Question 1

Provide the major organic product(s)in the reaction below.

Accepted Answer

The answer of Provide the major organic product(s)in the reaction...

Question 2

What mechanism predominates in the reaction below?

Accepted Answer

A) SN2 
B) SN1 without rearrangement 
C) SN1 with rearrangement 
D) E2 
E) E1 
A) SN2 
B) SN1 without rearrangement 
C) SN1 with rearrangement 
D) E2 
E) E1

Question 3

Protic and aprotic solvents are very similar as solvents except for their

Accepted Answer

A) polarity. 
B) dielectric constant. 
C) ability to stabilize anions by hydrogen bonding. 
D) ability to stabilize cations by hydrogen bonding. 
E) ability to stabilize cations with unshared pairs of electrons. 
A) polarity. 
B) dielectric constant. 
C) ability to stabilize anions by hydrogen bonding. 
D) ability to stabilize cations by hydrogen bonding. 
E) ability to stabilize cations with unshared pairs of electrons.

Question 4

Identify the halide(s)that react in a SN2 reaction.You may choose more than one answer.

Accepted Answer

A) benzyl bromide 
B) bromobenzene 
C) 1-bromo-1-butene 
D) 1-bromo-2-butene 
E) 2-bromo-2-phenylpropane 
A) benzyl bromide 
B) bromobenzene 
C) 1-bromo-1-butene 
D) 1-bromo-2-butene 
E) 2-bromo-2-phenylpropane

Question 5

Assuming no other changes,what is the effect of doubling both the concentration of the alkyl halide and the nucleophile in the above reaction?

Accepted Answer

A) no change 
B) doubles the rate 
C) triples the rate 
D) quadruples the rate 
E) rate is halved 
A) no change 
B) doubles the rate 
C) triples the rate 
D) quadruples the rate 
E) rate is halved

Question 6

Provide the major organic product(s)in the reaction below.

Accepted Answer

The answer of Provide the major organic product(s)in the reaction...

Question 7

Which of the following statements is generally true for SN1 reactions?

Accepted Answer

A) Complete inversion of configuration occurs. 
B) These reactions are favored by nonpolar solvents. 
C) These reactions are favored by polar solvents. 
D) Reaction rates depend only on the concentration of the nucleophile. 
E) The mechanism is a one-step back attack. 
A) Complete inversion of configuration occurs. 
B) These reactions are favored by nonpolar solvents. 
C) These reactions are favored by polar solvents. 
D) Reaction rates depend only on the concentration of the nucleophile. 
E) The mechanism is a one-step back attack.

Question 8

Give the mechanism including the transition state.

Accepted Answer

The answer of Give the mechanism including the transition state....

Question 9

Which of the following bromides reacts readily via an SN2 reaction with NaN3?

Accepted Answer

A) C6H5Br 
B) CH3CH2CH=CHBr 
C) (C6H5)3CBr 
D) (CH3)3CCH2CH2CH2Br 
E) 1-bromo-1-methylcyclohexane 
A) C6H5Br 
B) CH3CH2CH=CHBr 
C) (C6H5)3CBr 
D) (CH3)3CCH2CH2CH2Br 
E) 1-bromo-1-methylcyclohexane

Question 10

Identify the mechanism.

Accepted Answer

A) SN1 
B) SN2 
C) E1 
D) E2 
E) none of the above 
A) SN1 
B) SN2 
C) E1 
D) E2 
E) none of the above

Question 11

Provide the structure of the major organic product which results in the following reaction.

Accepted Answer

The answer of Provide the structure of the major organic...

Question 12

Give the mechanism.

Accepted Answer

The answer of Give the mechanism.  ...

Question 13

Provide the major organic product of the following reaction.

Accepted Answer

The answer of Provide the major organic product of the...

Question 14

Provide the structure of the major organic product which results when (S)-2-iodopentane is treated with KCN in DMF.

Accepted Answer

The answer of Provide the structure of the major organic...

Question 15

Give the name(s)of the product(s)of the SN1 reaction of 3-bromo-2,2-dimethylbutane with water.

Accepted Answer

A) 2,2-dimethyl-1-butanol 
B) 3,3-dimethyl-2-butanol 
C) 3,3-dimethyl-1-butanol 
D) 2,3-dimethyl-2-butanol 
E) 2,3-dimethyl-1-butanol 
A) 2,2-dimethyl-1-butanol 
B) 3,3-dimethyl-2-butanol 
C) 3,3-dimethyl-1-butanol 
D) 2,3-dimethyl-2-butanol 
E) 2,3-dimethyl-1-butanol

Question 16

Which of the following iodides undergoes SN2 reaction with cyanide (CN-)the fastest?

