Question 1

Reaction of trans-2-hexene with a solution of Br2 in CCl4 produces:

Accepted Answer

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

Question 2

What is the major product for the following reaction?

Accepted Answer

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

Question 3

Treating 1-methylcyclohexene with H3O+ would yield primarily which of these?

Accepted Answer

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

Question 4

An optically active compound,Y,with the molecular formula C7H12 gives a positive test with cold dilute KMnO4 and shows IR absorption at about 3300 cm-1.On catalytic hydrogenation,Y yields Z(C7H16)and Z is also optically active.Which is a possible structure for Y?

Accepted Answer

A)  CH3CH2CH2CH2CH2C$ \equiv$CH 
B)  (CH3)2CHCH2CH2C$ \equiv$CH 
C)  CH3CH2CH(CH3)CH2C$ \equiv$CH 
D)  CH3CH2CH(CH3)C$ \equiv$CCH3 
E)  CH2=CHCH(CH3)CH2CH=CH2 
A)  CH3CH2CH2CH2CH2C$ \equiv$CH 
B)  (CH3)2CHCH2CH2C$ \equiv$CH 
C)  CH3CH2CH(CH3)CH2C$ \equiv$CH 
D)  CH3CH2CH(CH3)C$ \equiv$CCH3 
E)  CH2=CHCH(CH3)CH2CH=CH2

Question 5

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 6

Which product would you expect from the following reaction?

Accepted Answer

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

Question 7

What would be the major product of the following reaction?

Accepted Answer

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

Question 8

Which alkene would yield only CH3CH2COOH on oxidation with hot alkaline potassium permanganate (followed by acid work-up)?

Accepted Answer

A)  (
E) -2-hexene 
B)  (Z)-2-hexene 
C)  2-methyl-2-pentene 
D)  (
E) -3-hexene 
E)  (
E) -4-methyl-2-pentene 
A)  (
E) -2-hexene 
B)  (Z)-2-hexene 
C)  2-methyl-2-pentene 
D)  (
E) -3-hexene 
E)  (
E) -4-methyl-2-pentene

Question 9

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 10

Hydroxylation of cis-2-pentene with cold alkaline KMnO4 yields

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

Question 11

Predict the major product(s)of the following reaction,giving regiochemical and/or stereochemical details as relevant.

Accepted Answer

@#IMG-DLM& The reaction takes place with

Question 12

Determine a possible structure for an alkene,X,formula C9H14,on the basis of the following information: X adds one mole of hydrogen on catalytic hydrogenation.On treatment with hot basic KMnO4 followed by acidification,X yields the following dicarboxylic acid.   A possible structure for X might be:

Accepted Answer

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

Question 13

Cyclohexene is treated with cold dilute alkaline KMnO4.Assuming syn addition,the spatial arrangement of the two hydroxyl groups in the product would be:

Accepted Answer

A)  equatorial-axial 
B)  axial-axial 
C)  equatorial-equatorial 
D)  coplanar 
E)  trans 
A)  equatorial-axial 
B)  axial-axial 
C)  equatorial-equatorial 
D)  coplanar 
E)  trans

Question 14

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 15

Predict the structure of product obtained when cis-2-hexene is allowed to react with Zn/CH2I2.

Accepted Answer

@#IMG-DLM& The Zn/CH₂I₂ produces a carbene which rea

Question 16

What would be the major product of the following reaction?

Accepted Answer

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

Question 17

What compound would yield an equimolar mixture of CH3CH2CH2CHO and CH3CHO upon treatment with O3,followed by Zn/HOAc?

Accepted Answer

A)  1-Hexene 
B)  cis-2-Hexene 
C)  trans-2-Hexene 
D)  More than one of these 
E)  None of these 
A)  1-Hexene 
B)  cis-2-Hexene 
C)  trans-2-Hexene 
D)  More than one of these 
E)  None of these

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

A reaction in which the reactant is not necessarily chiral but still produces primarily one stereoisomeric form of the product (or a specific subset of the possible stereoisomers)is referred to as a _________________ reaction.

