Question 1

Briefly explain why the following reaction would be unsuccessful.

Accepted Answer

This reaction would be unsuccessful because the carboxylic acid proton is much more acidic than the α carbon,so it would be deprotonated by the base,and the α carbon would not be.

Question 2

Draw curved arrows to complete the reaction mechanism shown below,and indicate the rate-determining step.

Accepted Answer

The answer of Draw curved arrows to complete the reaction...

Question 3

Draw a complete,detailed mechanism for the reaction below,label each elementary step,and predict the product.

Accepted Answer

The answer of Draw a complete,detailed mechanism for the reaction...

Question 4

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

Accepted Answer

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

Question 5

Predict the major product(s)of the following reaction.

Accepted Answer

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

Question 6

Draw a complete,detailed mechanism for the reaction below,and predict the product.

Accepted Answer

The answer of Draw a complete,detailed mechanism for the reaction...

Question 7

Draw a complete,detailed mechanism for the reaction below,and label the rate-determining step.

Accepted Answer

The answer of Draw a complete,detailed mechanism for the reaction...

Question 8

Suppose that a polypeptide containing 16 amino acid residues is partially hydrolyzed into three smaller peptides,A-C,which are analyzed by Edman degradation and found to have the following sequences.
A: Ala-Ile-Asn
B: Pro-Gln-Cys-Val-Pro-Val
C: Pro-Val-Asp-Ser-Gly-His-Cys-Ala-Ala
What is the original sequence of this polypeptide?

Accepted Answer

Original sequence: P

Question 9

The reaction below is an example of a(n)________ reaction.

Accepted Answer

A) alcoholysis 
B) base-catalyzed transesterification 
C) saponification 
D) acid-catalyzed transesterification 
E) ester hydrolysis 
A) alcoholysis 
B) base-catalyzed transesterification 
C) saponification 
D) acid-catalyzed transesterification 
E) ester hydrolysis

Question 10

A student attempted to carry out the reaction below,but it was unsuccessful.Explain why the reaction did not work,and suggest a better alternative.

Accepted Answer

Acid chlorides are less thermodynamicall

Question 11

Draw a complete,detailed mechanism for the following reaction,and predict the products.

Accepted Answer

The answer of Draw a complete,detailed mechanism for the following...

Question 12

Which of the following correctly explains why two equivalents of amine are required for the aminolysis reaction shown below,while alcoholysis requires only one equivalent of alcohol?

Accepted Answer

A) Amines are less nucleophilic than alcohols. 
B) One equivalent of amine acts as a base and is irreversibly protonated. 
C) Alcohols are stronger bases than amines. 
D) Inductive effects from the Cl make the carbonyl C less electrophilic in aminolysis than in alcoholysis. 
E) Two molecules of amine are involved in the rate-determining step. 
A) Amines are less nucleophilic than alcohols. 
B) One equivalent of amine acts as a base and is irreversibly protonated. 
C) Alcohols are stronger bases than amines. 
D) Inductive effects from the Cl make the carbonyl C less electrophilic in aminolysis than in alcoholysis. 
E) Two molecules of amine are involved in the rate-determining step.

Question 13

Draw a complete,detailed mechanism for the following reaction,and predict the product.

Accepted Answer

The answer of Draw a complete,detailed mechanism for the following...

Question 14

Predict the product of the reaction below,and identify the type of reaction.

Accepted Answer

@#IMG-DLM& This is an example

Question 15

Draw the mechanism for the following reaction,and label each elementary step.

Accepted Answer

The answer of Draw the mechanism for the following reaction,and...

Question 16

Predict the product of the following reaction.

Accepted Answer

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

Question 17

Which of the following compounds would produce the structure shown below when treated with a base and then acidified?

Accepted Answer

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

Question 18

Indicate which of the following molecules will undergo alcoholysis at a higher rate,and explain why.

Accepted Answer

Compound 1,the acid chloride,will underg

Question 19

What is the major product of the following sequence of reactions?

Accepted Answer

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

Question 20

The acid-catalyzed transesterification reaction shown below is reversible.What are two specific things you could do to increase the yield of products?

Accepted Answer

You could add more reagents or

Exam 23: Nucleophilic Additionelimination Reactions 2: Weak Nucleophiles

Briefly explain why the following reaction would be unsuccessful.

Draw curved arrows to complete the reaction mechanism shown below,and indicate the rate-determining step.

Draw a complete,detailed mechanism for the reaction below,label each elementary step,and predict the product.

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

Predict the major product(s)of the following reaction.

Draw a complete,detailed mechanism for the reaction below,and predict the product.

Draw a complete,detailed mechanism for the reaction below,and label the rate-determining step.

The reaction below is an example of a(n)________ reaction.

A student attempted to carry out the reaction below,but it was unsuccessful.Explain why the reaction did not work,and suggest a better alternative.

Draw a complete,detailed mechanism for the following reaction,and predict the products.

Which of the following correctly explains why two equivalents of amine are required for the aminolysis reaction shown below,while alcoholysis requires only one equivalent of alcohol?

Draw a complete,detailed mechanism for the following reaction,and predict the product.

Predict the product of the reaction below,and identify the type of reaction.

Draw the mechanism for the following reaction,and label each elementary step.

Predict the product of the following reaction.

Which of the following compounds would produce the structure shown below when treated with a base and then acidified?

Indicate which of the following molecules will undergo alcoholysis at a higher rate,and explain why.

What is the major product of the following sequence of reactions?

The acid-catalyzed transesterification reaction shown below is reversible.What are two specific things you could do to increase the yield of products?

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

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

Nucleophilic Additionelimination Reactions 1: the General Mechanism Involving Strong 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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