Question 1

Draw Fischer projection formula(s)of the major product(s)of the reaction between Z-2-methyl-3-hexene and cold,alkaline KMnO4.

Accepted Answer

@#IMG-DLM& The reaction takes

Question 2

A pair of enantiomers results from which of these reactions?

Accepted Answer

A)  cyclopentene + cold,dil.KMnO4 $\rightarrow$ 
B)  trans-2-butene + Br2 $\rightarrow$ 
C)  1-pentene + HCl $\rightarrow$ 
D)  cis-2-butene + D2/Pt $\rightarrow$ 
E)  cyclobutene + OsO4,then Na2SO3 $\rightarrow$ 
A)  cyclopentene + cold,dil.KMnO4 $\rightarrow$ 
B)  trans-2-butene + Br2 $\rightarrow$ 
C)  1-pentene + HCl $\rightarrow$ 
D)  cis-2-butene + D2/Pt $\rightarrow$ 
E)  cyclobutene + OsO4,then Na2SO3 $\rightarrow$

Question 3

A synthetic strategy for converting trans-2-butene into pure cis-2-butene would consist of which of the following?

Accepted Answer

A)  Reaction with H2,Ni2B (P-2) 
B)  Reaction with i)Br2,CCl4;ii)2 NaNH2,NH3(l);iii)Na,NH3 (l) 
C)  Reaction with H3O+,heat 
D)  Reaction with i)Br2,CCl4;ii)2 NaNH2,NH3(l);iii)H2,Ni2B (P-2) 
E)  None of these will successfully effect the desired transformation. 
A)  Reaction with H2,Ni2B (P-2) 
B)  Reaction with i)Br2,CCl4;ii)2 NaNH2,NH3(l);iii)Na,NH3 (l) 
C)  Reaction with H3O+,heat 
D)  Reaction with i)Br2,CCl4;ii)2 NaNH2,NH3(l);iii)H2,Ni2B (P-2) 
E)  None of these will successfully effect the desired transformation.

Question 4

Treating 1-methylcyclohexene with HCl would yield primarily which of these?

Accepted Answer

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

Question 5

Ozonolysis of compound Z yields the products shown below.What is the structure of Z?

Accepted Answer

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

Question 6

Consider the ozonolysis products obtained from all the unbranched and unsymmetrical isomers of heptene.The reaction product in each case would consist of:

Accepted Answer

A)  a single aldehyde. 
B)  an aldehyde and a ketone. 
C)  two different ketones. 
D)  two different aldehydes. 
E)  a single ketone. 
A)  a single aldehyde. 
B)  an aldehyde and a ketone. 
C)  two different ketones. 
D)  two different aldehydes. 
E)  a single ketone.

Question 7

What is the major product of the following reaction sequence?

Accepted Answer

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

Question 8

What is the major product for the following reaction?

Accepted Answer

A) 
  
B) 
  
C) 
  
D) 
  
E)  None of the above 
A) 
  
B) 
  
C) 
  
D) 
  
E)  None of the above

Question 9

Which of these compounds is not formed when gaseous ethene is bubbled into an aqueous solution of bromine,sodium chloride and sodium nitrate?

Accepted Answer

A)  BrCH2CH2Br 
B)  BrCH2CH2Cl 
C)  BrCH2CH2OH 
D)  ClCH2CH2OH 
E)  BrCH2CH2ONO2 
A)  BrCH2CH2Br 
B)  BrCH2CH2Cl 
C)  BrCH2CH2OH 
D)  ClCH2CH2OH 
E)  BrCH2CH2ONO2

Question 10

What is the major product for the following reaction?

Accepted Answer

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

Question 11

How many compounds are possible from the addition of bromine to CH2=CHCH2CH3 (counting stereoisomers separately)?

Accepted Answer

A)  One 
B)  Two 
C)  Three 
D)  Four 
E)  Five 
A)  One 
B)  Two 
C)  Three 
D)  Four 
E)  Five

Question 12

Provide a mechanistic explanation for the following observation: The same major product is obtained when 2-ethyl-1-hexene and 3-methyl-2-heptene are allowed to react with HCl.

Accepted Answer

@#IMG-DLM& Both alkenes are unsymmetrically substi

Question 13

An alkene adds hydrogen in the presence of a catalyst to give 3,4-dimethylhexane.Ozonolysis of the alkene followed by treatment with zinc and acetic acid gives a single organic product.The structure of the alkene is:

Accepted Answer

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

Question 14

In general,when the addition of an unsymmetrical electrophilic reagent to an unsymmetrical alkene forms the product predicted by Markovnikov's rule,that occurs because:

Accepted Answer

A)  the product is statistically favored. 
B)  steric hindrance favors its formation. 
C)  it is formed via the more/most stable carbocation. 
D)  it is the more/most stable product. 
E)  All of the above are reasons. 
A)  the product is statistically favored. 
B)  steric hindrance favors its formation. 
C)  it is formed via the more/most stable carbocation. 
D)  it is the more/most stable product. 
E)  All of the above are reasons.

Question 15

Addition of excess HCl to 2-methyl-3-heptyne would produce: 2-methyl-3,3-dichloroheptane 2-methyl-2,3-dichloroheptane
I II
2-methyl-4,4-dichloroheptane 2-methyl-3,4-dichloroheptane
III IV
2-methyl-3-chloroheptene
V

Accepted Answer

A)  I and II 
B)  I and III 
C)  II and IV 
D)  V 
E)  All of the above 
A)  I and II 
B)  I and III 
C)  II and IV 
D)  V 
E)  All of the above

Question 16

What is the major product of the following reaction sequence?

Accepted Answer

A) 
  
B) 
  
C) 
  
D) 
  
E)  None of the above 
A) 
  
B) 
  
C) 
  
D) 
  
E)  None of the above

Question 17

Which reaction would yield a racemic product?

Accepted Answer

A)  Cyclopentene + D2/Pt $\rightarrow$ 
B)  Cyclopentene + OsO4,then Na2SO3 $\rightarrow$ 
C)  Cyclopentene + Br2/H2O $\rightarrow$ 
D)  Cyclopentene + cold,dilute KMnO4 $\rightarrow$ 
E)  Cyclopentene + dilute H2SO4 $\rightarrow$ 
A)  Cyclopentene + D2/Pt $\rightarrow$ 
B)  Cyclopentene + OsO4,then Na2SO3 $\rightarrow$ 
C)  Cyclopentene + Br2/H2O $\rightarrow$ 
D)  Cyclopentene + cold,dilute KMnO4 $\rightarrow$ 
E)  Cyclopentene + dilute H2SO4 $\rightarrow$

Question 18

What is the major product for the following reaction?

Accepted Answer

A) 
  
B) 
  
C) 
  
D) 
  
E)  More than one of the above 
A) 
  
B) 
  
C) 
  
D) 
  
E)  More than one of the above

Question 19

Neutral divalent carbon compounds are called ___________.

Accepted Answer

The answer of Neutral divalent carbon compounds are called ___________....

Question 20

What would be the major product of the following reaction?

Accepted Answer

A)  Equal amounts of I and II 
B)  Equal amounts of II and III 
C)  Equal amounts of III and IV 
D)  I and II as major products,III and IV as minor products 
E)  All of the above in equal amounts 
A)  Equal amounts of I and II 
B)  Equal amounts of II and III 
C)  Equal amounts of III and IV 
D)  I and II as major products,III and IV as minor products 
E)  All of the above in equal amounts

Exam 8: Alkenes and Alkynes Ii: Addition Reactions

Draw Fischer projection formula(s)of the major product(s)of the reaction between Z-2-methyl-3-hexene and cold,alkaline KMnO4.

A pair of enantiomers results from which of these reactions?

A synthetic strategy for converting trans-2-butene into pure cis-2-butene would consist of which of the following?

Treating 1-methylcyclohexene with HCl would yield primarily which of these?

Ozonolysis of compound Z yields the products shown below.What is the structure of Z?

Consider the ozonolysis products obtained from all the unbranched and unsymmetrical isomers of heptene.The reaction product in each case would consist of:

What is the major product of the following reaction sequence?

What is the major product for the following reaction?

Which of these compounds is not formed when gaseous ethene is bubbled into an aqueous solution of bromine,sodium chloride and sodium nitrate?

What is the major product for the following reaction?

How many compounds are possible from the addition of bromine to CH2=CHCH2CH3 (counting stereoisomers separately)?

Provide a mechanistic explanation for the following observation: The same major product is obtained when 2-ethyl-1-hexene and 3-methyl-2-heptene are allowed to react with HCl.

An alkene adds hydrogen in the presence of a catalyst to give 3,4-dimethylhexane.Ozonolysis of the alkene followed by treatment with zinc and acetic acid gives a single organic product.The structure of the alkene is:

In general,when the addition of an unsymmetrical electrophilic reagent to an unsymmetrical alkene forms the product predicted by Markovnikov's rule,that occurs because:

Addition of excess HCl to 2-methyl-3-heptyne would produce: 2-methyl-3,3-dichloroheptane 2-methyl-2,3-dichloroheptane I II 2-methyl-4,4-dichloroheptane 2-methyl-3,4-dichloroheptane III IV 2-methyl-3-chloroheptene V

What is the major product of the following reaction sequence?

Which reaction would yield a racemic product?

What is the major product for the following reaction?

Neutral divalent carbon compounds are called ___________.

What would be the major product of the following reaction?

Carbon Compounds and Chemical Bonds

Representative Carbon Compounds: Functional Groups, Intermolecular Forces, and Infrared Ir Spectroscopy

An Introduction to Organic Reactions: Acids and Bases

Alkanes: Nomenclature, Conformational Analysis, and an Introduction to Synthesis

Stereochemistry: Chiral Molecules

Ionic Reactions - Nucleophilic Substitution and Elimination Reactions of Alkyl Halides

Alkenes and Alkynes I: Properties and Synthesis, Elimination Reactions of Alkyl Halides

Nuclear Magnetic Resonance and Mass Spectrometry: Tools for Structure Determination

Radical Reactions

Alcohols and Ethers

Alcohols From Carbonyl Compounds Oxidation-Reduction and Organometallic Compounds

Conjugated Unsaturated Systems

Aromatic Compounds

Reactions of Aromatic Compounds

Aldehydes and Ketones I Nucleophilic Addition to the Carbonyl Group

Aldehydes and Ketones Ii Aldol Reactions

Carboxylic Acids and Their Derivatives Nucleophilic Addition - Elimination at the Acyl Carbon

Synthesis and Reactions of Beta-Dicarbonyl Compounds: More Chemistry of Enolate Ions

Amines

Phenols and Aryl Halides: Nucleophilic Aromatic Substitution

Carbohydrates

Lipids

Amino Acids and Proteins

Nucleic Acids and Protein Synthesis

Filters

Draw Fischer projection formula(s)of the major product(s)of the reaction between Z-2-methyl-3-hexene and cold,alkaline KMnO₄.

How many compounds are possible from the addition of bromine to CH₂=CHCH₂CH₃ (counting stereoisomers separately)?