted Answer

The answer of Design a synthesis of the following molecule...

Question 9

Explain why the following reaction would be unsuccessful,and suggest a better alternative synthetic route.

Accepted Answer

This reaction would be unsuccessful beca

Question 10

Show how you would carry out the following transformation,using any reagents necessary (requires more than one step).

Accepted Answer

The answer of Show how you would carry out the...

Question 11

Show how the following molecule could be synthesized from an α,β-unsaturated ketone or aldehyde.

Accepted Answer

The answer of Show how the following molecule could be...

Question 12

Which of the following alkyl halides will not form a Grignard reagent when reacted with magnesium?

Accepted Answer

A) A 
B) B 
C) C 
D) D 
E) E 
A) A 
B) B 
C) C 
D) D 
E) E

Question 13

Fill in the missing reagent to carry out the following synthetic step.

Accepted Answer

The answer of Fill in the missing reagent to carry...

Question 14

Which would be the best reagent to carry out the reaction shown below?

Accepted Answer

A) KMnO4/NaOH 
B) H2CrO4/H2SO4 
C) Zn/Hg, HCl 
D) NaBH4/H2O 
E) PCC 
A) KMnO4/NaOH 
B) H2CrO4/H2SO4 
C) Zn/Hg, HCl 
D) NaBH4/H2O 
E) PCC

Question 15

Which of the following reactions does not utilize a selective reagent?

Accepted Answer

A)    
B)    
C)    
D)    
E)    
A)    
B)    
C)    
D)    
E)

Question 16

Predict the product of the following reaction sequence.

Accepted Answer

A)    
B)    
C)    
D)    
E)    
A)    
B)    
C)    
D)    
E)

Question 17

Fill in the missing reagents and intermediates to complete the synthetic scheme below.

Accepted Answer

The answer of Fill in the missing reagents and intermediates...

Question 18

What is the major product of the following reaction?

Accepted Answer

A)    
B)    
C)    
D)    
E)    
A)    
B)    
C)    
D)    
E)

Question 19

Which of the following reactions would not function as an effective protection reaction for an alcohol?

Accepted Answer

A)    
B)    
C)    
D)    
E)    
A)    
B)    
C)    
D)    
E)

Question 20

Which of the following steps involves umpolung?

Accepted Answer

A)    
B)    
C)    
D)    
E)    
A)    
B)    
C)    
D)    
E)

Exam 21: Organic Synthesis 2: Intermediate Topics in Synthesis Design,and Useful Reduction and Oxidation Reactions

Predict the major product of the following reaction.

Fill in the starting material for the following reaction.

Show how you would carry out the following transformation,using any reagents necessary.

Which of the following alcohols cannot be oxidized by H2CrO4?

Briefly explain why the following reaction would be a poor choice as a way to protect the aldehyde.

Which mechanism step is involved in the protection reaction shown below?

Which of the following is not part of the mechanism for the catalytic hydrogenation of an alkene?

Design a synthesis of the following molecule using organic precursors with no more than six carbons.Additional inorganic reagents may be utilized.

Explain why the following reaction would be unsuccessful,and suggest a better alternative synthetic route.

Show how you would carry out the following transformation,using any reagents necessary (requires more than one step).

Show how the following molecule could be synthesized from an α,β-unsaturated ketone or aldehyde.

Which of the following alkyl halides will not form a Grignard reagent when reacted with magnesium?

Fill in the missing reagent to carry out the following synthetic step.

Which would be the best reagent to carry out the reaction shown below?

Which of the following reactions does not utilize a selective reagent?

Predict the product of the following reaction sequence.

Fill in the missing reagents and intermediates to complete the synthetic scheme below.

What is the major product of the following reaction?

Which of the following reactions would not function as an effective protection reaction for an alcohol?

Which of the following steps involves umpolung?

Atomic and Molecular Structure

Interchapter: Nomenclature 1-4

Interchapter 1molecular Orbital Theory and Chemical Reactions

Three-Dimensional Geometry,intermolecular Interactions,and Physical Properties

Orbital Interactions 1: Hybridization and Two-Center Molecular Orbitals

Isomerism 1: Conformational and Constitutional Isomers

Isomerism 2: Chirality,enantiomers,and Diastereomers

The Proton Transfer Reaction: an Introduction to Mechanisms,thermodynamics,and Charge Stability

An Overview of the Most Common Elementary Steps

An Introduction to Multistep Mechanisms: Sn1 and E1 Reactions

Nucleophilic Substitution and Elimination Reactions 1: Competition Among Sn2,sn1,e2,and E1 Reactions

Nucleophilic Substitution and Elimination Reactions 2: Reactions That Are Useful for Synthesis

Electrophilic Addition to Nonpolar Π Bonds 1: Addition of a Brønsted Acid

Electrophilic Addition to Nonpolar Π Bonds 2: Reactions Involving Cyclic Transition States

Organic Synthesis 1: Beginning Concepts

Orbital Interactions 2: Extended Π Systems,conjugation,and Aromaticity

Structure Determination 1: Ultravioletvisible and Infrared Spectroscopies

Structure Determination 2: Nuclear Magnetic Resonance Spectroscopy and Mass Spectrometry

Nucleophilic Addition to Polar Π Bonds 1: Addition of Strong Nucleophiles

Nucleophilic Addition to Polar Π Bonds 2: Addition of Weak Nucleophiles and Acid and Base Catalysis

Nucleophilic Additionelimination Reactions 1: the General Mechanism Involving Strong Nucleophiles

Nucleophilic Additionelimination Reactions 2: Weak Nucleophiles

Electrophilic Aromatic Substitution 1: Substitution on Benzene; Useful Accompanying Reactions

Electrophilic Aromatic Substitution 2: Substitution on Mono- and Disubstituted Benzene and Other Aromatic Rings

The Dielsalder Reaction and Other Pericyclic Reactions

Reactions Involving Free Radicals

Polymers

Filters

Which of the following alcohols cannot be oxidized by H₂CrO₄?