Question 1

With the exception of halogens,activating groups are ___ directors and deactivating groups are ___ directors.

Accepted Answer

The answer of With the exception of halogens,activating groups are...

Question 2

The major product,D,of the following reaction,  would be:

Accepted Answer

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

Question 3

Which reagent(s) would you use to carry out the following transformation? isopropylbenzene  →	o→  2- and 4-chloro-1-isopropylbenzene

Accepted Answer

A)  Cl2,light,and heat
B)  Cl2,FeCl3
C)  SOCl2
D)  C2H5Cl,AlCl3
E)  HCl,peroxides

Question 4

When toluene is reacted in turn with 1) Cl2 (large excess) ,heat,and light and 2) Br2,FeBr3,the chief product is: 2 (large excess) ,heat,and light and 2) Br2,FeBr3,the chief product is:   A) I B) II C) III D) IV E) A mixture of III and IV." class="answers-bank-image d-inline" rel="preload" >

Accepted Answer

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

Question 5

The reaction of benzene with  in the presence of anhydrous aluminum chloride produces principally which of these?

Accepted Answer

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

Question 6

Which reagent would you use as the basis for a simple chemical test that would distinguish between toluene and vinylbenzene (C6H5CH=CH2) ?

Accepted Answer

A)  NaOH/H2O
B)  Br2/CCl4
C)  NaBH4
D)  HCl/H2O
E)  NaI in acetone

Question 7

What reagent can effect the following transformation? 2; then H3O+ B) H3O+,heat C) Mg; then CO2; then H3O+ D) H2O2,heat E) KMnO4,OH-,heat; then H3O+" class="answers-bank-image d-inline" rel="preload" >

Accepted Answer

A)  CO2; then H3O+
B)  H3O+,heat
C)  Mg; then CO2; then H3O+
D)  H2O2,heat
E)  KMnO4,OH-,heat; then H3O+

Question 8

Toluene is subjected to the action of the following reagents in the order given: (1) KMnO4,OH-,heat; then H3O+ (2) HNO3,H2SO4 (3) Br2,FeBr3 What is the final product of this sequence? 4,OH-,heat; then H3O+ (2) HNO3,H2SO4 (3) Br2,FeBr3 What is the final product of this sequence?   A) I B) II C) III D) IV E) V" class="answers-bank-image d-inline" rel="preload" >

Accepted Answer

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

Question 9

Which is the best sequence of reactions for the following transformation? 3,H2SO4; ii) CH3MgBr,Et2O; iii) H2O,NH4Cl B) i) CH3MgBr,Et2O; ii) H3O+,heat; iii) HNO3,H2SO4 C) i) HNO3,H2SO4; ii) NaBH4,H2O; iii) H3O+,heat D) i) HNO3,H2SO4; ii) LiAlH4,H2O; iii) H3O+,heat E) None of these syntheses is satisfactory." class="answers-bank-image d-inline" rel="preload" >

Accepted Answer

A)  i) HNO3,H2SO4; ii) CH3MgBr,Et2O; iii) H2O,NH4Cl
B)  i) CH3MgBr,Et2O; ii) H3O+,heat; iii) HNO3,H2SO4
C)  i) HNO3,H2SO4; ii) NaBH4,H2O; iii) H3O+,heat
D)  i) HNO3,H2SO4; ii) LiAlH4,H2O; iii) H3O+,heat
E)  None of these syntheses is satisfactory.

Question 10

Suggest a reasonable synthetic strategy for the synthesis of 4-methyl-1-phenyl-1-pentanol from 4-methylpentanoyl chloride,(CH3)2CHCH2CH2COCl

Accepted Answer

Question 11

Which reagent(s) would you use to carry out the following transformation? t-butylbenzene  →	o→  p-chloro substitution product

Accepted Answer

A)  Cl2,light,and heat
B)  Cl2,FeCl3
C)  SOCl2
D)  C2H5Cl,AlCl3
E)  HCl,peroxide

Question 12

Based on your knowledge of electrophilic aromatic substitution,predict the position of attack of an electrophile on pyridine,i.e.,does the electrophile E+ attack carbon 2,3,or 4? Explain your answer.  Which substitution product(s)forms and why?

Accepted Answer

The 3 substitution product is ...

Question 13

Which of the following reactions would yield isopropylbenzene as the major product?

Accepted Answer

A)   
B)   
C)   
D)   
E)  All of these choices.

Question 14

What would be the major product(s) of the following reaction?

Accepted Answer

A)  I
B)  II
C)  III
D)  Equal amounts of I and IV.
E)  Equal amounts of II and IV.

