Question 1

Which compounds could be used in a Diels-Alder synthesis of

Accepted Answer

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

Question 2

Which compounds could be used in a Diels-Alder synthesis of

Accepted Answer

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

Question 3

Which compound would have a UV absorption band at longest wavelength?

Accepted Answer

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

Question 4

Which compound would have the shortest carbon-carbon single bond?

Accepted Answer

A) CH$\equiv$C-CH=CH-CH2-CH3 
B) CH2=CH-CH=CH-CH3 
C) HC$\equiv$C-CH2-C$\equiv$C-CH3 
D) CH2=CH-C$\equiv$C-CH2-CH3 
E) CH3-C$\equiv$C-C$\equiv$C-CH3 
A) CH$\equiv$C-CH=CH-CH2-CH3 
B) CH2=CH-CH=CH-CH3 
C) HC$\equiv$C-CH2-C$\equiv$C-CH3 
D) CH2=CH-C$\equiv$C-CH2-CH3 
E) CH3-C$\equiv$C-C$\equiv$C-CH3

Question 5

Which compounds could be used in a Diels-Alder synthesis of

Accepted Answer

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

Question 6

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 7

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

Accepted Answer

A) I 
B) II 
C) III 
D) IV 
E) None of these choices. 
A) I 
B) II 
C) III 
D) IV 
E) None of these choices.

Question 8

How would you synthesize:

Accepted Answer

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

Question 9

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

Question 10

Which of the following dienes might react with bromine in CCl4 to yield 2,5-dibromo-3-hexene?

Accepted Answer

A) CH2=CHCH2CH2CH=CH2 
B) CH2=CHCH=CHCH2CH3 
C) CH3CH=C=CHCH2CH3 
D) CH3CH=CHCH=CHCH3 
E) CH3CH=CHCH2CH=CH2 
A) CH2=CHCH2CH2CH=CH2 
B) CH2=CHCH=CHCH2CH3 
C) CH3CH=C=CHCH2CH3 
D) CH3CH=CHCH=CHCH3 
E) CH3CH=CHCH2CH=CH2

Question 11

Which of these dienes is the most reactive in the Diels-Alder reaction?

Accepted Answer

A) 1,3-Butadiene 
B) 1,4-Pentadiene 
C) 2,3,-Dimethyl-1,3-butadiene 
D) 1,2-Butadiene 
E) 1,4-Cyclohexadiene 
A) 1,3-Butadiene 
B) 1,4-Pentadiene 
C) 2,3,-Dimethyl-1,3-butadiene 
D) 1,2-Butadiene 
E) 1,4-Cyclohexadiene

Question 12

The HOMO 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 13

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

Accepted Answer

A) I 
B) II 
C) III 
D) IV 
E) None of these choices. 
A) I 
B) II 
C) III 
D) IV 
E) None of these choices.

Question 14

The substituent R on the bicyclic compound shown is considered to be?

Accepted Answer

A) axial 
B) equatorial 
C) endo 
D) exo 
E) trans 
A) axial 
B) equatorial 
C) endo 
D) exo 
E) trans

Question 15

Select the structure(s)in which the multiple bonds are conjugated.

Accepted Answer

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

Question 16

A correct IUPAC name of the compound below is:

Accepted Answer

A) 1-Bromo-1-methyl-2,5-cyclohexadiene 
B) 3-Bromo-3-methyl-1,4-cyclohexadiene 
C) 6-Bromo-6-methyl-1,4-cyclohexadiene 
D) 2-Bromo-2-methyl-1,3-cyclohexadiene 
E) None of these choices. 
A) 1-Bromo-1-methyl-2,5-cyclohexadiene 
B) 3-Bromo-3-methyl-1,4-cyclohexadiene 
C) 6-Bromo-6-methyl-1,4-cyclohexadiene 
D) 2-Bromo-2-methyl-1,3-cyclohexadiene 
E) None of these choices.

Question 17

Draw arrows to indicate the electron flow for the following intramolecular Diels-Alder cycloaddition reaction:

Accepted Answer

The answer of Draw arrows to indicate the electron flow...

Question 18

Which of the following dienes would you expect to be the least stable?

Accepted Answer

A) CH3CH2CH=CHCH2CH=CHCH3 
B) CH3CH=CHCH=CHCH2CH3 
C) CH2=CHCH2CH2CH2CH=CH2 
D) CH2=CHCH=CHCH2CH2CH3 
E) CH3CH=C(CH3)CH=CHCH2CH3 
A) CH3CH2CH=CHCH2CH=CHCH3 
B) CH3CH=CHCH=CHCH2CH3 
C) CH2=CHCH2CH2CH2CH=CH2 
D) CH2=CHCH=CHCH2CH2CH3 
E) CH3CH=C(CH3)CH=CHCH2CH3

Question 19

Show the steps and reagents necessary to prepare the following compound from organic compounds having six carbons or less.Use retrosynthetic analysis as a tool to guide your synthesis.

Accepted Answer

The answer of Show the steps and reagents necessary to...

Question 20

UV-vis spectroscopy can be used to indicate whether ___ is present.

Accepted Answer

The answer of UV-vis spectroscopy can be used to indicate...

Exam 13: Conjugated Unsaturated Systems

Which compounds could be used in a Diels-Alder synthesis of

Which compounds could be used in a Diels-Alder synthesis of

Which compound would have a UV absorption band at longest wavelength?

Which compound would have the shortest carbon-carbon single bond?

Which compounds could be used in a Diels-Alder synthesis of

Select the structure of the conjugated diene.

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

How would you synthesize:

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

Which of the following dienes might react with bromine in CCl4 to yield 2,5-dibromo-3-hexene?

Which of these dienes is the most reactive in the Diels-Alder reaction?

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

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

The substituent R on the bicyclic compound shown is considered to be?

Select the structure(s)in which the multiple bonds are conjugated.

A correct IUPAC name of the compound below is:

Draw arrows to indicate the electron flow for the following intramolecular Diels-Alder cycloaddition reaction:

Which of the following dienes would you expect to be the least stable?

Show the steps and reagents necessary to prepare the following compound from organic compounds having six carbons or less.Use retrosynthetic analysis as a tool to guide your synthesis.

UV-vis spectroscopy can be used to indicate whether ___ is present.

The Basics

Families of Carbon

Acids and Bases

Nomenclature and Conformations of Alkanes and Cycloalkanes

Stereochemistry

Nucleophilic Reactions

Alkenes and Alkynes I

Alkenes and Alkynes II

Nuclear Magnetic Resonance and Mass Spectrometry

Radical Reactions

Alcohols and Ethers

Alcohols From Carbonyl Compounds

Aromatic Compounds

Reactions of Aromatic Compounds

Aldehydes and Ketones

Carboxylic Acids and Their Derivatives

Reactions at the Α Carbon of Carbonyl Compounds

Condensation and Conjugate Addition Reactions of Carbonyl Compounds

Amines

Transition Metal Complexes

Carbohydrates

Lipids

Amino Acids and Proteins

Nucleic Acids and Protein Synthesis

Filters

Which of the following dienes might react with bromine in CCl₄ to yield 2,5-dibromo-3-hexene?