Question 1

Which of the following alkenes reacts fastest with HCl?

Accepted Answer

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

Question 2

What is the major product of the following reaction?

Accepted Answer

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

Question 3

Predict the product(s) of the following reaction.

Accepted Answer

A) Only I and II 
B) Only I and III 
C) Only II and III 
D) Only III and IV 
A) Only I and II 
B) Only I and III 
C) Only II and III 
D) Only III and IV A

Question 4

Predict the major product of the following reaction.

Accepted Answer

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

Question 5

Which of the following reactions of alkenes takes place with anti stereochemistry only?

Accepted Answer

A) Addition of HBr 
B) Addition of H2O in the presence of H2SO4 
C) Addition of BH3 followed by H2O2/HO- 
D) Addition of Br2 
A) Addition of HBr 
B) Addition of H2O in the presence of H2SO4 
C) Addition of BH3 followed by H2O2/HO- 
D) Addition of Br2

Question 6

Which of the following is a terpene?

Accepted Answer

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

Question 7

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

Accepted Answer

A) Only I and II 
B) Only II and IV 
C) Only II and III 
D) Only I and IV 
A) Only I and II 
B) Only II and IV 
C) Only II and III 
D) Only I and IV

Question 8

Which of the following alkenes will undergo a carbocation rearrangement when reacting with H2O in the presence of a small amount of H2SO4?

Accepted Answer

A) Only I and II 
B) Only I and III 
C) Only II and III 
D) I, II, and III 
A) Only I and II 
B) Only I and III 
C) Only II and III 
D) I, II, and III

Question 9

What is the best choice of reagent to accomplish the following transformation?

Accepted Answer

A) H2O, Br2 
B) [1] BH3; [2] H2O2/HO- 
C) H2O, H2SO4 
D) [1] BH3; [2] H2O 
A) H2O, Br2 
B) [1] BH3; [2] H2O2/HO- 
C) H2O, H2SO4 
D) [1] BH3; [2] H2O

Question 10

Which of the following alkenes are terminal alkenes?

Accepted Answer

A) I and II 
B) II and III 
C) I and IV 
D) I and III 
A) I and II 
B) II and III 
C) I and IV 
D) I and III

Question 11

Predict the product of the following reaction, ignoring stereochemistry.

Accepted Answer

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

Question 12

Which of the following compounds has the highest boiling point?

Accepted Answer

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

Question 13

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

Accepted Answer

A) Only I and II 
B) Only II and III 
C) Only III and IV 
D) Only I and IV 
A) Only I and II 
B) Only II and III 
C) Only III and IV 
D) Only I and IV

Question 14

Predict the major product of the following reaction.

Accepted Answer

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

Question 15

What is the major product obtained from the following reaction (assume enantiomer is also formed)?

Accepted Answer

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

Question 16

What is (are) the missing reagent(s) in the following reaction?

Accepted Answer

A) Br2/CCl4 
B) NBS, DMSO/H2O 
C) [1] Br2; [2] H2O 
D) [1] BH3; [2] H2O2/HO- 
A) Br2/CCl4 
B) NBS, DMSO/H2O 
C) [1] Br2; [2] H2O 
D) [1] BH3; [2] H2O2/HO-

Question 17

Which of the following statements about the stereochemistry of electrophilic addition of HX to alkenes is true?

Accepted Answer

A) Achiral starting materials yield an unequal mixture of two enantiomers. 
B) Hydrohalogenation occurs with syn stereochemistry only. 
C) Hydrohalogenation occurs with anti stereochemistry only. 
D) Hydrohalogenation occurs with syn and anti addition of HX. 
A) Achiral starting materials yield an unequal mixture of two enantiomers. 
B) Hydrohalogenation occurs with syn stereochemistry only. 
C) Hydrohalogenation occurs with anti stereochemistry only. 
D) Hydrohalogenation occurs with syn and anti addition of HX.

Question 18

What type of reactive intermediate is formed in the reaction of an alkene with Br2 and H2O to give a bromohydrin?

Accepted Answer

A) Carbanion 
B) Radical 
C) Carbocation 
D) Cyclic bromonium ion 
A) Carbanion 
B) Radical 
C) Carbocation 
D) Cyclic bromonium ion

Question 19

Which of the following statements about alkenes is not true?

Accepted Answer

A) They are less reactive than alkanes. 
B) They can exist as cis/trans isomers. 
C) The bond angle around the C-C double bond is approximately 120°. 
D) The carbon of the C-C double bond is sp2 hybridized. 
A) They are less reactive than alkanes. 
B) They can exist as cis/trans isomers. 
C) The bond angle around the C-C double bond is approximately 120°. 
D) The carbon of the C-C double bond is sp2 hybridized.

Question 20

Rank the following isomers in order of increasing boiling point, putting the least first.

Accepted Answer

A) I < II < III 
B) I < III < II 
C) II < III < I 
D) II < I < III 
A) I < II < III 
B) I < III < II 
C) II < III < I 
D) II < I < III

Exam 10: Alkenes

Which of the following alkenes reacts fastest with HCl?

What is the major product of the following reaction?

Predict the product(s) of the following reaction.

Predict the major product of the following reaction.

Which of the following reactions of alkenes takes place with anti stereochemistry only?

Which of the following is a terpene?

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

Which of the following alkenes will undergo a carbocation rearrangement when reacting with H2O in the presence of a small amount of H2SO4?

What is the best choice of reagent to accomplish the following transformation?

Which of the following alkenes are terminal alkenes?

Predict the product of the following reaction, ignoring stereochemistry.

Which of the following compounds has the highest boiling point?

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

Predict the major product of the following reaction.

What is the major product obtained from the following reaction (assume enantiomer is also formed)?

What is (are) the missing reagent(s) in the following reaction?

Which of the following statements about the stereochemistry of electrophilic addition of HX to alkenes is true?

What type of reactive intermediate is formed in the reaction of an alkene with Br2 and H2O to give a bromohydrin?

Which of the following statements about alkenes is not true?

Rank the following isomers in order of increasing boiling point, putting the least first.

Structure and Bonding

Acids and Bases

Introduction to Organic Molecules and Functional Groups

Alkanes

Stereochemistry

Understanding Organic Reactions

Alkyl Halides and Nucleophilic Substitution

Alkyl Halides and Elimination Reactions

Alcohols, Ethers, and Related Compounds

Alkynes

Oxidation and Reduction

Mass Spectrometry and Infrared Spectroscopy

Nuclear Magnetic Resonance Spectroscopy

Radical Reactions

Conjugation, Resonance, and Dienes

Benzene and Aromatic Compounds

Reactions of Aromatic Compounds

Carboxylic Acids and the Acidity of the O-H Bond

Introduction to Carbonyl Chemistry;

Aldehydes and Ketones Nucleophilic Addition

Carboxylic Acids and Derivatives

Substitution Reactions of Carbonyl Compounds at the Alpha-Carbon

Carbonyl Condensation Reactions

Amines

Carbon-Carbon Bond Forming Reactions in Organic Synthesis

Pericyclic Reactions

Carbohydrates

Amino Acids and Proteins

Synthetic Polymers

Lipids

Filters

Which of the following alkenes will undergo a carbocation rearrangement when reacting with H₂O in the presence of a small amount of H₂SO₄?

What type of reactive intermediate is formed in the reaction of an alkene with Br₂ and H₂O to give a bromohydrin?