Accepted Answer

A) 1-iodo-3-methylpentane 
B) 2-iodopentane 
C) 2-iodo-2-methylpentane 
D) 3-iodopentane 
E) 1-iodo-2,2-dimethylpentane 
A) 1-iodo-3-methylpentane 
B) 2-iodopentane 
C) 2-iodo-2-methylpentane 
D) 3-iodopentane 
E) 1-iodo-2,2-dimethylpentane

Question 17

The following reaction involves an

Accepted Answer

A) intramolecular SN2 reaction. 
B) intermolecular SN2 reaction. 
C) intramolecular SN1 reaction. 
D) intermolecular SN1 reaction. 
E) any of the above. 
A) intramolecular SN2 reaction. 
B) intermolecular SN2 reaction. 
C) intramolecular SN1 reaction. 
D) intermolecular SN1 reaction. 
E) any of the above.

Question 18

Provide the structure of the major organic product in the following reaction.
(CH3)3N + CH3CH2CH2I →

Accepted Answer

Question 19

What reaction mechanism predominates when 1-bromo-1-propylcyclopentane is heated in ethanol?

Accepted Answer

The answer of What reaction mechanism predominates when 1-bromo-1-propylcyclopentane is...

Question 20

Which of the following alkyl halides gives the slowest SN2 reaction?

Accepted Answer

A) CH3CH2Cl 
B)    
C)    
D)    
E)    
A) CH3CH2Cl 
B)    
C)    
D)    
E)

Exam 9: Substitution and Elimination Reactions of Alkyl Halides

Provide the major organic product(s)in the reaction below.

What mechanism predominates in the reaction below?

Protic and aprotic solvents are very similar as solvents except for their

Identify the halide(s)that react in a SN2 reaction.You may choose more than one answer.

Assuming no other changes,what is the effect of doubling both the concentration of the alkyl halide and the nucleophile in the above reaction?

Provide the major organic product(s)in the reaction below.

Which of the following statements is generally true for SN1 reactions?

Give the mechanism including the transition state.

Which of the following bromides reacts readily via an SN2 reaction with NaN3?

Identify the mechanism.

Provide the structure of the major organic product which results in the following reaction.

Give the mechanism.

Provide the major organic product of the following reaction.

Provide the structure of the major organic product which results when (S)-2-iodopentane is treated with KCN in DMF.

Give the name(s)of the product(s)of the SN1 reaction of 3-bromo-2,2-dimethylbutane with water.

Which of the following iodides undergoes SN2 reaction with cyanide (CN-)the fastest?

The following reaction involves an

Provide the structure of the major organic product in the following reaction. (CH3)3N + CH3CH2CH2I →

What reaction mechanism predominates when 1-bromo-1-propylcyclopentane is heated in ethanol?

Which of the following alkyl halides gives the slowest SN2 reaction?

Remembering General Chemistry: Electronic Structure and Bonding

Acids and Bases: Central to Understanding Organic Chemistry

An Introduction to Organic Compounds: Nomenclature, physical Properties, and Structure

Isomers: the Arrangement of Atoms in Space

Alkenes: Structure,nomenclature,and an Introduction to Reactivity - Thermodynamics and Kinetics

The Reactions of Alkenes - the Stereochemistry of Addition Reactions

The Reactions of Alkynes - Introduction to Multistep Synthesis

Delocalized Electrons: Their Effect on Stability, pka, and the Products of a Reaction - Aromaticity and Electronic Effects: an Introduction to the Reactions of Benzene

Reactions of Alcohols, ethers, epoxides, amines and Sulfur-Containing Compounds

Organometallic Compounds

Radicals

Mass Spectrometry,infrared Spectroscopy,and Uvvis Spectroscopy

Nmr Spectroscopy

Reactions of Carboxylic Acids and Carboxylic Acid Derivatives

Reactions of Aldehydes and Ketones

Reactions at the Α-Carbon

Reactions of Benzene and Substituted Benzenes

More About Amines - Reactions of Heterocylic Compounds

The Organic Chemistry of Carbohydrates

Amino Acids,peptides,and Proteins

Catalysis in Organic Reactions and in Enzymatic Reactions

The Organic Chemistry of the Coenzymes, compounds Derived From Vitamins

The Organic Chemistry of the Metabolic Pathways

The Organic Chemistry of Lipids

The Chemistry of the Nucleic Acids

Synthetic Polymers

Pericyclic Reactions

Filters

Identify the halide(s)that react in a S_N2 reaction.You may choose more than one answer.

Which of the following statements is generally true for S_N1 reactions?

Which of the following bromides reacts readily via an S_N2 reaction with NaN₃?

Give the name(s)of the product(s)of the S_N1 reaction of 3-bromo-2,2-dimethylbutane with water.

Which of the following iodides undergoes S_N2 reaction with cyanide (CN^-)the fastest?

Provide the structure of the major organic product in the following reaction. (CH₃)₃N + CH₃CH₂CH₂I →

Which of the following alkyl halides gives the slowest S_N2 reaction?