Question 1

Which of the following is the correct mechanism for the elimination reaction of 1-bromo-2-methylcyclopentane with methoxide?

Accepted Answer

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

Question 2

Draw the major product of the following elimination.

Accepted Answer

The answer of Draw the major product of the following...

Question 3

Draw the isomer of 2-bromo-1,1,3-trimethylcyclohexane that would be more reactive in an E2 elimination.

Accepted Answer

The answer of Draw the isomer of 2-bromo-1,1,3-trimethylcyclohexane that would...

Question 4

Which of the following alkyl halides would afford the indicated product upon reaction with sodium ethoxide?

Accepted Answer

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

Question 5

By what mechanism is the following reaction likely to occur?

Accepted Answer

S_N2 (major)

Question 6

Draw the E isomer of 3,4-dimethyl-3-hexene.

Accepted Answer

The answer of Draw the E isomer of 3,4-dimethyl-3-hexene....

Question 7

Provide an IUPAC name for the following compound.

Accepted Answer

E-4-methyl

Question 8

Which of the following is most reactive in an E1 reaction?

Accepted Answer

A)   
B)   
C)   
A)   
B)   
C)

Question 9

For the following dehydration, draw the structure of the intermediate carbocation.

Accepted Answer

The answer of For the following dehydration, draw the structure...

Question 10

Provide an IUPAC name for the following compound.

Accepted Answer

3-ethyl-2,

Question 11

What is the product of the following elimination?

Accepted Answer

The answer of What is the product of the following...

Question 12

For the following dehydration, draw the structure of the intermediate carbocation.

Accepted Answer

The answer of For the following dehydration, draw the structure...

Question 13

Viridenomycin, shown below, is a polyene antibiotic that displays anti-tumor activity. Its structural complexity and chemical instability have made it a challenging target for organic chemists to synthesize. Ignoring the benzene ring, how many disubstituted Z alkenes are present in viridenomycin?

Accepted Answer

A)  1 
B)  2 
C)  3 
D)  4 
A)  1 
B)  2 
C)  3 
D)  4

Question 14

Which of the following is the IUPAC name for the following compound?

Accepted Answer

A)  1-methyl-2-cyclohexene 
B)  2-methylcyclohexene 
C)  3-methylcyclohexene 
D)  1-methyl-5-cyclohexene 
A)  1-methyl-2-cyclohexene 
B)  2-methylcyclohexene 
C)  3-methylcyclohexene 
D)  1-methyl-5-cyclohexene

Question 15

Which of the following is the energy diagram for the following reaction?

Accepted Answer

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

Question 16

What would be the best base for performing the following elimination?

Accepted Answer

KOtBu (or

Question 17

A student runs an elimination reaction in lab, beginning with 1-iodo-1-methyl cyclohexane. If the product obtained shows exactly 5 distinct carbons in the (proton-decoupled) 13C NMR spectrum, what base could have been used to cause the elimination?

Accepted Answer

Question 18

Draw the major product of the following reaction.

Accepted Answer

The answer of Draw the major product of the following...

Question 19

Is the geometry of the following alkene E, Z, or neither?

Accepted Answer

The answer of Is the geometry of the following alkene...

Question 20

Drawn below is the structure of Crestor® (rosuvastatin), a medication used to reduce cholesterol. What is the degree of substitution of the alkene of Crestor®?

Accepted Answer

A)  Monosubstituted 
B)  Disubstituted 
C)  Trisubstituted 
D)  Tetrasubstituted 
A)  Monosubstituted 
B)  Disubstituted 
C)  Trisubstituted 
D)  Tetrasubstituted

Exam 8: Alkenes: Structure and Preparation Via Elimination Reactions

Which of the following is the correct mechanism for the elimination reaction of 1-bromo-2-methylcyclopentane with methoxide?

Draw the major product of the following elimination.

Draw the isomer of 2-bromo-1,1,3-trimethylcyclohexane that would be more reactive in an E2 elimination.

Which of the following alkyl halides would afford the indicated product upon reaction with sodium ethoxide?

By what mechanism is the following reaction likely to occur?

Draw the E isomer of 3,4-dimethyl-3-hexene.

Provide an IUPAC name for the following compound.

Which of the following is most reactive in an E1 reaction?

For the following dehydration, draw the structure of the intermediate carbocation.

Provide an IUPAC name for the following compound.

What is the product of the following elimination?

For the following dehydration, draw the structure of the intermediate carbocation.

Viridenomycin, shown below, is a polyene antibiotic that displays anti-tumor activity. Its structural complexity and chemical instability have made it a challenging target for organic chemists to synthesize. Ignoring the benzene ring, how many disubstituted Z alkenes are present in viridenomycin?

Which of the following is the IUPAC name for the following compound?

Which of the following is the energy diagram for the following reaction?

What would be the best base for performing the following elimination?

A student runs an elimination reaction in lab, beginning with 1-iodo-1-methyl cyclohexane. If the product obtained shows exactly 5 distinct carbons in the (proton-decoupled) 13C NMR spectrum, what base could have been used to cause the elimination?

Draw the major product of the following reaction.

Is the geometry of the following alkene E, Z, or neither?

Drawn below is the structure of Crestor® (rosuvastatin), a medication used to reduce cholesterol. What is the degree of substitution of the alkene of Crestor®?

A Review of General Chemistry: Electrons, Bonds, and Molecular Properties

Molecular Representations

Acids and Bases

Alkanes and Cycloalkanes

Stereoisomerism

Chemical Reactivity and Mechanisms

Substitution Reactions

Addition Reactions of Alkenes

Alkynes

Radical Reactions

Synthesis

Alcohols and Phenols

Ethers and Epoxides; Thiols and Sulfides

Infrared Spectroscopy and Mass Spectrometry

Nuclear Magnetic Resonance Spectroscopy

Conjugated Pi Systems and Pericyclic Reactions

Aromatic Compounds

Aromatic Substitution Reactions

Aldehydes and Ketones

Carboxylic Acids and Their Derivatives

Alpha Carbon Chemistry: Enols and Enolates

Amines

Carbohydrates

Amino Acids, Peptides, and Proteins

Lipids

Synthetic Polymers

Filters

A student runs an elimination reaction in lab, beginning with 1-iodo-1-methyl cyclohexane. If the product obtained shows exactly 5 distinct carbons in the (proton-decoupled) ¹³C NMR spectrum, what base could have been used to cause the elimination?