Question 1

Dehydrohalogenation of an alkyl halide by treating it with a strong base to yield an alkene product typically occurs by what reaction mechanism?

Accepted Answer

A)  SN1 
B)  SN2 
C)  E1 
D)  E2 
E)  free radical 
A)  SN1 
B)  SN2 
C)  E1 
D)  E2 
E)  free radical

Question 2

Draw the structure of polyethylene.

Accepted Answer

The answer of Draw the structure of polyethylene....

Question 3

Draw all likely products of the following reaction and circle the product you expect to predominate.
CH3CH(OH)CH2CH2CH3

Accepted Answer

Question 4

Identify the correct name for the following structure.

Accepted Answer

A)  3-methoxy-5-methylcyclohepta-1,5-diene 
B)  6-methoxy-1-methylcyclohepta-1,4-diene 
C)  7-methoxy-5-methylcyclohepta-1,4-diene 
D)  4-methoxy-2-methylcyclohepta-1,5-diene 
A)  3-methoxy-5-methylcyclohepta-1,5-diene 
B)  6-methoxy-1-methylcyclohepta-1,4-diene 
C)  7-methoxy-5-methylcyclohepta-1,4-diene 
D)  4-methoxy-2-methylcyclohepta-1,5-diene

Question 5

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

Accepted Answer

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

Question 6

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 7

Draw an acceptable structure for 1,2-dimethylcyclohexene.

Accepted Answer

The answer of Draw an acceptable structure for 1,2-dimethylcyclohexene....

Question 8

Consider the constitutional isomers 2-methylbut-1-ene, 2-methylbut-2-ene, and 3-methylbut-1-ene. When each of these alkenes is subjected to catalytic hydrogenation (H2, Pt), a single product results. Which of the following best describes the structural relationship among these products?

Accepted Answer

A)  The products are cis-trans isomers. 
B)  The products are identical. 
C)  The products are constitutional isomers. 
D)  The products are enantiomers. 
E)  The products are diastereomers. 
A)  The products are cis-trans isomers. 
B)  The products are identical. 
C)  The products are constitutional isomers. 
D)  The products are enantiomers. 
E)  The products are diastereomers.

Question 9

Which has the smaller heat of hydrogenation, (E)-2-pentene or (Z)-2-pentene? What is the structural origin of this difference?

Accepted Answer

(E)-2-pentene has the smaller

Question 10

Why is rotation about the carbon-carbon double bond in alkenes prohibited while relatively free rotation can occur about the carbon-carbon single bond in alkanes?

Accepted Answer

Rotation about the C-C single bond in al

Question 11

Provide the proper IUPAC name for the alkene shown below.

Accepted Answer

(E)-3,5-di

Question 12

Using Zaitsev's rule, choose the most stable alkene among the following.

Accepted Answer

A)  hex-1-ene 
B)  (
E) -hex-2-ene 
C)  (Z)-hex-2-ene 
D)  They are all of equal stability according to Zaitsev's rule. 
A)  hex-1-ene 
B)  (
E) -hex-2-ene 
C)  (Z)-hex-2-ene 
D)  They are all of equal stability according to Zaitsev's rule.

Question 13

Which of the following best describes the geometry about the carbon-carbon double bond in the alkene below?

Accepted Answer

A)  E 
B)  Z 
C)  neither E nor Z 
A)  E 
B)  Z 
C)  neither E nor Z

Question 14

3-Methylpentane can be dehydrogenated to form an alkene with molecular formula of C6H12. What is the most stable alkene that could be formed? Name it with the appropriate stereochemical designator.

Accepted Answer

E-3-methyl

Question 15

Which of the following compounds is an E isomer?

Accepted Answer

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

Question 16

Provide the proper IUPAC name for the alkene shown below.

Accepted Answer

(E)-3,4-di

Question 17

Provide a structure for (Z)-4-bromo-3-heptene.

Accepted Answer

The answer of Provide a structure for (Z)-4-bromo-3-heptene....

Question 18

The trans isomers of cycloalkenes with rings containing fewer than ________ atoms are unstable at room temperature.

Accepted Answer

The answer of The trans isomers of cycloalkenes with rings...

Question 19

A chemist has isolated a new natural product and determined its molecular formula to be C24H40O4. In hydrogenation experiments the chemist found that each mole of the natural product reacted with two moles of H2. How many rings are present in the structure of the new natural product?

