a) Interpretation: Draw the products obtained when the compound shown (methoxybenzene) reacts with (i) Br 2 , FeBr 3 and (2) CH 3 COCl, AlCl 3 . Concept introduction: Aromatic rings can be brominated using Br 2 in the presence of FeBr 3 . The electrophile is Br + . Friedal-Crafts acylation reaction occurs when an aromatic compound is treated with an acyl chloride in the presence of AlCl 3 . The electrophile is RCO + . In aromatic electrophilic substitution reactions methoxy group is an ortho and para directing and activating group. To draw: The products obtained when the compound shown (methoxybenzene) reacts with (i) Br 2 , FeBr 3 and (2) CH 3 COCl, AlCl 3 .

Question

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Answer 1

Question

Chapter 16.SE, Problem 24VC

Interpretation Introduction

a)

Interpretation:

Draw the products obtained when the compound shown (methoxybenzene) reacts with (i) Br₂, FeBr₃ and (2) CH₃COCl, AlCl₃.

Concept introduction:

Aromatic rings can be brominated using Br₂ in the presence of FeBr₃. The electrophile is Br⁺. Friedal-Crafts acylation reaction occurs when an aromatic compound is treated with an acyl chloride in the presence of AlCl₃. The electrophile is RCO⁺. In aromatic electrophilic substitution reactions methoxy group is an ortho and para directing and activating group.

To draw:

The products obtained when the compound shown (methoxybenzene) reacts with (i) Br₂, FeBr₃ and (2) CH₃COCl, AlCl₃.

Expert Solution

Answer to Problem 24VC

(i) The products obtained when the compound shown (methoxybenzene) reacts with Br₂/FeBr₃ are p-bromomethoxybenzene and o-bromomethoxybenzene.

OWLv2 with Student Solutions Manual eBook, 4 terms (24 months) Printed Access Card for McMurry's Organic Chemistry, 9th, Chapter 16.SE, Problem 24VC , additional homework tip 2

(ii) The products obtained when the compound shown (methoxybenzene) reacts with CH₃COCl/AlCl₃ are p-acetylmethoxybenzene and o-acetylmethoxybenzene.

Explanation of Solution

The methoxy group attached to the benzene ring is an ortho & para directing group. When methoxybenzene is brominated and alkylated it directs the incoming electrophiles, Br⁺ and CH₃CO⁺ to ortho & para positions.

Conclusion

(i) The products obtained when the compound shown (methoxybenzene) reacts with Br₂/FeBr₃ are p-bromomethoxybenzene and o-bromomethoxybenzene.

(ii) The products obtained when the compound shown (methoxybenzene) reacts with CH₃COCl/AlCl₃ are p-acetylmethoxybenzene and o-acetylmethoxybenzene.

Interpretation Introduction

b)

Interpretation:

Draw the structures of the products obtained when the compound shown, p-methylbenzaldehyde reacts with (i) Br₂, FeBr₃ and (2) CH₃COCl, AlCl₃.

Concept introduction:

Electrophilic substitution of disubstituted benzenes follows three simple rules. (i) If the directing influence of both the substituents reinforce each other, a single product results. (ii) If the directing influences of both the substituent groups oppose each other, the most powerful activating group among them has the dominant influence but usually a mixture of products results. (iii) In meta disubstituted compounds, further substitution in between the groups occurs only rarely, due to steric reasons.

To show:

The major product(s) produced when p-methylbenzaldehyde reacts with (i) Br₂, FeBr₃ and (2) CH₃COCl, AlCl₃.

Expert Solution

Answer to Problem 24VC

(i) The major product produced when p-methylbenzaldehyde reacts with Br₂/FeBr₃ is 3-bromo-4-methylbenzaldehyde.

(ii) The major product produced when p-methylbenzaldehyde reacts with CH₃COCl/AlCl₃ is 3-acetyl-4-methylbenzaldehyde.

Explanation of Solution

The aldehydic group is a meta directing deactivating group while the methyl group is an ortho and para directing activating group. Thus both methyl and aldehydic groups can direct the entering electrophile into the same position, ortho to methyl and meta to aldehydic group. Thus the Br atom and –COCH₃ group get substituted at a position ortho to methyl and meta to aldehydic group.

Conclusion

(i) The major product produced when p-methylbenzaldehyde reacts with Br₂/FeBr₃ is 3-bromo-4-methylbenzaldehyde.

(ii)The major product produced when p-methylbenzaldehyde reacts with CH₃COCl/AlCl₃ is 3-acetyl-4-methylbenzaldehyde.

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Consider a solution of 0.00304 moles of 4-nitrobenzoic acid (pKa = 3.442) dissolved in 25 mL water and titrated with 0.0991 M NaOH. Calculate the pH at the equivalence point

Answer 2

Question

Chapter 16.SE, Problem 24VC

Interpretation Introduction

a)

Interpretation:

Draw the products obtained when the compound shown (methoxybenzene) reacts with (i) Br₂, FeBr₃ and (2) CH₃COCl, AlCl₃.

Concept introduction:

Aromatic rings can be brominated using Br₂ in the presence of FeBr₃. The electrophile is Br⁺. Friedal-Crafts acylation reaction occurs when an aromatic compound is treated with an acyl chloride in the presence of AlCl₃. The electrophile is RCO⁺. In aromatic electrophilic substitution reactions methoxy group is an ortho and para directing and activating group.

To draw:

The products obtained when the compound shown (methoxybenzene) reacts with (i) Br₂, FeBr₃ and (2) CH₃COCl, AlCl₃.

Expert Solution

Answer to Problem 24VC

(i) The products obtained when the compound shown (methoxybenzene) reacts with Br₂/FeBr₃ are p-bromomethoxybenzene and o-bromomethoxybenzene.

(ii) The products obtained when the compound shown (methoxybenzene) reacts with CH₃COCl/AlCl₃ are p-acetylmethoxybenzene and o-acetylmethoxybenzene.

Explanation of Solution

The methoxy group attached to the benzene ring is an ortho & para directing group. When methoxybenzene is brominated and alkylated it directs the incoming electrophiles, Br⁺ and CH₃CO⁺ to ortho & para positions.

Conclusion

(i) The products obtained when the compound shown (methoxybenzene) reacts with Br₂/FeBr₃ are p-bromomethoxybenzene and o-bromomethoxybenzene.

(ii) The products obtained when the compound shown (methoxybenzene) reacts with CH₃COCl/AlCl₃ are p-acetylmethoxybenzene and o-acetylmethoxybenzene.

Interpretation Introduction

b)

Interpretation:

Draw the structures of the products obtained when the compound shown, p-methylbenzaldehyde reacts with (i) Br₂, FeBr₃ and (2) CH₃COCl, AlCl₃.

Concept introduction:

Electrophilic substitution of disubstituted benzenes follows three simple rules. (i) If the directing influence of both the substituents reinforce each other, a single product results. (ii) If the directing influences of both the substituent groups oppose each other, the most powerful activating group among them has the dominant influence but usually a mixture of products results. (iii) In meta disubstituted compounds, further substitution in between the groups occurs only rarely, due to steric reasons.

To show:

The major product(s) produced when p-methylbenzaldehyde reacts with (i) Br₂, FeBr₃ and (2) CH₃COCl, AlCl₃.

Expert Solution

Answer to Problem 24VC

(i) The major product produced when p-methylbenzaldehyde reacts with Br₂/FeBr₃ is 3-bromo-4-methylbenzaldehyde.

(ii) The major product produced when p-methylbenzaldehyde reacts with CH₃COCl/AlCl₃ is 3-acetyl-4-methylbenzaldehyde.

Explanation of Solution

The aldehydic group is a meta directing deactivating group while the methyl group is an ortho and para directing activating group. Thus both methyl and aldehydic groups can direct the entering electrophile into the same position, ortho to methyl and meta to aldehydic group. Thus the Br atom and –COCH₃ group get substituted at a position ortho to methyl and meta to aldehydic group.

Conclusion

(i) The major product produced when p-methylbenzaldehyde reacts with Br₂/FeBr₃ is 3-bromo-4-methylbenzaldehyde.

(ii)The major product produced when p-methylbenzaldehyde reacts with CH₃COCl/AlCl₃ is 3-acetyl-4-methylbenzaldehyde.

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Answer 3

Question

Chapter 16.SE, Problem 24VC

Interpretation Introduction

a)

Interpretation:

Draw the products obtained when the compound shown (methoxybenzene) reacts with (i) Br₂, FeBr₃ and (2) CH₃COCl, AlCl₃.

Concept introduction:

Aromatic rings can be brominated using Br₂ in the presence of FeBr₃. The electrophile is Br⁺. Friedal-Crafts acylation reaction occurs when an aromatic compound is treated with an acyl chloride in the presence of AlCl₃. The electrophile is RCO⁺. In aromatic electrophilic substitution reactions methoxy group is an ortho and para directing and activating group.

To draw:

The products obtained when the compound shown (methoxybenzene) reacts with (i) Br₂, FeBr₃ and (2) CH₃COCl, AlCl₃.

Expert Solution

Answer to Problem 24VC

(i) The products obtained when the compound shown (methoxybenzene) reacts with Br₂/FeBr₃ are p-bromomethoxybenzene and o-bromomethoxybenzene.

(ii) The products obtained when the compound shown (methoxybenzene) reacts with CH₃COCl/AlCl₃ are p-acetylmethoxybenzene and o-acetylmethoxybenzene.

Explanation of Solution

The methoxy group attached to the benzene ring is an ortho & para directing group. When methoxybenzene is brominated and alkylated it directs the incoming electrophiles, Br⁺ and CH₃CO⁺ to ortho & para positions.

Conclusion

(i) The products obtained when the compound shown (methoxybenzene) reacts with Br₂/FeBr₃ are p-bromomethoxybenzene and o-bromomethoxybenzene.

(ii) The products obtained when the compound shown (methoxybenzene) reacts with CH₃COCl/AlCl₃ are p-acetylmethoxybenzene and o-acetylmethoxybenzene.

Interpretation Introduction

b)

Interpretation:

Draw the structures of the products obtained when the compound shown, p-methylbenzaldehyde reacts with (i) Br₂, FeBr₃ and (2) CH₃COCl, AlCl₃.

Concept introduction:

Electrophilic substitution of disubstituted benzenes follows three simple rules. (i) If the directing influence of both the substituents reinforce each other, a single product results. (ii) If the directing influences of both the substituent groups oppose each other, the most powerful activating group among them has the dominant influence but usually a mixture of products results. (iii) In meta disubstituted compounds, further substitution in between the groups occurs only rarely, due to steric reasons.

To show:

The major product(s) produced when p-methylbenzaldehyde reacts with (i) Br₂, FeBr₃ and (2) CH₃COCl, AlCl₃.

Expert Solution

Answer to Problem 24VC

(i) The major product produced when p-methylbenzaldehyde reacts with Br₂/FeBr₃ is 3-bromo-4-methylbenzaldehyde.

(ii) The major product produced when p-methylbenzaldehyde reacts with CH₃COCl/AlCl₃ is 3-acetyl-4-methylbenzaldehyde.

Explanation of Solution

The aldehydic group is a meta directing deactivating group while the methyl group is an ortho and para directing activating group. Thus both methyl and aldehydic groups can direct the entering electrophile into the same position, ortho to methyl and meta to aldehydic group. Thus the Br atom and –COCH₃ group get substituted at a position ortho to methyl and meta to aldehydic group.

Conclusion

(i) The major product produced when p-methylbenzaldehyde reacts with Br₂/FeBr₃ is 3-bromo-4-methylbenzaldehyde.

(ii)The major product produced when p-methylbenzaldehyde reacts with CH₃COCl/AlCl₃ is 3-acetyl-4-methylbenzaldehyde.

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Answer 4

Question

Chapter 16.SE, Problem 24VC

Interpretation Introduction

a)

Interpretation:

Draw the products obtained when the compound shown (methoxybenzene) reacts with (i) Br₂, FeBr₃ and (2) CH₃COCl, AlCl₃.

Concept introduction:

Aromatic rings can be brominated using Br₂ in the presence of FeBr₃. The electrophile is Br⁺. Friedal-Crafts acylation reaction occurs when an aromatic compound is treated with an acyl chloride in the presence of AlCl₃. The electrophile is RCO⁺. In aromatic electrophilic substitution reactions methoxy group is an ortho and para directing and activating group.

To draw:

The products obtained when the compound shown (methoxybenzene) reacts with (i) Br₂, FeBr₃ and (2) CH₃COCl, AlCl₃.

Expert Solution

Answer to Problem 24VC

(i) The products obtained when the compound shown (methoxybenzene) reacts with Br₂/FeBr₃ are p-bromomethoxybenzene and o-bromomethoxybenzene.

(ii) The products obtained when the compound shown (methoxybenzene) reacts with CH₃COCl/AlCl₃ are p-acetylmethoxybenzene and o-acetylmethoxybenzene.

Explanation of Solution

The methoxy group attached to the benzene ring is an ortho & para directing group. When methoxybenzene is brominated and alkylated it directs the incoming electrophiles, Br⁺ and CH₃CO⁺ to ortho & para positions.

Conclusion

(i) The products obtained when the compound shown (methoxybenzene) reacts with Br₂/FeBr₃ are p-bromomethoxybenzene and o-bromomethoxybenzene.

(ii) The products obtained when the compound shown (methoxybenzene) reacts with CH₃COCl/AlCl₃ are p-acetylmethoxybenzene and o-acetylmethoxybenzene.

Interpretation Introduction

b)

Interpretation:

Draw the structures of the products obtained when the compound shown, p-methylbenzaldehyde reacts with (i) Br₂, FeBr₃ and (2) CH₃COCl, AlCl₃.

Concept introduction:

Electrophilic substitution of disubstituted benzenes follows three simple rules. (i) If the directing influence of both the substituents reinforce each other, a single product results. (ii) If the directing influences of both the substituent groups oppose each other, the most powerful activating group among them has the dominant influence but usually a mixture of products results. (iii) In meta disubstituted compounds, further substitution in between the groups occurs only rarely, due to steric reasons.

To show:

The major product(s) produced when p-methylbenzaldehyde reacts with (i) Br₂, FeBr₃ and (2) CH₃COCl, AlCl₃.

Expert Solution

Answer to Problem 24VC

(i) The major product produced when p-methylbenzaldehyde reacts with Br₂/FeBr₃ is 3-bromo-4-methylbenzaldehyde.

(ii) The major product produced when p-methylbenzaldehyde reacts with CH₃COCl/AlCl₃ is 3-acetyl-4-methylbenzaldehyde.

Explanation of Solution

The aldehydic group is a meta directing deactivating group while the methyl group is an ortho and para directing activating group. Thus both methyl and aldehydic groups can direct the entering electrophile into the same position, ortho to methyl and meta to aldehydic group. Thus the Br atom and –COCH₃ group get substituted at a position ortho to methyl and meta to aldehydic group.

Conclusion

(i) The major product produced when p-methylbenzaldehyde reacts with Br₂/FeBr₃ is 3-bromo-4-methylbenzaldehyde.

(ii)The major product produced when p-methylbenzaldehyde reacts with CH₃COCl/AlCl₃ is 3-acetyl-4-methylbenzaldehyde.

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Answer 5

Chapter 16.SE, Problem 24VC

Interpretation Introduction

a)

Interpretation:

Draw the products obtained when the compound shown (methoxybenzene) reacts with (i) Br₂, FeBr₃ and (2) CH₃COCl, AlCl₃.

Concept introduction:

Aromatic rings can be brominated using Br₂ in the presence of FeBr₃. The electrophile is Br⁺. Friedal-Crafts acylation reaction occurs when an aromatic compound is treated with an acyl chloride in the presence of AlCl₃. The electrophile is RCO⁺. In aromatic electrophilic substitution reactions methoxy group is an ortho and para directing and activating group.

To draw:

The products obtained when the compound shown (methoxybenzene) reacts with (i) Br₂, FeBr₃ and (2) CH₃COCl, AlCl₃.

Expert Solution

Answer to Problem 24VC

(i) The products obtained when the compound shown (methoxybenzene) reacts with Br₂/FeBr₃ are p-bromomethoxybenzene and o-bromomethoxybenzene.

(ii) The products obtained when the compound shown (methoxybenzene) reacts with CH₃COCl/AlCl₃ are p-acetylmethoxybenzene and o-acetylmethoxybenzene.

Explanation of Solution

The methoxy group attached to the benzene ring is an ortho & para directing group. When methoxybenzene is brominated and alkylated it directs the incoming electrophiles, Br⁺ and CH₃CO⁺ to ortho & para positions.

Conclusion

(i) The products obtained when the compound shown (methoxybenzene) reacts with Br₂/FeBr₃ are p-bromomethoxybenzene and o-bromomethoxybenzene.

(ii) The products obtained when the compound shown (methoxybenzene) reacts with CH₃COCl/AlCl₃ are p-acetylmethoxybenzene and o-acetylmethoxybenzene.

Interpretation Introduction

b)

Interpretation:

Draw the structures of the products obtained when the compound shown, p-methylbenzaldehyde reacts with (i) Br₂, FeBr₃ and (2) CH₃COCl, AlCl₃.

Concept introduction:

Electrophilic substitution of disubstituted benzenes follows three simple rules. (i) If the directing influence of both the substituents reinforce each other, a single product results. (ii) If the directing influences of both the substituent groups oppose each other, the most powerful activating group among them has the dominant influence but usually a mixture of products results. (iii) In meta disubstituted compounds, further substitution in between the groups occurs only rarely, due to steric reasons.

To show:

The major product(s) produced when p-methylbenzaldehyde reacts with (i) Br₂, FeBr₃ and (2) CH₃COCl, AlCl₃.

Expert Solution

Answer to Problem 24VC

(i) The major product produced when p-methylbenzaldehyde reacts with Br₂/FeBr₃ is 3-bromo-4-methylbenzaldehyde.

(ii) The major product produced when p-methylbenzaldehyde reacts with CH₃COCl/AlCl₃ is 3-acetyl-4-methylbenzaldehyde.

Explanation of Solution

The aldehydic group is a meta directing deactivating group while the methyl group is an ortho and para directing activating group. Thus both methyl and aldehydic groups can direct the entering electrophile into the same position, ortho to methyl and meta to aldehydic group. Thus the Br atom and –COCH₃ group get substituted at a position ortho to methyl and meta to aldehydic group.

Conclusion

(i) The major product produced when p-methylbenzaldehyde reacts with Br₂/FeBr₃ is 3-bromo-4-methylbenzaldehyde.

(ii)The major product produced when p-methylbenzaldehyde reacts with CH₃COCl/AlCl₃ is 3-acetyl-4-methylbenzaldehyde.

Answer 6

Chapter 16.SE, Problem 24VC

Interpretation Introduction

a)

Interpretation:

Draw the products obtained when the compound shown (methoxybenzene) reacts with (i) Br₂, FeBr₃ and (2) CH₃COCl, AlCl₃.

