Question 1

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

Accepted Answer

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

Question 2

Why is the alkyl halide below not capable of undergoing an E2 reaction upon treatment with sodium ethoxide?

Accepted Answer

A) Br- is too poor a leaving group. 
B) The substrate is too hindered. 
C) Too much angle strain would be present in the alkene product. 
D) Sodium ethoxide is a poor base to use in E2 reactions. 
E) The C-H and C-Br bonds which need to break cannot achieve an anti-periplanar orientation. 
A) Br- is too poor a leaving group. 
B) The substrate is too hindered. 
C) Too much angle strain would be present in the alkene product. 
D) Sodium ethoxide is a poor base to use in E2 reactions. 
E) The C-H and C-Br bonds which need to break cannot achieve an anti-periplanar orientation. E

Question 3

What is the most reactive alkyl halide for elimination reactions?

Accepted Answer

A) 1-chlorobutane 
B) 1-fluorobutane 
C) 1-iodobutane 
D) 1-bromobutane 
A) 1-chlorobutane 
B) 1-fluorobutane 
C) 1-iodobutane 
D) 1-bromobutane C

Question 4

Which sequence of reagents works best to convert 3-hexene to 3-hexyne?

Accepted Answer

A) 1) HCl 2. NaNH2 
B) 1) BH3∙THF 2. HO-, H2O2 3. NaNH2 
C) 1) NaNH2 2. HI 3. H3O+ 
D) 1) Br2, CH2Cl2 2. NaNH2 (excess) 
E) 1) Cl2, CH2Cl2 2. NaCN (excess) 
A) 1) HCl 2. NaNH2 
B) 1) BH3∙THF 2. HO-, H2O2 3. NaNH2 
C) 1) NaNH2 2. HI 3. H3O+ 
D) 1) Br2, CH2Cl2 2. NaNH2 (excess) 
E) 1) Cl2, CH2Cl2 2. NaCN (excess)

Question 5

Provide the structure of the major organic product of the following reaction.

Accepted Answer

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

Question 6

Identify the major organic product for the reaction.

Accepted Answer

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

Question 7

Predict the two most likely mechanisms which occur when 2-iodohexane is heated in ethanol.

Accepted Answer

A) SN2 and SN1 
B) E1 and E2 
C) SN2 and E2 
D) E1 and SN1 
E) E2 and SN1 
A) SN2 and SN1 
B) E1 and E2 
C) SN2 and E2 
D) E1 and SN1 
E) E2 and SN1

Question 8

What is the major product of the following reaction?

Accepted Answer

A) CH2     CHCH2CH3 
B) CH3CH   CHCH3 
C)    
D) CH3CH2CH2CH2OCH2CH3 
E)    
A) CH2     CHCH2CH3 
B) CH3CH   CHCH3 
C)    
D) CH3CH2CH2CH2OCH2CH3 
E)

Question 9

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 10

Give the mechanism of the reaction shown below.

Accepted Answer

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

Question 11

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 12

Provide the major organic product of the following reaction.

Accepted Answer

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

Question 13

What is the major product of the following reaction?

Accepted Answer

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

Question 14

Provide the major organic product of the following reaction.

Accepted Answer

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

Question 15

Name the products of the following SN2 reactions.

Accepted Answer

a) 3-cyclopentyl-1-p

Question 16

Which base, ammonia (NH3)or triethylamine [(CH3CH2)3N], would be a better choice for use in converting 1-chlorohexane to 1-hexene? Explain briefly.

Accepted Answer

Triethylamine. Amines can serve as both

Question 17

Provide the major organic product of the following reaction.

Accepted Answer

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

Question 18

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 19

Consider the following experimental data for the rate of the reaction given below:     What is the mechanism for the reaction?

Accepted Answer

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

Question 20

Provide the structure of the major organic product of the following reaction.

Accepted Answer

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

Exam 10: Elimination Reactions of Alkyl Halides Competition Between Substitution and Elimination

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

Why is the alkyl halide below not capable of undergoing an E2 reaction upon treatment with sodium ethoxide?

What is the most reactive alkyl halide for elimination reactions?

Which sequence of reagents works best to convert 3-hexene to 3-hexyne?

Provide the structure of the major organic product of the following reaction.

Identify the major organic product for the reaction.

Predict the two most likely mechanisms which occur when 2-iodohexane is heated in ethanol.

What is the major product of the following reaction?

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.

Give the mechanism of the reaction shown below.

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

Provide the major organic product of the following reaction.

What is the major product of the following reaction?

Provide the major organic product of the following reaction.

Name the products of the following SN2 reactions.

Which base, ammonia (NH3)or triethylamine [(CH3CH2)3N], would be a better choice for use in converting 1-chlorohexane to 1-hexene? Explain briefly.

Provide the major organic product of the following reaction.

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

Consider the following experimental data for the rate of the reaction given below: What is the mechanism for the reaction?

Provide the structure of the major organic product of the following reaction.

Remembering General Chemistry: Electronic Structure and Bonding

Acids and Bases: Central to Understanding Organic Chemistry

An Introduction to Organic Compounds

Isomers: the Arrangement of Atoms in Space

Alkenes Thermodynamics and Kinetics

Reactions of Alkenes

Reactions of Alkynes Introduction to Multistep Synthesis

Electron Delocalization, Resonance, and Aromaticity More About Molecular Orbital Theory

Substitution Reactions of Alkyl Halides

Reactions of Alcohols, Ethers, Epoxides, and Sulfur-Containing Compounds

Organometallic Compounds

Reactions of Alkanes, 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 Alpha Carbon of Carbonyl Compounds

Reactions of Benzene and Substituted Benzenes

More About Amines Heterocylic Compounds

Carbohydrates

Amino Acids, Peptides, and Proteins

Catalysis

The Organic Mechanisms of the Coenzymes

The Chemistry of Metabolism

Nucleosides, Nucleotides, and Nucleic Acids

Synthetic Polymers

Pericyclic Reactions

Filters

Name the products of the following S_N2 reactions.

Which base, ammonia (NH₃)or triethylamine [(CH₃CH₂)₃N], would be a better choice for use in converting 1-chlorohexane to 1-hexene? Explain briefly.