Question 1

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 2

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 3

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 4

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 5

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 6

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

Accepted Answer

Question 7

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 8

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 9

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

Question 10

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 11

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

Accepted Answer

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

Question 12

What product would result from the following series of reactions,

Accepted Answer

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

Question 13

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 14

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 15

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 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

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 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

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

Accepted Answer

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

Exam 15: Reactions of Aromatic Compounds

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

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

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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 is the best sequence of reactions for the following transformation?

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

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Which of the following reactions would yield isopropylbenzene as the major 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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The major product,D,of the following reaction, would be:

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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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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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What product would result from the following series of reactions,

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

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

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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?

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

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

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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

What would be the major product of the following reaction?

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

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

Correct Answer
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Correct Answer
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Correct Answer
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With the exception of halogens,activating groups are _ directors and deactivating groups are _ directors.

Correct Answer
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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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Correct Answer
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3-substitution is preferred,since this l...
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Which reagent(s) would you use to carry out the following transformation? isopropylbenzene $\to$ 2- and 4-chloro-1-isopropylbenzene

Correct Answer
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