(a) Interpretation: The reaction and complete, detailed mechanism for the reaction is to be drawn. Concept introduction: Acid-catalyzed hydration of an alkyne produces a ketone . Step 1 is the electrophilic addition of H + , which gives a resonance-stabilized vinylic carbocation intermediate. In step 2, water behaves as a nucleophile, attacking the positively charged C of that intermediate. Deprotonation in Step 3 produces the uncharged OH group, which is attached to the alkene C. The product of it is an enol. Under acidic conditions, the enol rapidly tautomerizes to the more stable keto form.

Question

Want to see the full answer?

Answer 1

Question

Chapter 11, Problem 11.40P

Interpretation Introduction

(a)

Interpretation:

The reaction and complete, detailed mechanism for the reaction is to be drawn.

Concept introduction:

Acid-catalyzed hydration of an alkyne produces a ketone. Step 1 is the electrophilic addition of H+, which gives a resonance-stabilized vinylic carbocation intermediate. In step 2, water behaves as a nucleophile, attacking the positively charged C of that intermediate. Deprotonation in Step 3 produces the uncharged OH group, which is attached to the alkene C. The product of it is an enol. Under acidic conditions, the enol rapidly tautomerizes to the more stable keto form.

Interpretation Introduction

(b)

Interpretation:

The reaction and complete, detailed mechanism for the reaction is to be drawn.

Concept introduction:

Acid-catalyzed hydration of an alkyne produces a ketone. Step 1 is the electrophilic addition of H+, which gives a resonance-stabilized vinylic carbocation intermediate. In step 2, water behaves as a nucleophile, attacking the positively charged C of that intermediate. Deprotonation in Step 3 produces the uncharged OH group, which is attached to the alkene C. The product of it is an enol. Under acidic conditions, the enol rapidly tautomerizes to the more stable keto form.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Students have asked these similar questions

Don't used hand raiting

CS2(g) →CS(g) + S(g) The rate law is Rate = k[CS2] where k = 1.6 × 10−6 s−¹. S What is the concentration of CS2 after 5 hours if the initial concentration is 0.25 M?

CS2(g) → CS(g) + S(g) The rate law is Rate = k [CS2] where k = 1.6 × 10-6 s−1. S Calculate the half-life.

Answer 2

Question

Chapter 11, Problem 11.40P

Interpretation Introduction

(a)

Interpretation:

The reaction and complete, detailed mechanism for the reaction is to be drawn.

Concept introduction:

Acid-catalyzed hydration of an alkyne produces a ketone. Step 1 is the electrophilic addition of H+, which gives a resonance-stabilized vinylic carbocation intermediate. In step 2, water behaves as a nucleophile, attacking the positively charged C of that intermediate. Deprotonation in Step 3 produces the uncharged OH group, which is attached to the alkene C. The product of it is an enol. Under acidic conditions, the enol rapidly tautomerizes to the more stable keto form.

Interpretation Introduction

(b)

Interpretation:

The reaction and complete, detailed mechanism for the reaction is to be drawn.

Concept introduction:

Acid-catalyzed hydration of an alkyne produces a ketone. Step 1 is the electrophilic addition of H+, which gives a resonance-stabilized vinylic carbocation intermediate. In step 2, water behaves as a nucleophile, attacking the positively charged C of that intermediate. Deprotonation in Step 3 produces the uncharged OH group, which is attached to the alkene C. The product of it is an enol. Under acidic conditions, the enol rapidly tautomerizes to the more stable keto form.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 3

Question

Chapter 11, Problem 11.40P

Interpretation Introduction

(a)

Interpretation:

The reaction and complete, detailed mechanism for the reaction is to be drawn.

Concept introduction:

Acid-catalyzed hydration of an alkyne produces a ketone. Step 1 is the electrophilic addition of H+, which gives a resonance-stabilized vinylic carbocation intermediate. In step 2, water behaves as a nucleophile, attacking the positively charged C of that intermediate. Deprotonation in Step 3 produces the uncharged OH group, which is attached to the alkene C. The product of it is an enol. Under acidic conditions, the enol rapidly tautomerizes to the more stable keto form.

Interpretation Introduction

(b)

Interpretation:

The reaction and complete, detailed mechanism for the reaction is to be drawn.

Concept introduction:

Acid-catalyzed hydration of an alkyne produces a ketone. Step 1 is the electrophilic addition of H+, which gives a resonance-stabilized vinylic carbocation intermediate. In step 2, water behaves as a nucleophile, attacking the positively charged C of that intermediate. Deprotonation in Step 3 produces the uncharged OH group, which is attached to the alkene C. The product of it is an enol. Under acidic conditions, the enol rapidly tautomerizes to the more stable keto form.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 4

Question

Chapter 11, Problem 11.40P

Interpretation Introduction

(a)

Interpretation:

The reaction and complete, detailed mechanism for the reaction is to be drawn.

Concept introduction:

Acid-catalyzed hydration of an alkyne produces a ketone. Step 1 is the electrophilic addition of H+, which gives a resonance-stabilized vinylic carbocation intermediate. In step 2, water behaves as a nucleophile, attacking the positively charged C of that intermediate. Deprotonation in Step 3 produces the uncharged OH group, which is attached to the alkene C. The product of it is an enol. Under acidic conditions, the enol rapidly tautomerizes to the more stable keto form.

Interpretation Introduction

(b)

Interpretation:

The reaction and complete, detailed mechanism for the reaction is to be drawn.

Concept introduction:

Acid-catalyzed hydration of an alkyne produces a ketone. Step 1 is the electrophilic addition of H+, which gives a resonance-stabilized vinylic carbocation intermediate. In step 2, water behaves as a nucleophile, attacking the positively charged C of that intermediate. Deprotonation in Step 3 produces the uncharged OH group, which is attached to the alkene C. The product of it is an enol. Under acidic conditions, the enol rapidly tautomerizes to the more stable keto form.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 5

Chapter 11, Problem 11.40P

Interpretation Introduction

(a)

Interpretation:

The reaction and complete, detailed mechanism for the reaction is to be drawn.

Concept introduction:

Acid-catalyzed hydration of an alkyne produces a ketone. Step 1 is the electrophilic addition of H+, which gives a resonance-stabilized vinylic carbocation intermediate. In step 2, water behaves as a nucleophile, attacking the positively charged C of that intermediate. Deprotonation in Step 3 produces the uncharged OH group, which is attached to the alkene C. The product of it is an enol. Under acidic conditions, the enol rapidly tautomerizes to the more stable keto form.

Interpretation Introduction

(b)

Interpretation:

The reaction and complete, detailed mechanism for the reaction is to be drawn.

Concept introduction:

Acid-catalyzed hydration of an alkyne produces a ketone. Step 1 is the electrophilic addition of H+, which gives a resonance-stabilized vinylic carbocation intermediate. In step 2, water behaves as a nucleophile, attacking the positively charged C of that intermediate. Deprotonation in Step 3 produces the uncharged OH group, which is attached to the alkene C. The product of it is an enol. Under acidic conditions, the enol rapidly tautomerizes to the more stable keto form.

Answer 6

Chapter 11, Problem 11.40P

Interpretation Introduction

(a)

Interpretation:

The reaction and complete, detailed mechanism for the reaction is to be drawn.

Concept introduction:

Acid-catalyzed hydration of an alkyne produces a ketone. Step 1 is the electrophilic addition of H+, which gives a resonance-stabilized vinylic carbocation intermediate. In step 2, water behaves as a nucleophile, attacking the positively charged C of that intermediate. Deprotonation in Step 3 produces the uncharged OH group, which is attached to the alkene C. The product of it is an enol. Under acidic conditions, the enol rapidly tautomerizes to the more stable keto form.

Answer 7

Chapter 11, Problem 11.40P

Interpretation Introduction

(a)

Interpretation:

The reaction and complete, detailed mechanism for the reaction is to be drawn.

Concept introduction:

Acid-catalyzed hydration of an alkyne produces a ketone. Step 1 is the electrophilic addition of H+, which gives a resonance-stabilized vinylic carbocation intermediate. In step 2, water behaves as a nucleophile, attacking the positively charged C of that intermediate. Deprotonation in Step 3 produces the uncharged OH group, which is attached to the alkene C. The product of it is an enol. Under acidic conditions, the enol rapidly tautomerizes to the more stable keto form.

Answer 8

Interpretation Introduction

(b)

Interpretation:

The reaction and complete, detailed mechanism for the reaction is to be drawn.

Concept introduction:

Acid-catalyzed hydration of an alkyne produces a ketone. Step 1 is the electrophilic addition of H+, which gives a resonance-stabilized vinylic carbocation intermediate. In step 2, water behaves as a nucleophile, attacking the positively charged C of that intermediate. Deprotonation in Step 3 produces the uncharged OH group, which is attached to the alkene C. The product of it is an enol. Under acidic conditions, the enol rapidly tautomerizes to the more stable keto form.

Answer 9

Interpretation Introduction

(b)

Interpretation:

The reaction and complete, detailed mechanism for the reaction is to be drawn.

Concept introduction:

Acid-catalyzed hydration of an alkyne produces a ketone. Step 1 is the electrophilic addition of H+, which gives a resonance-stabilized vinylic carbocation intermediate. In step 2, water behaves as a nucleophile, attacking the positively charged C of that intermediate. Deprotonation in Step 3 produces the uncharged OH group, which is attached to the alkene C. The product of it is an enol. Under acidic conditions, the enol rapidly tautomerizes to the more stable keto form.

Answer 10

Expert Solution & Answer

Answer 11

Expert Solution & Answer

Answer 12

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 13

Ch. 11 - Prob. 11.1P Ch. 11 - Prob. 11.2P Ch. 11 - Prob. 11.3P Ch. 11 - Prob. 11.4P Ch. 11 - Prob. 11.5P Ch. 11 - Prob. 11.6P Ch. 11 - Prob. 11.7P Ch. 11 - Prob. 11.8P Ch. 11 - Prob. 11.9P Ch. 11 - Prob. 11.10P

Want to see the full answer?

Chapter 11 Solutions