Accepted Answer

The answer of A reaction in which the reactant is...

Question 20

Compound C has the molecular formula C7H12.On catalytic hydrogenation,1 mol of C absorbs 1 mol of hydrogen and yields a compound with the molecular formula C7H14.On ozonolysis and subsequent treatment with zinc and acetic acid,C yields only:   The structure of C is:

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

Reaction of trans-2-hexene with a solution of Br2 in CCl4 produces:

What is the major product for the following reaction?

Treating 1-methylcyclohexene with H3O+ would yield primarily which of these?

An optically active compound,Y,with the molecular formula C7H12 gives a positive test with cold dilute KMnO4 and shows IR absorption at about 3300 cm-1.On catalytic hydrogenation,Y yields Z(C7H16)and Z is also optically active.Which is a possible structure for Y?

What is the major product for the following reaction?

Which product would you expect from the following reaction?

What would be the major product of the following reaction?

Which alkene would yield only CH3CH2COOH on oxidation with hot alkaline potassium permanganate (followed by acid work-up)?

What is the major product for the following reaction?

Hydroxylation of cis-2-pentene with cold alkaline KMnO4 yields

Predict the major product(s)of the following reaction,giving regiochemical and/or stereochemical details as relevant.

Determine a possible structure for an alkene,X,formula C9H14,on the basis of the following information: X adds one mole of hydrogen on catalytic hydrogenation.On treatment with hot basic KMnO4 followed by acidification,X yields the following dicarboxylic acid. A possible structure for X might be:

Cyclohexene is treated with cold dilute alkaline KMnO4.Assuming syn addition,the spatial arrangement of the two hydroxyl groups in the product would be:

What is the major product of the following reaction sequence?

Predict the structure of product obtained when cis-2-hexene is allowed to react with Zn/CH2I2.

What would be the major product of the following reaction?

What compound would yield an equimolar mixture of CH3CH2CH2CHO and CH3CHO upon treatment with O3,followed by Zn/HOAc?

What is the major product for the following reaction?

A reaction in which the reactant is not necessarily chiral but still produces primarily one stereoisomeric form of the product (or a specific subset of the possible stereoisomers)is referred to as a _________________ reaction.

Compound C has the molecular formula C7H12.On catalytic hydrogenation,1 mol of C absorbs 1 mol of hydrogen and yields a compound with the molecular formula C7H14.On ozonolysis and subsequent treatment with zinc and acetic acid,C yields only: The structure of C is:

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

Reaction of trans-2-hexene with a solution of Br₂in CCl₄ produces:

Treating 1-methylcyclohexene with H₃O⁺ would yield primarily which of these?

An optically active compound,Y,with the molecular formula C₇H₁₂gives a positive test with cold dilute KMnO₄ and shows IR absorption at about 3300 cm^-1.On catalytic hydrogenation,Y yields Z(C₇H₁₆)and Z is also optically active.Which is a possible structure for Y?

Which alkene would yield only CH₃CH₂COOH on oxidation with hot alkaline potassium permanganate (followed by acid work-up)?

Hydroxylation of cis-2-pentene with cold alkaline KMnO₄ yields

Cyclohexene is treated with cold dilute alkaline KMnO₄.Assuming syn addition,the spatial arrangement of the two hydroxyl groups in the product would be:

Predict the structure of product obtained when cis-2-hexene is allowed to react with Zn/CH₂I₂.

What compound would yield an equimolar mixture of CH₃CH₂CH₂CHO and CH₃CHO upon treatment with O₃,followed by Zn/HOAc?

Compound C has the molecular formula C₇H_12.On catalytic hydrogenation,1 mol of C absorbs 1 mol of hydrogen and yields a compound with the molecular formula C₇H₁₄.On ozonolysis and subsequent treatment with zinc and acetic acid,C yields only: The structure of C is: