a) LiAlH 4 , then H 3 O + Interpretation: The product produced when p-methylbenzoic acid is treated with LiAlH 4 and then with H 3 O + is to be predicted. Concept introduction: Carboxylic acids get reduced to primary alcohols when treated with LiAlH 4 . To predict: The product produced when p-methylbenzoic acid is treated with LiAlH 4 and then with H 3 O + .

Question

Part C A solution that is 0.040 M in HCIO4 and 0.046 M in HCI Express your answer numerically to two decimal places. ΜΕ ΑΣΦ ? pH = Submit Request Answer Part D A solution that is 1.08% HCl by mass (with a density of 1.01 g/mL) Express your answer numerically to three decimal places. ΜΕ ΑΣΦ -> 0 ? pH =

Answer 1

Question

Chapter 20.SE, Problem 47AP

Interpretation Introduction

a) LiAlH₄, then H₃O⁺

Interpretation:

The product produced when p-methylbenzoic acid is treated with LiAlH₄ and then with H₃O⁺ is to be predicted.

Concept introduction:

Carboxylic acids get reduced to primary alcohols when treated with LiAlH₄.

To predict:

The product produced when p-methylbenzoic acid is treated with LiAlH₄ and then with H₃O⁺.

Interpretation Introduction

b) N-Bromosuccinimide in CCl₄

Interpretation:

The product produced when p-methylbenzoic acid is treated with N-bromosuccinimide in CCl₄ is to be predicted.

Concept introduction:

N-bromosuccinimide in CCl₄ is used for introducing a Br in the benzyl carbon.

To predict:

The product produced when p-methylbenzoic acid is treated with N-bromosuccinimide in CCl₄.

Interpretation Introduction

c) CH₃MgBr in ether, then H₃O⁺

Interpretation:

The product produced when p-methylbenzoic acid is treated with CH₃MgBr and then with H₃O⁺ is to be predicted.

Concept introduction:

Grignard reagents will react with the carboxyl hydrogen to yield alkanes.

To predict:

The product produced when p-methylbenzoic acid is treated with CH₃MgBr and then with H₃O⁺.

Interpretation Introduction

d) KMnO₄, H₃O⁺

Interpretation:

The product produced when p-methylbenzoic acid is treated with KMnO₄ in the presence of H₃O⁺ is to be predicted.

Concept introduction:

When treated with KMnO₄ in the presence of H₃O⁺, the side chain in aromatic compounds is oxidized to carboxyl group.

To predict:

The product produced when p-methylbenzoic acid is treated with KMnO₄ in the presence of H₃O⁺.

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Part C A solution that is 0.040 M in HCIO4 and 0.046 M in HCI Express your answer numerically to two decimal places. ΜΕ ΑΣΦ ? pH = Submit Request Answer Part D A solution that is 1.08% HCl by mass (with a density of 1.01 g/mL) Express your answer numerically to three decimal places. ΜΕ ΑΣΦ -> 0 ? pH =

Predict the equilibrium arrows for the following reaction:*see image

Provide the missing information for each of the two following reacitons: *see image

Answer 2

Question

Chapter 20.SE, Problem 47AP

Interpretation Introduction

a) LiAlH₄, then H₃O⁺

Interpretation:

The product produced when p-methylbenzoic acid is treated with LiAlH₄ and then with H₃O⁺ is to be predicted.

Concept introduction:

Carboxylic acids get reduced to primary alcohols when treated with LiAlH₄.

To predict:

The product produced when p-methylbenzoic acid is treated with LiAlH₄ and then with H₃O⁺.

Interpretation Introduction

b) N-Bromosuccinimide in CCl₄

Interpretation:

The product produced when p-methylbenzoic acid is treated with N-bromosuccinimide in CCl₄ is to be predicted.

Concept introduction:

N-bromosuccinimide in CCl₄ is used for introducing a Br in the benzyl carbon.

To predict:

The product produced when p-methylbenzoic acid is treated with N-bromosuccinimide in CCl₄.

Interpretation Introduction

c) CH₃MgBr in ether, then H₃O⁺

Interpretation:

The product produced when p-methylbenzoic acid is treated with CH₃MgBr and then with H₃O⁺ is to be predicted.

Concept introduction:

Grignard reagents will react with the carboxyl hydrogen to yield alkanes.

To predict:

The product produced when p-methylbenzoic acid is treated with CH₃MgBr and then with H₃O⁺.

Interpretation Introduction

d) KMnO₄, H₃O⁺

Interpretation:

The product produced when p-methylbenzoic acid is treated with KMnO₄ in the presence of H₃O⁺ is to be predicted.

Concept introduction:

When treated with KMnO₄ in the presence of H₃O⁺, the side chain in aromatic compounds is oxidized to carboxyl group.

To predict:

The product produced when p-methylbenzoic acid is treated with KMnO₄ in the presence of H₃O⁺.

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Answer 3

Question

Chapter 20.SE, Problem 47AP

Interpretation Introduction

a) LiAlH₄, then H₃O⁺

Interpretation:

The product produced when p-methylbenzoic acid is treated with LiAlH₄ and then with H₃O⁺ is to be predicted.

Concept introduction:

Carboxylic acids get reduced to primary alcohols when treated with LiAlH₄.

To predict:

The product produced when p-methylbenzoic acid is treated with LiAlH₄ and then with H₃O⁺.

Interpretation Introduction

b) N-Bromosuccinimide in CCl₄

Interpretation:

The product produced when p-methylbenzoic acid is treated with N-bromosuccinimide in CCl₄ is to be predicted.

Concept introduction:

N-bromosuccinimide in CCl₄ is used for introducing a Br in the benzyl carbon.

To predict:

The product produced when p-methylbenzoic acid is treated with N-bromosuccinimide in CCl₄.

Interpretation Introduction

c) CH₃MgBr in ether, then H₃O⁺

Interpretation:

The product produced when p-methylbenzoic acid is treated with CH₃MgBr and then with H₃O⁺ is to be predicted.

Concept introduction:

Grignard reagents will react with the carboxyl hydrogen to yield alkanes.

To predict:

The product produced when p-methylbenzoic acid is treated with CH₃MgBr and then with H₃O⁺.

Interpretation Introduction

d) KMnO₄, H₃O⁺

Interpretation:

The product produced when p-methylbenzoic acid is treated with KMnO₄ in the presence of H₃O⁺ is to be predicted.

Concept introduction:

When treated with KMnO₄ in the presence of H₃O⁺, the side chain in aromatic compounds is oxidized to carboxyl group.

To predict:

The product produced when p-methylbenzoic acid is treated with KMnO₄ in the presence of H₃O⁺.

Expert Solution & Answer

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Answer 4

Question

Chapter 20.SE, Problem 47AP

Interpretation Introduction

a) LiAlH₄, then H₃O⁺

Interpretation:

The product produced when p-methylbenzoic acid is treated with LiAlH₄ and then with H₃O⁺ is to be predicted.

Concept introduction:

Carboxylic acids get reduced to primary alcohols when treated with LiAlH₄.

To predict:

The product produced when p-methylbenzoic acid is treated with LiAlH₄ and then with H₃O⁺.

Interpretation Introduction

b) N-Bromosuccinimide in CCl₄

Interpretation:

The product produced when p-methylbenzoic acid is treated with N-bromosuccinimide in CCl₄ is to be predicted.

Concept introduction:

N-bromosuccinimide in CCl₄ is used for introducing a Br in the benzyl carbon.

To predict:

The product produced when p-methylbenzoic acid is treated with N-bromosuccinimide in CCl₄.

Interpretation Introduction

c) CH₃MgBr in ether, then H₃O⁺

Interpretation:

The product produced when p-methylbenzoic acid is treated with CH₃MgBr and then with H₃O⁺ is to be predicted.

Concept introduction:

Grignard reagents will react with the carboxyl hydrogen to yield alkanes.

To predict:

The product produced when p-methylbenzoic acid is treated with CH₃MgBr and then with H₃O⁺.

Interpretation Introduction

d) KMnO₄, H₃O⁺

Interpretation:

The product produced when p-methylbenzoic acid is treated with KMnO₄ in the presence of H₃O⁺ is to be predicted.

Concept introduction:

When treated with KMnO₄ in the presence of H₃O⁺, the side chain in aromatic compounds is oxidized to carboxyl group.

To predict:

The product produced when p-methylbenzoic acid is treated with KMnO₄ in the presence of H₃O⁺.

Expert Solution & Answer

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Answer 5

Chapter 20.SE, Problem 47AP

Interpretation Introduction

a) LiAlH₄, then H₃O⁺

Interpretation:

The product produced when p-methylbenzoic acid is treated with LiAlH₄ and then with H₃O⁺ is to be predicted.

Concept introduction:

Carboxylic acids get reduced to primary alcohols when treated with LiAlH₄.

To predict:

The product produced when p-methylbenzoic acid is treated with LiAlH₄ and then with H₃O⁺.

Interpretation Introduction

b) N-Bromosuccinimide in CCl₄

Interpretation:

The product produced when p-methylbenzoic acid is treated with N-bromosuccinimide in CCl₄ is to be predicted.

Concept introduction:

N-bromosuccinimide in CCl₄ is used for introducing a Br in the benzyl carbon.

To predict:

The product produced when p-methylbenzoic acid is treated with N-bromosuccinimide in CCl₄.

Interpretation Introduction

c) CH₃MgBr in ether, then H₃O⁺

Interpretation:

The product produced when p-methylbenzoic acid is treated with CH₃MgBr and then with H₃O⁺ is to be predicted.

Concept introduction:

Grignard reagents will react with the carboxyl hydrogen to yield alkanes.

To predict:

The product produced when p-methylbenzoic acid is treated with CH₃MgBr and then with H₃O⁺.