Question 15

Which of the following compounds would be least reactive toward electrophilic substitution?

Accepted Answer

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

Question 16

Using a potential energy diagram,explain/illustrate the preferential formation of the 3 substituted product instead of the 2 product in the electrophilic aromatic substitution of indole (shown).

Accepted Answer

3-substitution is preferred,since this l...

Question 17

What would be the major product of the following reaction?

Accepted Answer

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

Question 18

What product would result from the following series of reactions,

Accepted Answer

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

Question 19

Which would be the product,X,of the following reaction sequence?

Accepted Answer

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

Question 20

Which reagent or test could you use to distinguish between phenylacetylene and vinylbenzene?

Accepted Answer

A)  NaOH/H2O
B)  Br2/CCl4
C)  IR Spectroscopy
D)  CrO3/H2SO4
E)  Concd.H2SO4

Exam 15: Reactions of Aromatic Compounds

Using a potential energy diagram,explain/illustrate the preferential formation of the 3 substituted product instead of the 2 product in the electrophilic aromatic substitution of indole (shown).

Correct Answerverified3-substitution is preferred,since this l...View AnswerShow Answer

Based on your knowledge of electrophilic aromatic substitution,predict the position of attack of an electrophile on pyridine,i.e.,does the electrophile E+ attack carbon 2,3,or 4? Explain your answer. Which substitution product(s)forms and why?

Correct AnswerverifiedThe 3 substitution product is ...View AnswerShow Answer

The reaction of benzene with in the presence of anhydrous aluminum chloride produces principally which of these?

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Which of the following reactions would yield isopropylbenzene as the major product?

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The major product,D,of the following reaction, would be:

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With the exception of halogens,activating groups are ___ directors and deactivating groups are ___ directors.

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When toluene is reacted in turn with 1) Cl2 (large excess) ,heat,and light and 2) Br2,FeBr3,the chief product is:

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What reagent can effect the following transformation?

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What would be the major product of the following reaction?

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What would be the major product(s) of the following reaction?

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Which is the best sequence of reactions for the following transformation?

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Which reagent(s) would you use to carry out the following transformation? isopropylbenzene →\to→ 2- and 4-chloro-1-isopropylbenzene

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What product would result from the following series of reactions,

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Which would be the product,X,of the following reaction sequence?

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Which reagent would you use as the basis for a simple chemical test that would distinguish between toluene and vinylbenzene (C6H5CH=CH2) ?

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Suggest a reasonable synthetic strategy for the synthesis of 4-methyl-1-phenyl-1-pentanol from 4-methylpentanoyl chloride,(CH3)2CHCH2CH2COCl

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Which reagent(s) would you use to carry out the following transformation? t-butylbenzene →\to→ p-chloro substitution product

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Which reagent or test could you use to distinguish between phenylacetylene and vinylbenzene?

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Which of the following compounds would be least reactive toward electrophilic substitution?

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Toluene is subjected to the action of the following reagents in the order given: (1) KMnO4,OH-,heat; then H3O+ (2) HNO3,H2SO4 (3) Br2,FeBr3 What is the final product of this sequence?

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3-substitution is preferred,since this l...
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Based on your knowledge of electrophilic aromatic substitution,predict the position of attack of an electrophile on pyridine,i.e.,does the electrophile E⁺ attack carbon 2,3,or 4? Explain your answer. Which substitution product(s)forms and why?

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The 3 substitution product is ...
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With the exception of halogens,activating groups are _ directors and deactivating groups are _ directors.

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When toluene is reacted in turn with 1) Cl₂ (large excess) ,heat,and light and 2) Br₂,FeBr₃,the chief product is:

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Which reagent(s) would you use to carry out the following transformation? isopropylbenzene $\to$ 2- and 4-chloro-1-isopropylbenzene

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Which reagent would you use as the basis for a simple chemical test that would distinguish between toluene and vinylbenzene (C₆H₅CH=CH₂) ?

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Suggest a reasonable synthetic strategy for the synthesis of 4-methyl-1-phenyl-1-pentanol from 4-methylpentanoyl chloride,(CH₃)₂CHCH₂CH₂COCl

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Which reagent(s) would you use to carry out the following transformation? t-butylbenzene $\to$ p-chloro substitution product

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Toluene is subjected to the action of the following reagents in the order given: (1) KMnO₄,OH^-,heat; then H₃O⁺ (2) HNO₃,H₂SO₄ (3) Br₂,FeBr₃ What is the final product of this sequence?

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