Question 1

Determine the missing starting material that would exclusively yield the product shown below.

Accepted Answer

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

Question 2

Which of the following transforms would not be a viable synthesis in the forward direction?

Accepted Answer

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

Question 3

How do the overall percent yields of the linear and convergent syntheses shown below compare?

Accepted Answer

A) The convergent synthesis has a higher overall percent yield than the linear synthesis. 
B) The linear synthesis has a higher overall percent yield than the convergent synthesis. 
C) Both synthetic schemes result in the same overall percent yield. 
D) It is not possible to determine how yields compare based on the information given. 
E) It depends on how many carbons are in each compound. 
A) The convergent synthesis has a higher overall percent yield than the linear synthesis. 
B) The linear synthesis has a higher overall percent yield than the convergent synthesis. 
C) Both synthetic schemes result in the same overall percent yield. 
D) It is not possible to determine how yields compare based on the information given. 
E) It depends on how many carbons are in each compound. A

Question 4

Determine the necessary starting material to complete the step below.

Accepted Answer

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

Question 5

Fill in the missing precursor to complete the transform below.

Accepted Answer

A) CH3Br 
B) CH3MgBr 
C) (CH3)3MgBr 
D) CH3CH2Br 
E) CH3CH2MgBr 
A) CH3Br 
B) CH3MgBr 
C) (CH3)3MgBr 
D) CH3CH2Br 
E) CH3CH2MgBr

Question 6

Propose a way to carry out the synthetic transformation shown below (may require more than one step).

Accepted Answer

The answer of Propose a way to carry out the...

Question 7

Determine the missing starting material for the following synthetic step.

Accepted Answer

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

Question 8

Determine an appropriate synthetic step that could be used to carry out the transform below in the forward direction.

Accepted Answer

The answer of Determine an appropriate synthetic step that could...

Question 9

Which of the following would not alter the carbon skeleton of the starting material?

Accepted Answer

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

Question 10

Choose the best reaction or sequence of reactions to carry out the following synthetic transformation.

Accepted Answer

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

Question 11

Show how the following target could be synthesized using only compounds containing three or fewer carbon atoms as the sources of carbon.

Accepted Answer

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

Question 12

Fill in the missing reagents and intermediates in the synthetic sequence below.

Accepted Answer

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

Question 13

Show how the following transform could be carried out in the forward direction.

Accepted Answer

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

Question 14

Show how to carry out the following synthesis.

Accepted Answer

The answer of Show how to carry out the following...

Question 15

Calculate the overall percent yield of the following synthetic sequence.

Accepted Answer

The overall yield fo

Question 16

Two students need to carry out the synthetic step shown below.One plans to use ethanol as the solvent,while the other opts for methanol.Which is the better choice of solvent,and why?

Accepted Answer

Ethanol is a better solvent choice in th

Question 17

Fill in the missing reagent to complete the following synthetic step.

Accepted Answer

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

Question 18

Supply the missing reagents necessary to complete the following sequence.

Accepted Answer

The answer of Supply the missing reagents necessary to complete...

Question 19

Design two different synthetic routes to produce the target compound shown.One route should start with epoxide and the other should start from a diene.

Accepted Answer

The answer of Design two different synthetic routes to produce...

Question 20

Which of the following synthetic steps would not be classified as a functional group conversion?

Accepted Answer

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

Exam 15: Organic Synthesis 1: Beginning Concepts

Determine the missing starting material that would exclusively yield the product shown below.

Which of the following transforms would not be a viable synthesis in the forward direction?

How do the overall percent yields of the linear and convergent syntheses shown below compare?

Determine the necessary starting material to complete the step below.

Fill in the missing precursor to complete the transform below.

Propose a way to carry out the synthetic transformation shown below (may require more than one step).

Determine the missing starting material for the following synthetic step.

Determine an appropriate synthetic step that could be used to carry out the transform below in the forward direction.

Which of the following would not alter the carbon skeleton of the starting material?

Choose the best reaction or sequence of reactions to carry out the following synthetic transformation.

Show how the following target could be synthesized using only compounds containing three or fewer carbon atoms as the sources of carbon.

Fill in the missing reagents and intermediates in the synthetic sequence below.

Show how the following transform could be carried out in the forward direction.

Show how to carry out the following synthesis.

Calculate the overall percent yield of the following synthetic sequence.

Two students need to carry out the synthetic step shown below.One plans to use ethanol as the solvent,while the other opts for methanol.Which is the better choice of solvent,and why?

Fill in the missing reagent to complete the following synthetic step.

Supply the missing reagents necessary to complete the following sequence.

Design two different synthetic routes to produce the target compound shown.One route should start with epoxide and the other should start from a diene.

Which of the following synthetic steps would not be classified as a functional group conversion?

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

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

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

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

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