Interpretation Introduction

d) KMnO₄, H₃O⁺

Interpretation:

The product produced when p-methylbenzoic acid is treated with KMnO₄ in the presence of H₃O⁺ is to be predicted.

Concept introduction:

When treated with KMnO₄ in the presence of H₃O⁺, the side chain in aromatic compounds is oxidized to carboxyl group.

To predict:

The product produced when p-methylbenzoic acid is treated with KMnO₄ in the presence of H₃O⁺.

Answer 6

Chapter 20.SE, Problem 47AP

Interpretation Introduction

a) LiAlH₄, then H₃O⁺

Interpretation:

The product produced when p-methylbenzoic acid is treated with LiAlH₄ and then with H₃O⁺ is to be predicted.

Concept introduction:

Carboxylic acids get reduced to primary alcohols when treated with LiAlH₄.

To predict:

The product produced when p-methylbenzoic acid is treated with LiAlH₄ and then with H₃O⁺.

Answer 7

Chapter 20.SE, Problem 47AP

Interpretation Introduction

a) LiAlH₄, then H₃O⁺

Interpretation:

The product produced when p-methylbenzoic acid is treated with LiAlH₄ and then with H₃O⁺ is to be predicted.

Concept introduction:

Carboxylic acids get reduced to primary alcohols when treated with LiAlH₄.

To predict:

The product produced when p-methylbenzoic acid is treated with LiAlH₄ and then with H₃O⁺.

Answer 8

Interpretation Introduction

b) N-Bromosuccinimide in CCl₄

Interpretation:

The product produced when p-methylbenzoic acid is treated with N-bromosuccinimide in CCl₄ is to be predicted.

Concept introduction:

N-bromosuccinimide in CCl₄ is used for introducing a Br in the benzyl carbon.

To predict:

The product produced when p-methylbenzoic acid is treated with N-bromosuccinimide in CCl₄.

Answer 9

Interpretation Introduction

b) N-Bromosuccinimide in CCl₄

Interpretation:

The product produced when p-methylbenzoic acid is treated with N-bromosuccinimide in CCl₄ is to be predicted.

Concept introduction:

N-bromosuccinimide in CCl₄ is used for introducing a Br in the benzyl carbon.

To predict:

The product produced when p-methylbenzoic acid is treated with N-bromosuccinimide in CCl₄.

Answer 10

Interpretation Introduction

c) CH₃MgBr in ether, then H₃O⁺

Interpretation:

The product produced when p-methylbenzoic acid is treated with CH₃MgBr and then with H₃O⁺ is to be predicted.

Concept introduction:

Grignard reagents will react with the carboxyl hydrogen to yield alkanes.

To predict:

The product produced when p-methylbenzoic acid is treated with CH₃MgBr and then with H₃O⁺.

Answer 11

Interpretation Introduction

c) CH₃MgBr in ether, then H₃O⁺

Interpretation:

The product produced when p-methylbenzoic acid is treated with CH₃MgBr and then with H₃O⁺ is to be predicted.

Concept introduction:

Grignard reagents will react with the carboxyl hydrogen to yield alkanes.

To predict:

The product produced when p-methylbenzoic acid is treated with CH₃MgBr and then with H₃O⁺.

Answer 12

Interpretation Introduction

d) KMnO₄, H₃O⁺

Interpretation:

The product produced when p-methylbenzoic acid is treated with KMnO₄ in the presence of H₃O⁺ is to be predicted.

Concept introduction:

When treated with KMnO₄ in the presence of H₃O⁺, the side chain in aromatic compounds is oxidized to carboxyl group.

To predict:

The product produced when p-methylbenzoic acid is treated with KMnO₄ in the presence of H₃O⁺.

Answer 13

Interpretation Introduction

d) KMnO₄, H₃O⁺

Interpretation:

The product produced when p-methylbenzoic acid is treated with KMnO₄ in the presence of H₃O⁺ is to be predicted.

Concept introduction:

When treated with KMnO₄ in the presence of H₃O⁺, the side chain in aromatic compounds is oxidized to carboxyl group.

To predict:

The product produced when p-methylbenzoic acid is treated with KMnO₄ in the presence of H₃O⁺.

Answer 14

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Answer 25

Ch. 20.1 - Give IUPAC names for the following compounds:Ch. 20.1 - Draw structures corresponding to the following...Ch. 20.2 - Prob. 3P Ch. 20.2 - The Ka for dichloroacetic acid is 3.32 Ă— 10-2....Ch. 20.3 - Calculate the percentages of dissociated and...Ch. 20.4 - Which would you expect to be a stronger acid, the...Ch. 20.4 - Dicarboxylic acids have two dissociation...Ch. 20.4 - The pKa of p-cyclopropylbenzoic acid is 4.45. Is...Ch. 20.4 - Prob. 9P Ch. 20.5 - Prob. 10P

Chapter 20 Solutions