Question 1

Circle all atoms that are coplanar in the molecule below.

Accepted Answer

The answer of Circle all atoms that are coplanar in...

Question 2

Circle the most stable alkene in the set of isomers below.

Accepted Answer

The answer of Circle the most stable alkene in the...

Question 3

Provide the proper IUPAC name for the alkene shown below.

Accepted Answer

(E)-3,5-di

Question 4

Which of the following alkenes is the major product when 2-bromo-2-methylpentane is treated with potassium tert-butoxide in tert-butanol?

Accepted Answer

A)  2-methylpent-1-ene 
B)  2-methylpent-2-ene 
C)  (
E) -4-methylpent-2-ene 
D)  (Z)-4-methylpent-2-ene 
E)  4-methylpent-1-ene 
A)  2-methylpent-1-ene 
B)  2-methylpent-2-ene 
C)  (
E) -4-methylpent-2-ene 
D)  (Z)-4-methylpent-2-ene 
E)  4-methylpent-1-ene

Question 5

Draw the major product of the following reaction.

Accepted Answer

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

Question 6

Provide the proper IUPAC name for the alkene shown below.

Accepted Answer

(E)-2-ethy

Question 7

Describe the major products of the following reaction and predict which of the products would predominate. Explain and defend your answer.

Accepted Answer

Possible products: @#IMG-DLM& The Hofmann product

Question 8

Does the alkene shown below violate Bredt's rule?

Accepted Answer

The answer of Does the alkene shown below violate Bredt's...

Question 9

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 10

How many elements of unsaturation are implied by the molecular formula C5H5NO2?

Accepted Answer

A)  0 
B)  1 
C)  2 
D)  3 
E)  4 
A)  0 
B)  1 
C)  2 
D)  3 
E)  4

Question 11

For which of the following alkenes will cis- and trans- isomers not exist?

Accepted Answer

A)  a) only 
B)  b) only 
C)  both a) and c) 
D)  d) only 
E)  both c) and d) 
A)  a) only 
B)  b) only 
C)  both a) and c) 
D)  d) only 
E)  both c) and d)

Question 12

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

Accepted Answer

The answer of Draw all likely products of the following...

Question 13

Dehydration of an unknown alcohol with concentrated H2SO4 results in the formation of all of the following alkene products. What is/are the possible structures of the original alcohol?

Accepted Answer

A) 
  
B) 
  
C) 
  
D) 
  
E)  Both B and C are possible structures for the original alcohol. 
A) 
  
B) 
  
C) 
  
D) 
  
E)  Both B and C are possible structures for the original alcohol.

Question 14

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 15

Which has the higher boiling point, cis- or trans-hex-3-ene? Briefly explain your choice.

Accepted Answer

Cis-Hex-3-ene has the higher boiling poi

Question 16

Provide the name of the major alkene product that results when (2R,3R)-2,3-dibromopentane is treated with zinc in acetic acid.

Accepted Answer

The answer of Provide the name of the major alkene...

Question 17

Provide the name of the major alkene product that results when (2S,3S)-2-bromo-3-methylpentane is treated with sodium methoxide in methanol.

Accepted Answer

(E)-3-meth

Question 18

Which of the following alkenes has the smallest molar heat of hydrogenation (ie, releases the least heat upon hydrogenation)?

Accepted Answer

A)  2,3-dimethyl-2-butene 
B)  2-methyl-2-butene 
C)  $\underline{\text{ trans }}$-2-butene 
D)  $\underline{\text{  cis }}$ -2-butene 
E)  1-hexene 
A)  2,3-dimethyl-2-butene 
B)  2-methyl-2-butene 
C)  $\underline{\text{ trans }}$-2-butene 
D)  $\underline{\text{  cis }}$ -2-butene 
E)  1-hexene

Question 19

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 20

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

Accepted Answer

A)  1,2-dimethylcyclohexene 
B)  1,6-dimethylcyclohexene 
C)  cis-3,4-dimethylcyclohexene 
D)  They are all of equal stability according to Zaitsev's rule. 
A)  1,2-dimethylcyclohexene 
B)  1,6-dimethylcyclohexene 
C)  cis-3,4-dimethylcyclohexene 
D)  They are all of equal stability according to Zaitsev's rule.

Exam 7: Structure and Synthesis of Alkenes

Circle all atoms that are coplanar in the molecule below.

Circle the most stable alkene in the set of isomers below.

Provide the proper IUPAC name for the alkene shown below.

Which of the following alkenes is the major product when 2-bromo-2-methylpentane is treated with potassium tert-butoxide in tert-butanol?

Draw the major product of the following reaction.

Provide the proper IUPAC name for the alkene shown below.

Describe the major products of the following reaction and predict which of the products would predominate. Explain and defend your answer.

Does the alkene shown below violate Bredt's rule?

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

How many elements of unsaturation are implied by the molecular formula C5H5NO2?

For which of the following alkenes will cis- and trans- isomers not exist?

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

Dehydration of an unknown alcohol with concentrated H2SO4 results in the formation of all of the following alkene products. What is/are the possible structures of the original alcohol?

Identify the correct name for the following structure.

Which has the higher boiling point, cis- or trans-hex-3-ene? Briefly explain your choice.

Provide the name of the major alkene product that results when (2R,3R)-2,3-dibromopentane is treated with zinc in acetic acid.

Provide the name of the major alkene product that results when (2S,3S)-2-bromo-3-methylpentane is treated with sodium methoxide in methanol.

Which of the following alkenes has the smallest molar heat of hydrogenation (ie, releases the least heat upon hydrogenation)?

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

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

Introduction and Review

Structure and Properties of Organic Molecules

Structure and Stereochemistry of Alkanes

The Study of Chemical Reactions

Stereochemistry

Alkyl Halides: Nucleophilic Substitution and Elimination

Reactions of Alkenes

Alkynes

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

How many elements of unsaturation are implied by the molecular formula C₅H₅NO₂?

Dehydration of an unknown alcohol with concentrated H₂SO₄ results in the formation of all of the following alkene products. What is/are the possible structures of the original alcohol?