Accepted Answer

A)  2 
B)  3 
C)  4 
D)  5 
E)  6 
A)  2 
B)  3 
C)  4 
D)  5 
E)  6

Question 20

Predict the major product of the reaction shown below.

Accepted Answer

A)  2,3-dimethyl-2-butene 
B)  2,3-dimethyl-1-butene 
C)  3,3-dimethyl-1-butene 
D)  None of the above 
A)  2,3-dimethyl-2-butene 
B)  2,3-dimethyl-1-butene 
C)  3,3-dimethyl-1-butene 
D)  None of the above

Exam 7: Structure and Synthesis of Alkenes; Elimination

Dehydrohalogenation of an alkyl halide by treating it with a strong base to yield an alkene product typically occurs by what reaction mechanism?

Draw the structure of polyethylene.

Draw all likely products of the following reaction and circle the product you expect to predominate. CH3CH(OH)CH2CH2CH3

Identify the correct name for the following structure.

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

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

Draw an acceptable structure for 1,2-dimethylcyclohexene.

Consider the constitutional isomers 2-methylbut-1-ene, 2-methylbut-2-ene, and 3-methylbut-1-ene. When each of these alkenes is subjected to catalytic hydrogenation (H2, Pt), a single product results. Which of the following best describes the structural relationship among these products?

Which has the smaller heat of hydrogenation, (E)-2-pentene or (Z)-2-pentene? What is the structural origin of this difference?

Why is rotation about the carbon-carbon double bond in alkenes prohibited while relatively free rotation can occur about the carbon-carbon single bond in alkanes?

Provide the proper IUPAC name for the alkene shown below.

Using Zaitsev's rule, choose the most stable alkene among the following.

Which of the following best describes the geometry about the carbon-carbon double bond in the alkene below?

3-Methylpentane can be dehydrogenated to form an alkene with molecular formula of C6H12. What is the most stable alkene that could be formed? Name it with the appropriate stereochemical designator.

Which of the following compounds is an E isomer?

Provide the proper IUPAC name for the alkene shown below.

Provide a structure for (Z)-4-bromo-3-heptene.

The trans isomers of cycloalkenes with rings containing fewer than ________ atoms are unstable at room temperature.

A chemist has isolated a new natural product and determined its molecular formula to be C24H40O4. In hydrogenation experiments the chemist found that each mole of the natural product reacted with two moles of H2. How many rings are present in the structure of the new natural product?

Predict the major product of the reaction shown below.

Structure and Bonding

Acids and Bases; Functional Groups

Structure and Stereochemistry of Alkanes

The Study of Chemical Reactions

Stereochemistry

Alkyl Halides; Nucleophilic Substitution

Reactions of Alkenes

Structure and Synthesis of Alcohols

Reactions of Alcohols

Infrared Spectroscopy and Mass Spectrometry

Nuclear Magnetic Resonance Spectroscopy

Ethers, Epoxides, and Thioethers

Conjugated Systems, Orbital Symmetry, and Ultraviolet Spectroscopy

Aromatic Compounds

Reactions of Aromatic Compounds

Ketones and Aldehydes

Amines

Carboxylic Acids

Carboxylic Acid Derivatives

Condensations and Alpha Substitutions of Carboxyl Compounds

Carbohydrates and Nucleic Acids

Amino Acids, Peptides, and Proteins

Lipids

Synthetic Polymers

Filters

Draw all likely products of the following reaction and circle the product you expect to predominate. CH₃CH(OH)CH₂CH₂CH₃

Consider the constitutional isomers 2-methylbut-1-ene, 2-methylbut-2-ene, and 3-methylbut-1-ene. When each of these alkenes is subjected to catalytic hydrogenation (H₂, Pt), a single product results. Which of the following best describes the structural relationship among these products?

3-Methylpentane can be dehydrogenated to form an alkene with molecular formula of C₆H₁₂. What is the most stable alkene that could be formed? Name it with the appropriate stereochemical designator.

A chemist has isolated a new natural product and determined its molecular formula to be C₂₄H₄₀O₄. In hydrogenation experiments the chemist found that each mole of the natural product reacted with two moles of H₂. How many rings are present in the structure of the new natural product?