Question 1

Provide the major organic product of the reaction below and a detailed,stepwise mechanism which accounts for its formation.

Accepted Answer

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

Question 2

Which of the following is least likely to be found in the product mixture which results when the alkyl iodide below is heated in water?

Accepted Answer

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

Question 3

Identify the major organic product for the reaction.

Accepted Answer

A)    
B) CH3CH2-C   CCH3 
C) CH3CH   C   CHCH3 
D) CH3CH2-CH2-CH   CH2 
E) CH3CH2-CH2-CH   CH 
A)    
B) CH3CH2-C   CCH3 
C) CH3CH   C   CHCH3 
D) CH3CH2-CH2-CH   CH2 
E) CH3CH2-CH2-CH   CH B

Question 4

Predict the nucleophile in this reaction.

Accepted Answer

The answer of Predict the nucleophile in this reaction. ...

Question 5

Give the major product for the following reaction.

Accepted Answer

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

Question 6

Provide the major organic product of the following reaction.

Accepted Answer

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

Question 7

Which of the following statements is true concerning the E2 reactions of alkyl fluorides?

Accepted Answer

A) Alkyl fluorides react more readily in E2 reactions than do alkyl iodides. 
B) The transition state of this E2 reaction resembles a carbanion rather than an alkene. 
C) The C-F bond is the weakest carbon-halogen bond so SN2 will always predominate over E2 in the reactions of alkyl fluorides. 
D) Alkyl fluorides react to form the most stable carbocation intermediate. 
E) Alkyl fluorides cannot adopt the proper stereochemical alignment for an E2 reaction to occur. 
A) Alkyl fluorides react more readily in E2 reactions than do alkyl iodides. 
B) The transition state of this E2 reaction resembles a carbanion rather than an alkene. 
C) The C-F bond is the weakest carbon-halogen bond so SN2 will always predominate over E2 in the reactions of alkyl fluorides. 
D) Alkyl fluorides react to form the most stable carbocation intermediate. 
E) Alkyl fluorides cannot adopt the proper stereochemical alignment for an E2 reaction to occur.

Question 8

Which of the following is the best leaving group?

Accepted Answer

A) HO- 
B) F- 
C) Cl- 
D) Br- 
E) I- 
A) HO- 
B) F- 
C) Cl- 
D) Br- 
E) I-

Question 9

In an SN2 reaction why does the nucleophile attack the carbon on the side opposite the leaving group?

Accepted Answer

Back side attack occurs because the orbi

Question 10

Give the mechanism of the reaction shown below.

Accepted Answer

The answer of Give the mechanism of the reaction shown...

Question 11

Draw and describe the transition state in the SN2 reaction between CH3I and CH3CH2O-Na+.

Accepted Answer

In this transition state the oxygen-carb

Question 12

Which halide reacts most rapidly via an SN2 mechanism?

Accepted Answer

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

Question 13

Explain why allyl chloride,shown below,undergoes SN1 reactions even though it is a 1° halide?
CH2
    CHCH2Cl
allyl chloride

Accepted Answer

Allyl chloride forms a relativ

Question 14

Which of the following carbocations is the most stable?

Accepted Answer

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

Question 15

When 1-iodo-1-methylcyclohexane is treated with NaOCH2CH3,the more highly substituted alkene product predominates.When KOC(CH3)3 is used instead,the less highly substituted alkene product predominates.Offer an explanation.

Accepted Answer

The unhindered ethoxide produces the mor

Question 16

Supply the missing alkyl halide reactant in the elimination reactions shown below.

Accepted Answer

a)bromomethylcyclohe

Question 17

Draw all likely alkene products in the following reaction and circle the product you expect to predominate.

Accepted Answer

The answer of Draw all likely alkene products in the...

Question 18

Which of the following alkyl chlorides would undergo substitution most rapidly when treated with NaCCH: chloroethane,2-chloropropane,or 1-chloro-2,2-dimethylpropane? Provide the structure of the substitution product.

Accepted Answer

Chloroethane reacts

Question 19

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 20

Provide the major organic products(s)of the reaction shown.

Accepted Answer

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

Exam 9: Substitution and Elimination Reactions of Alkyl Halides

Provide the major organic product of the reaction below and a detailed,stepwise mechanism which accounts for its formation.

Which of the following is least likely to be found in the product mixture which results when the alkyl iodide below is heated in water?

Identify the major organic product for the reaction.

Predict the nucleophile in this reaction.

Give the major product for the following reaction.

Provide the major organic product of the following reaction.

Which of the following statements is true concerning the E2 reactions of alkyl fluorides?

Which of the following is the best leaving group?

In an SN2 reaction why does the nucleophile attack the carbon on the side opposite the leaving group?

Give the mechanism of the reaction shown below.

Draw and describe the transition state in the SN2 reaction between CH3I and CH3CH2O-Na+.

Which halide reacts most rapidly via an SN2 mechanism?

Explain why allyl chloride,shown below,undergoes SN1 reactions even though it is a 1° halide? CH2 CHCH2Cl allyl chloride

Which of the following carbocations is the most stable?

When 1-iodo-1-methylcyclohexane is treated with NaOCH2CH3,the more highly substituted alkene product predominates.When KOC(CH3)3 is used instead,the less highly substituted alkene product predominates.Offer an explanation.

Supply the missing alkyl halide reactant in the elimination reactions shown below.

Draw all likely alkene products in the following reaction and circle the product you expect to predominate.

Which of the following alkyl chlorides would undergo substitution most rapidly when treated with NaCCH: chloroethane,2-chloropropane,or 1-chloro-2,2-dimethylpropane? Provide the structure of the substitution product.

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

Provide the major organic products(s)of the reaction shown.

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

In an S_N2 reaction why does the nucleophile attack the carbon on the side opposite the leaving group?

Draw and describe the transition state in the S_N2 reaction between CH₃I and CH₃CH₂O^-Na⁺.

Which halide reacts most rapidly via an S_N2 mechanism?

Explain why allyl chloride,shown below,undergoes S_N1 reactions even though it is a 1° halide? CH₂ CHCH₂Cl allyl chloride

When 1-iodo-1-methylcyclohexane is treated with NaOCH₂CH₃,the more highly substituted alkene product predominates.When KOC(CH₃)₃ is used instead,the less highly substituted alkene product predominates.Offer an explanation.