The starting material that gives the desired product on working backward is to be deduced. Concept introduction: Alkyl substituted benzene reacts with KMnO 4 in a basic medium to form carboxylic acid as a product. Sodium amide is a strong base and helps in the formation of acetylnide, which can be changed to a bigger alkyne by adding alkylhalide.

Question

Write equations showing how to prepare each of the following from benzene or toluene and any necessary organic or inorganic reagents. If an ortho, para mixture is formed in any step of your synthesis, assume that you can separate the two isomers. (a) Isopropylbenzene (b) p-Isopropylbenzenesulfonic acid (c) 2-Bromo-2-phenylpropane (d) 4-tert-Butyl-2-nitrotoluene (e) m-Chloroacetophenone (f) p-Chloroacetophenone (g) 3-Bromo-4-methylacetophenone (h) 2-Bromo-4-ethyltoluene (i) 3-Bromo-5-nitrobenzoic acid (j) 2-Bromo-4-nitrobenzoic acid (k) 1-Phenyloctane (l) 1-Phenyl-1-octene (m) 1-Phenyl-1-octyne (n) 1,4-Di-tert-butyl-1,4-cyclohexadiene

Answer 1

Question

Definition Definition Class of organic compounds that contain a carboxyl group ( - COOH ) and has a general formula R - COOH or R - CO 2 H , where R refers to the alkyl, alkenyl, aryl, or other groups. They can undergo different chemical reactions, such as acid-base reactions, esterification, and oxidation. These are essential components of living organisms, playing important roles in metabolic processes, signaling, and as pharmaceuticals.

Chapter 11, Problem 56P

Interpretation Introduction

Interpretation:

The starting material that gives the desired product on working backward is to be deduced.

Concept introduction:

Alkyl substituted benzene reacts with KMnO4 in a basic medium to form carboxylic acid as a product.

Sodium amide is a strong base and helps in the formation of acetylnide, which can be changed to a bigger alkyne by adding alkylhalide.

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Write equations showing how to prepare each of the following from benzene or toluene and any necessary organic or inorganic reagents. If an ortho, para mixture is formed in any step of your synthesis, assume that you can separate the two isomers. (a) Isopropylbenzene (b) p-Isopropylbenzenesulfonic acid (c) 2-Bromo-2-phenylpropane (d) 4-tert-Butyl-2-nitrotoluene (e) m-Chloroacetophenone (f) p-Chloroacetophenone (g) 3-Bromo-4-methylacetophenone (h) 2-Bromo-4-ethyltoluene (i) 3-Bromo-5-nitrobenzoic acid (j) 2-Bromo-4-nitrobenzoic acid (k) 1-Phenyloctane (l) 1-Phenyl-1-octene (m) 1-Phenyl-1-octyne (n) 1,4-Di-tert-butyl-1,4-cyclohexadiene

(a) When bromine is added to two beakers, one containing phenyl iso propyl ether and the other containing cyclohexene, the bromine color in both beakers disappears. What observation could you make while performing this test that would allow you to distinguish the alkene from the aryl ether? (b) Write any three methods in detail for the preparation of aldehyde from primary alcohol. (c) State the clemmenson reduction.

: (a) Arange the following in order of decreasing reactivity towards LIAIH4 / THF followed by dilute acid work-up. CHO cO,CE,CE, `CH, (6) (e) (b) What are the products of cach of the reactions in part (a) ?

Answer 2

Question

Definition Definition Class of organic compounds that contain a carboxyl group ( - COOH ) and has a general formula R - COOH or R - CO 2 H , where R refers to the alkyl, alkenyl, aryl, or other groups. They can undergo different chemical reactions, such as acid-base reactions, esterification, and oxidation. These are essential components of living organisms, playing important roles in metabolic processes, signaling, and as pharmaceuticals.

Chapter 11, Problem 56P

Interpretation Introduction

Interpretation:

The starting material that gives the desired product on working backward is to be deduced.

Concept introduction:

Alkyl substituted benzene reacts with KMnO4 in a basic medium to form carboxylic acid as a product.

Sodium amide is a strong base and helps in the formation of acetylnide, which can be changed to a bigger alkyne by adding alkylhalide.

Expert Solution & Answer

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Answer 3

Question

Definition Definition Class of organic compounds that contain a carboxyl group ( - COOH ) and has a general formula R - COOH or R - CO 2 H , where R refers to the alkyl, alkenyl, aryl, or other groups. They can undergo different chemical reactions, such as acid-base reactions, esterification, and oxidation. These are essential components of living organisms, playing important roles in metabolic processes, signaling, and as pharmaceuticals.

Chapter 11, Problem 56P

Interpretation Introduction

Interpretation:

The starting material that gives the desired product on working backward is to be deduced.

Concept introduction:

Alkyl substituted benzene reacts with KMnO4 in a basic medium to form carboxylic acid as a product.

Sodium amide is a strong base and helps in the formation of acetylnide, which can be changed to a bigger alkyne by adding alkylhalide.

Expert Solution & Answer

Trending nowThis is a popular solution!

See solution

Check out sample textbook solution

Answer 4

Question

Definition Definition Class of organic compounds that contain a carboxyl group ( - COOH ) and has a general formula R - COOH or R - CO 2 H , where R refers to the alkyl, alkenyl, aryl, or other groups. They can undergo different chemical reactions, such as acid-base reactions, esterification, and oxidation. These are essential components of living organisms, playing important roles in metabolic processes, signaling, and as pharmaceuticals.

Chapter 11, Problem 56P

Interpretation Introduction