Question 1

Which is 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 2

Which diene and dienophile would you choose to synthesize the following compound?

Accepted Answer

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

Question 3

Treatment of 2-butene (cis or trans)with N-bromosuccinimide in CCl4 would yield mainly:

Accepted Answer

A)  CH3CHBrCHBrCH3 alone 
B)  CH3CH=CBrCH3 alone 
C)  CH3CH=CHCH2Br alone 
D)  CH2BrCH2CH=CH2 and CH3CH=CHCH2Br 
E)  CH3CHBrCH=CH2 and CH3CH=CHCH2Br 
A)  CH3CHBrCHBrCH3 alone 
B)  CH3CH=CBrCH3 alone 
C)  CH3CH=CHCH2Br alone 
D)  CH2BrCH2CH=CH2 and CH3CH=CHCH2Br 
E)  CH3CHBrCH=CH2 and CH3CH=CHCH2Br

Question 4

Which alkene would you expect to have the lowest heat of hydrogenation?

Accepted Answer

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

Question 5

Which of these symbols is used in connection with the intensity of absorption in the UV-visible region?

Accepted Answer

A)  "$\infty$" 
B)  "$\nu$" 
C)  "$\varepsilon$" 
D)  "$\lambda$" 
E)  "$\theta$ " 
A)  "$\infty$" 
B)  "$\nu$" 
C)  "$\varepsilon$" 
D)  "$\lambda$" 
E)  "$\theta$ "

Question 6

Which pair does not represent a pair of resonance structures?

Accepted Answer

A)  I 
B)  II 
C)  III 
D)  IV 
E)  All of these represent pairs of resonance structures. 
A)  I 
B)  II 
C)  III 
D)  IV 
E)  All of these represent pairs of resonance structures.

Question 7

Which of these conjugated dienes can undergo a Diels-Alder 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

A reaction under kinetic (or rate)control will yield predominantly:___________.

Accepted Answer

the product whose fo

Question 9

Which of the following could be used to synthesize 3-bromopropene?

Accepted Answer

A) 
  
B) 
  
C)  CH2=CHCH2OH + PBr3 $\rightarrow$ 
D)  More than one of these 
E)  None of these 
A) 
  
B) 
  
C)  CH2=CHCH2OH + PBr3 $\rightarrow$ 
D)  More than one of these 
E)  None of these

Question 10

Which of the following pairs of compounds could be used as the basis for a Diels-Alder synthesis of the compound shown below?

Accepted Answer

A)  I 
B)  II 
C)  III 
D)  IV 
E)  More than one of the above 
A)  I 
B)  II 
C)  III 
D)  IV 
E)  More than one of the above

Question 11

Select the structure of the conjugated diene.

Accepted Answer

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

Question 12

Allylic radicals are ___________ stable than tertiary radicals.

Accepted Answer

The answer of Allylic radicals are ___________ stable than tertiary...

Question 13

The allyl radical has how many  $\pi$ molecular orbitals?

Accepted Answer

A)  1 
B)  2 
C)  3 
D)  4 
E)  5 
A)  1 
B)  2 
C)  3 
D)  4 
E)  5

Question 14

The LUMO of the allylic radical has how many electrons in its ground state?

Accepted Answer

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

Question 15

The HOMO of 1,3-pentadiene has how many electrons in its excited state?

Accepted Answer

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

Question 16

Which carbon-carbon bond in the following compound would you expect to be shortest?

Accepted Answer

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

Question 17

Which is the only compound which can be completely ruled out as a product of the reaction of 1,3-butadiene with HCl?

Accepted Answer

A)  (S)-3-chloro-1-butene 
B)  (R)-3-chloro-1-butene 
C)  (
E) -1-chloro-2-butene 
D)  (Z)-1-chloro-2-butene 
E)  (Z)-2-chloro-2-butene 
A)  (S)-3-chloro-1-butene 
B)  (R)-3-chloro-1-butene 
C)  (
E) -1-chloro-2-butene 
D)  (Z)-1-chloro-2-butene 
E)  (Z)-2-chloro-2-butene

Question 18

Considering both configurational and conformational factors,select the most stable form of 2,4-hexadiene.

Accepted Answer

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

Question 19

The structure below is an intermediate along the way to the production of synthetic
morphine.It is produced through a Diels-Alder cycloaddition reaction.Which
combination of diene and dieneophile will result in its preparation?

Accepted Answer

The answer of The structure below is an intermediate along...

Question 20

Which of these dienes can undergo the Diels-Alder reaction?

Accepted Answer

A) 
  
B) 
  
C) 
  
D) 
  
E)  All of the above can undergo the Diels-Alder reaction. 
A) 
  
B) 
  
C) 
  
D) 
  
E)  All of the above can undergo the Diels-Alder reaction.

Exam 13: Conjugated Unsaturated Systems

Which is the major product of the following reaction?

Which diene and dienophile would you choose to synthesize the following compound?

Treatment of 2-butene (cis or trans)with N-bromosuccinimide in CCl4 would yield mainly:

Which alkene would you expect to have the lowest heat of hydrogenation?

Which of these symbols is used in connection with the intensity of absorption in the UV-visible region?

Which pair does not represent a pair of resonance structures?

Which of these conjugated dienes can undergo a Diels-Alder reaction?

A reaction under kinetic (or rate)control will yield predominantly:___________.

Which of the following could be used to synthesize 3-bromopropene?

Which of the following pairs of compounds could be used as the basis for a Diels-Alder synthesis of the compound shown below?

Select the structure of the conjugated diene.

Allylic radicals are ___________ stable than tertiary radicals.

The allyl radical has how many π\piπ molecular orbitals?

The LUMO of the allylic radical has how many electrons in its ground state?

The HOMO of 1,3-pentadiene has how many electrons in its excited state?

Which carbon-carbon bond in the following compound would you expect to be shortest?

Which is the only compound which can be completely ruled out as a product of the reaction of 1,3-butadiene with HCl?

Considering both configurational and conformational factors,select the most stable form of 2,4-hexadiene.

The structure below is an intermediate along the way to the production of synthetic morphine.It is produced through a Diels-Alder cycloaddition reaction.Which combination of diene and dieneophile will result in its preparation?

Which of these dienes can undergo the Diels-Alder 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

Alkenes and Alkynes Ii: Addition Reactions

Nuclear Magnetic Resonance and Mass Spectrometry: Tools for Structure Determination

Radical Reactions

Alcohols and Ethers

Alcohols From Carbonyl Compounds Oxidation-Reduction and Organometallic Compounds

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

Treatment of 2-butene (cis or trans)with N-bromosuccinimide in CCl₄ would yield mainly:

The allyl radical has how many $\pi$ molecular orbitals?