Question 1

Which of these compounds will react with cold concd.H2SO4,as well as Br2 in CCl4 ?

Accepted Answer

A)  CH3CH2CH=CHCH3 
B)  CH3CH2CH2CH=CH2 
C)  CH3CH2C$ \equiv$CCH3 
D)  (CH3)2CHC$ \equiv$CH 
E)  All of these 
A)  CH3CH2CH=CHCH3 
B)  CH3CH2CH2CH=CH2 
C)  CH3CH2C$ \equiv$CCH3 
D)  (CH3)2CHC$ \equiv$CH 
E)  All of these

Question 2

Acid-catalyzed hydration of 2-methyl-1-butene would yield which of the following?

Accepted Answer

A)  (CH3)2C(OH)CH2CH3 
B)  CH2OHCH(CH3)CH2CH3 
C)  (CH3)2CHCHOHCH3 
D)  (CH3)2CHCH2CH2OH 
E)  CH3CH2CH(CH3)CH2OH 
A)  (CH3)2C(OH)CH2CH3 
B)  CH2OHCH(CH3)CH2CH3 
C)  (CH3)2CHCHOHCH3 
D)  (CH3)2CHCH2CH2OH 
E)  CH3CH2CH(CH3)CH2OH

Question 3

Which of the following reactions of cyclobutene would yield a meso product?

Accepted Answer

A)  Reaction with H3O+,H2O 
B)  Reaction with Br2,CCl4 
C)  Reaction with Cl2,CCl4 
D)  Reaction with D2,Pt 
E)  Reaction with hot,alkaline KMnO4,followed by acid workup 
A)  Reaction with H3O+,H2O 
B)  Reaction with Br2,CCl4 
C)  Reaction with Cl2,CCl4 
D)  Reaction with D2,Pt 
E)  Reaction with hot,alkaline KMnO4,followed by acid workup

Question 4

What is the major product of the following reaction sequence?

Accepted Answer

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

Question 5

What is the major product for the following reaction?

Accepted Answer

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

Question 6

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 7

Draw Fischer projection formulas of the major product of the reaction between E-2-methyl-3-hexene and aqueous Br2.

Accepted Answer

@#IMG-DLM& The reaction takes place with anti ster

Question 8

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 9

The reaction of BrCl (bromine monochloride)with 1-methylcyclopentene will produce as the predominant product:

Accepted Answer

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

Question 10

The interaction of the $\pi$bond of an alkene with an electrophile can initially result in the formation of a species termed a  $\pi$ complex.Which of these cannot combine with an alkene to form a  $\pi$ complex?

Accepted Answer

A)  H+ 
B)  NH3 
C)  Ag+ 
D)  Hg2+ 
E)  BF3 
A)  H+ 
B)  NH3 
C)  Ag+ 
D)  Hg2+ 
E)  BF3

Question 11

An unknown compound,A,has the molecular formula C7H12.On oxidation with hot aqueous potassium permanganate,A yields CH3CH2COOH and (CH3)2CHCOOH.Which of the following structures best represents A?

Accepted Answer

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

Question 12

One mole of an optically active compound,X,with the molecular formula C6H8 reacts with three moles of hydrogen in the presence of a catalyst to yield an optically inactive product that cannot be resolved.X also exhibits IR absorption at approximately 3300 cm-1.Which is a possible structure for X?

Accepted Answer

A)  (
E) -4-hexen-1-yne 
B)  (Z)-4-hexen-1-yne 
C)  (
E) -2-hexen-4-yne 
D)  2-methyl-1-penten-3-yne 
E)  3-methyl-1-penten-4-yne 
A)  (
E) -4-hexen-1-yne 
B)  (Z)-4-hexen-1-yne 
C)  (
E) -2-hexen-4-yne 
D)  2-methyl-1-penten-3-yne 
E)  3-methyl-1-penten-4-yne

Question 13

What is the final product of the following synthesis?

Accepted Answer

A)  I 
B)  II 
C)  III 
D)  IV 
E)  An equimolar mixture of III and IV 
A)  I 
B)  II 
C)  III 
D)  IV 
E)  An equimolar mixture of III and IV

Question 14

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 15

Which of the following could be used as the basis for a simple test that would distinguish between 1-pentyne and pentane?

Accepted Answer

A)  IR examination 
B)  Br2/CCl4 
C)  KMnO4/H2O 
D)  Two of these 
E)  All of these 
A)  IR examination 
B)  Br2/CCl4 
C)  KMnO4/H2O 
D)  Two of these 
E)  All of these

Question 16

What is the major product of the following reaction sequence?

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 17

(R)-3-Chloro-1-butene reacts with HCl by Markovnikov addition,and the products are separated by gas chromatography.How many total fractions would be obtained and how many would be optically active?

Accepted Answer

A)  One optically active fraction only 
B)  One optically active fraction and one optically inactive 
C)  Two optically active fractions 
D)  One optically active fraction and two optically inactive 
E)  Two optically active fractions and one optically inactive 
A)  One optically active fraction only 
B)  One optically active fraction and one optically inactive 
C)  Two optically active fractions 
D)  One optically active fraction and two optically inactive 
E)  Two optically active fractions and one optically inactive

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

What is the chief product of the reaction of IBr with 2-methyl-2-pentene?

Accepted Answer

A)  2-bromo-3-iodo-2-methylpentane 
B)  3-bromo-2-iodo-2-methylpentane 
C)  1-bromo-2-iodo-2-methylpentane 
D)  2-bromo-1-iodo-2-methylpentane 
E)  All of the above 
A)  2-bromo-3-iodo-2-methylpentane 
B)  3-bromo-2-iodo-2-methylpentane 
C)  1-bromo-2-iodo-2-methylpentane 
D)  2-bromo-1-iodo-2-methylpentane 
E)  All of the above

Question 20

An alkene with the molecular formula C10H18  is treated with ozone and then with zinc and acetic acid.The only product isolated from these reactions is:   What is the structure of the alkene?

Accepted Answer

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

Exam 8: Alkenes and Alkynes Ii: Addition Reactions

Which of these compounds will react with cold concd.H2SO4,as well as Br2 in CCl4 ?

Acid-catalyzed hydration of 2-methyl-1-butene would yield which of the following?

Which of the following reactions of cyclobutene would yield a meso product?

What is the major product of the following reaction sequence?

What is the major product for the following reaction?

What is the major product for the following reaction?

Draw Fischer projection formulas of the major product of the reaction between E-2-methyl-3-hexene and aqueous Br2.

What is the major product of the following reaction sequence?

The reaction of BrCl (bromine monochloride)with 1-methylcyclopentene will produce as the predominant product:

The interaction of the π\piπ bond of an alkene with an electrophile can initially result in the formation of a species termed a π\piπ complex.Which of these cannot combine with an alkene to form a π\piπ complex?

An unknown compound,A,has the molecular formula C7H12.On oxidation with hot aqueous potassium permanganate,A yields CH3CH2COOH and (CH3)2CHCOOH.Which of the following structures best represents A?

One mole of an optically active compound,X,with the molecular formula C6H8 reacts with three moles of hydrogen in the presence of a catalyst to yield an optically inactive product that cannot be resolved.X also exhibits IR absorption at approximately 3300 cm-1.Which is a possible structure for X?

What is the final product of the following synthesis?

What is the major product for the following reaction?

Which of the following could be used as the basis for a simple test that would distinguish between 1-pentyne and pentane?

What is the major product of the following reaction sequence?

(R)-3-Chloro-1-butene reacts with HCl by Markovnikov addition,and the products are separated by gas chromatography.How many total fractions would be obtained and how many would be optically active?

What is the major product for the following reaction?

What is the chief product of the reaction of IBr with 2-methyl-2-pentene?

An alkene with the molecular formula C10H18 is treated with ozone and then with zinc and acetic acid.The only product isolated from these reactions is: What is the structure of the alkene?

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

Which of these compounds will react with cold concd.H₂SO₄,as well as Br₂ in CCl₄ ?

Draw Fischer projection formulas of the major product of the reaction between E-2-methyl-3-hexene and aqueous Br₂.

The interaction of the $\pi$ bond of an alkene with an electrophile can initially result in the formation of a species termed a $\pi$ complex.Which of these cannot combine with an alkene to form a $\pi$ complex?

An unknown compound,A,has the molecular formula C₇H₁₂.On oxidation with hot aqueous potassium permanganate,A yields CH₃CH₂COOH and (CH₃)₂CHCOOH.Which of the following structures best represents A?

An alkene with the molecular formula C₁₀H₁₈ is treated with ozone and then with zinc and acetic acid.The only product isolated from these reactions is: What is the structure of the alkene?