Question 1

What is the IUPAC name of the following compound?

Accepted Answer

A) R-4,4-dibromo-2-cyclohexen-1-ol 
B) S-4,4-dibromo-2-cyclohexen-1-ol 
C) R-4,4-dibromo-5-cyclohexen-1-ol 
D) S-4,4-dibromo-5-cyclohexen-1-ol 
A) R-4,4-dibromo-2-cyclohexen-1-ol 
B) S-4,4-dibromo-2-cyclohexen-1-ol 
C) R-4,4-dibromo-5-cyclohexen-1-ol 
D) S-4,4-dibromo-5-cyclohexen-1-ol

Question 2

Markovnikov addition of HBr to CH3CH=CH2 involves which of the following?

Accepted Answer

A) Initial attack by bromide anion (Br-). 
B) Initial attack by bromine radical (Br•). 
C) Formation of a primary carbocation. 
D) Formation of a secondary carbocation. 
A) Initial attack by bromide anion (Br-). 
B) Initial attack by bromine radical (Br•). 
C) Formation of a primary carbocation. 
D) Formation of a secondary carbocation.

Question 3

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 4

Rank the following compounds in order of decreasing stability,putting the most stable first.

Accepted Answer

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

Question 5

In which of the following alkene addition reactions will carbocation rearrangements occur?

Accepted Answer

A) Addition of Br2 and H2O 
B) Addition of Br2 
C) Addition of Cl2 and H2O 
D) Addition of H2O in the presence of H2SO4 
A) Addition of Br2 and H2O 
B) Addition of Br2 
C) Addition of Cl2 and H2O 
D) Addition of H2O in the presence of H2SO4

Question 6

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 7

What is the IUPAC name for the following compound?

Accepted Answer

A) 6-Ethyl-1-heptene 
B) 2-Ethyl-1-heptene 
C) 2-Ethyl-1-octene 
D) 6-Ethyl-6-heptene 
A) 6-Ethyl-1-heptene 
B) 2-Ethyl-1-heptene 
C) 2-Ethyl-1-octene 
D) 6-Ethyl-6-heptene

Question 8

Which alkene reacts fastest with HBr?

Accepted Answer

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

Question 9

Predict the product of the following reaction.

Accepted Answer

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

Question 10

Which of the following alkenes are internal alkenes?

Accepted Answer

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

Question 11

What is the IUPAC name for the following compound?

Accepted Answer

A) 1-Methylcyclopentene 
B) 2-Methyl-1-cyclopentene 
C) 1-Methylene-1-methylcyclopentane 
D) 1-Methylcyclohexene 
A) 1-Methylcyclopentene 
B) 2-Methyl-1-cyclopentene 
C) 1-Methylene-1-methylcyclopentane 
D) 1-Methylcyclohexene

Question 12

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 13

What is the common name of the following compound?

Accepted Answer

A) 2-Vinylcyclohexene 
B) 2-Allylcyclohexene 
C) 1-Allylcyclohexene 
D) 1-Vinylcyclohexene 
A) 2-Vinylcyclohexene 
B) 2-Allylcyclohexene 
C) 1-Allylcyclohexene 
D) 1-Vinylcyclohexene

Question 14

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 15

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

Question 16

Calculate the degree of unsaturation for the following molecule:

Accepted Answer

A) 2 
B) 3 
C) 4 
D) 5 
A) 2 
B) 3 
C) 4 
D) 5

Question 17

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 18

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 19

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 20

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

Exam 10: Alkenes and Addition Reactions

What is the IUPAC name of the following compound?

Markovnikov addition of HBr to CH3CH=CH2 involves which of the following?

Which of the following alkenes are terminal alkenes?

Rank the following compounds in order of decreasing stability,putting the most stable first.

In which of the following alkene addition reactions will carbocation rearrangements occur?

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

What is the IUPAC name for the following compound?

Which alkene reacts fastest with HBr?

Predict the product of the following reaction.

Which of the following alkenes are internal alkenes?

What is the IUPAC name for the following compound?

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

What is the common name of the following compound?

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

Which of the following alkenes reacts fastest with HCl?

Calculate the degree of unsaturation for the following molecule:

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

Predict the major product of the following reaction.

Which of the following is a terpene?

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

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 and Synthesis

Oxidation and Reduction

Radical Reactions

Conjugation, resonance, and Dienes

Benzene and Aromatic Compounds

Reactions of Aromatic Compounds

Introduction to Carbonyl Chemistry; Organometallic Reagents; Oxidation and Reduction

Aldehydes and Ketones - Nucleophilic Addition

Carboxylic Acids and the Acidity of the O-H Bond

Carboxylic Acids and Their Derivatives - Nucleophilic Acyl Substitution

Substitution Reactions of Carbonyl Compounds at the a Carbon

Carbonyl Condensation Reactions

Amines

Carbon-Carbon Bond-Forming Reactions in Organic Synthesis

Pericyclic Reactions

Carbohydrates

Amino Acids and Proteins

Synthetic Polymers

Lipids

Molecular Ion Peaks and Fragmentation Patterns

Analyzing Molecular Motion and Infrared Spectroscopy

Organic Spectroscopy Concepts

Filters

Markovnikov addition of HBr to CH₃CH=CH₂ involves which of the following?