Concept introduction:

Aromatic rings can be brominated using Br₂ in the presence of FeBr₃. The electrophile is Br⁺. Friedal-Crafts acylation reaction occurs when an aromatic compound is treated with an acyl chloride in the presence of AlCl₃. The electrophile is RCO⁺. In aromatic electrophilic substitution reactions methoxy group is an ortho and para directing and activating group.

To draw:

The products obtained when the compound shown (methoxybenzene) reacts with (i) Br₂, FeBr₃ and (2) CH₃COCl, AlCl₃.

Expert Solution

Answer to Problem 24VC

(i) The products obtained when the compound shown (methoxybenzene) reacts with Br₂/FeBr₃ are p-bromomethoxybenzene and o-bromomethoxybenzene.

(ii) The products obtained when the compound shown (methoxybenzene) reacts with CH₃COCl/AlCl₃ are p-acetylmethoxybenzene and o-acetylmethoxybenzene.

Explanation of Solution

The methoxy group attached to the benzene ring is an ortho & para directing group. When methoxybenzene is brominated and alkylated it directs the incoming electrophiles, Br⁺ and CH₃CO⁺ to ortho & para positions.

Conclusion

(i) The products obtained when the compound shown (methoxybenzene) reacts with Br₂/FeBr₃ are p-bromomethoxybenzene and o-bromomethoxybenzene.

(ii) The products obtained when the compound shown (methoxybenzene) reacts with CH₃COCl/AlCl₃ are p-acetylmethoxybenzene and o-acetylmethoxybenzene.

Answer 7

Chapter 16.SE, Problem 24VC

Interpretation Introduction

a)

Interpretation:

Draw the products obtained when the compound shown (methoxybenzene) reacts with (i) Br₂, FeBr₃ and (2) CH₃COCl, AlCl₃.

Concept introduction:

Aromatic rings can be brominated using Br₂ in the presence of FeBr₃. The electrophile is Br⁺. Friedal-Crafts acylation reaction occurs when an aromatic compound is treated with an acyl chloride in the presence of AlCl₃. The electrophile is RCO⁺. In aromatic electrophilic substitution reactions methoxy group is an ortho and para directing and activating group.

To draw:

The products obtained when the compound shown (methoxybenzene) reacts with (i) Br₂, FeBr₃ and (2) CH₃COCl, AlCl₃.

Answer 8

Expert Solution

Answer to Problem 24VC

(i) The products obtained when the compound shown (methoxybenzene) reacts with Br₂/FeBr₃ are p-bromomethoxybenzene and o-bromomethoxybenzene.

(ii) The products obtained when the compound shown (methoxybenzene) reacts with CH₃COCl/AlCl₃ are p-acetylmethoxybenzene and o-acetylmethoxybenzene.

Answer 9

Expert Solution

Answer 10

Expert Solution

Answer 11

Expert Solution

Answer 12

Explanation of Solution

The methoxy group attached to the benzene ring is an ortho & para directing group. When methoxybenzene is brominated and alkylated it directs the incoming electrophiles, Br⁺ and CH₃CO⁺ to ortho & para positions.

Answer 13

Conclusion

(i) The products obtained when the compound shown (methoxybenzene) reacts with Br₂/FeBr₃ are p-bromomethoxybenzene and o-bromomethoxybenzene.

(ii) The products obtained when the compound shown (methoxybenzene) reacts with CH₃COCl/AlCl₃ are p-acetylmethoxybenzene and o-acetylmethoxybenzene.

Answer 14

Interpretation Introduction

b)

Interpretation:

Draw the structures of the products obtained when the compound shown, p-methylbenzaldehyde reacts with (i) Br₂, FeBr₃ and (2) CH₃COCl, AlCl₃.

Concept introduction:

Electrophilic substitution of disubstituted benzenes follows three simple rules. (i) If the directing influence of both the substituents reinforce each other, a single product results. (ii) If the directing influences of both the substituent groups oppose each other, the most powerful activating group among them has the dominant influence but usually a mixture of products results. (iii) In meta disubstituted compounds, further substitution in between the groups occurs only rarely, due to steric reasons.

To show:

The major product(s) produced when p-methylbenzaldehyde reacts with (i) Br₂, FeBr₃ and (2) CH₃COCl, AlCl₃.

Expert Solution

Answer to Problem 24VC

(i) The major product produced when p-methylbenzaldehyde reacts with Br₂/FeBr₃ is 3-bromo-4-methylbenzaldehyde.

(ii) The major product produced when p-methylbenzaldehyde reacts with CH₃COCl/AlCl₃ is 3-acetyl-4-methylbenzaldehyde.

Explanation of Solution

The aldehydic group is a meta directing deactivating group while the methyl group is an ortho and para directing activating group. Thus both methyl and aldehydic groups can direct the entering electrophile into the same position, ortho to methyl and meta to aldehydic group. Thus the Br atom and –COCH₃ group get substituted at a position ortho to methyl and meta to aldehydic group.

Conclusion

(i) The major product produced when p-methylbenzaldehyde reacts with Br₂/FeBr₃ is 3-bromo-4-methylbenzaldehyde.

(ii)The major product produced when p-methylbenzaldehyde reacts with CH₃COCl/AlCl₃ is 3-acetyl-4-methylbenzaldehyde.

Answer 15

Interpretation Introduction

b)

Interpretation:

Draw the structures of the products obtained when the compound shown, p-methylbenzaldehyde reacts with (i) Br₂, FeBr₃ and (2) CH₃COCl, AlCl₃.

Concept introduction:

Electrophilic substitution of disubstituted benzenes follows three simple rules. (i) If the directing influence of both the substituents reinforce each other, a single product results. (ii) If the directing influences of both the substituent groups oppose each other, the most powerful activating group among them has the dominant influence but usually a mixture of products results. (iii) In meta disubstituted compounds, further substitution in between the groups occurs only rarely, due to steric reasons.

To show:

The major product(s) produced when p-methylbenzaldehyde reacts with (i) Br₂, FeBr₃ and (2) CH₃COCl, AlCl₃.

Answer 16

Expert Solution

Answer to Problem 24VC

(i) The major product produced when p-methylbenzaldehyde reacts with Br₂/FeBr₃ is 3-bromo-4-methylbenzaldehyde.

(ii) The major product produced when p-methylbenzaldehyde reacts with CH₃COCl/AlCl₃ is 3-acetyl-4-methylbenzaldehyde.

Answer 17

Expert Solution

Answer 18

Expert Solution

Answer 19

Expert Solution

Answer 20

Explanation of Solution

The aldehydic group is a meta directing deactivating group while the methyl group is an ortho and para directing activating group. Thus both methyl and aldehydic groups can direct the entering electrophile into the same position, ortho to methyl and meta to aldehydic group. Thus the Br atom and –COCH₃ group get substituted at a position ortho to methyl and meta to aldehydic group.

Answer 21

Conclusion

(i) The major product produced when p-methylbenzaldehyde reacts with Br₂/FeBr₃ is 3-bromo-4-methylbenzaldehyde.

(ii)The major product produced when p-methylbenzaldehyde reacts with CH₃COCl/AlCl₃ is 3-acetyl-4-methylbenzaldehyde.

Answer 22

Ch. 16.1 - Prob. 1P Ch. 16.2 - Propose a mechanism for the electrophilic...Ch. 16.2 - How many products might be formed on chlorination...Ch. 16.2 - When benzene is treated with D2SÅª4. deuterium...Ch. 16.3 - Prob. 5P Ch. 16.3 - What is the major monosubstitution product from...Ch. 16.3 - Identify the carboxylic acid chloride that might...Ch. 16.4 - Rank the compounds in each of the following groups...Ch. 16.4 - Predict the major products of the following...Ch. 16.4 - Prob. 10P

Answer to Problem 24VC

Explanation of Solution

Answer to Problem 24VC

Explanation of Solution

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