(a) Interpretation: The complete, detailed mechanism of the given reaction is to be drawn, and the major product is to be predicted. Concept introduction: Like carbon-carbon double bond of an alkene , the carbon-carbon triple bond of an alkyne also undergoes electrophilic addition reaction with a strong Bronsted acid. In the first step, a proton is added to a carbon-carbon triple bond to form a vinylic cation, which is then coordinated with the respective anion formed in the first step. An alkene is formed, which further shows electrophilic addition reaction with Bronsted acid to form an alkane as the final product. When alkynes are treated with excess Bronsted acid, like hydrogen halide, the geminal dihalide is formed as the major product.

Question

Want to see the full answer?

Answer 1

Question

Chapter 11, Problem 11.13P

Interpretation Introduction

(a)

Interpretation:

The complete, detailed mechanism of the given reaction is to be drawn, and the major product is to be predicted.

Concept introduction:

Like carbon-carbon double bond of an alkene, the carbon-carbon triple bond of an alkyne also undergoes electrophilic addition reaction with a strong Bronsted acid. In the first step, a proton is added to a carbon-carbon triple bond to form a vinylic cation, which is then coordinated with the respective anion formed in the first step. An alkene is formed, which further shows electrophilic addition reaction with Bronsted acid to form an alkane as the final product. When alkynes are treated with excess Bronsted acid, like hydrogen halide, the geminal dihalide is formed as the major product.

Interpretation Introduction

(b)

Interpretation:

The complete, detailed mechanism of the given reaction is to be drawn, and the major product is to be predicted.

Concept introduction:

Like carbon-carbon double bond of an alkene, the carbon-carbon triple bond of an alkyne also undergoes electrophilic addition reaction with a strong Bronsted acid. In the first step, a proton is added to a carbon-carbon triple bond to form a vinylic cation, which is then coordinated with the respective anion formed in the first step. An alkene is formed, which further shows electrophilic addition reaction with Bronsted acid to form an alkane as the final product. When alkynes are treated with excess Bronsted acid, like hydrogen halide, the geminal dihalide is formed as the major product.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Students have asked these similar questions

A student proposes the transformation below in one step of an organic synthesis. There may be one or more reactants missing from the left-hand side, but there are no products missing from the right-hand side. There may also be catalysts, small inorganic reagents, and other important reaction conditions missing from the arrow. • Is the student's transformation possible? If not, check the box under the drawing area. . If the student's transformation is possible, then complete the reaction by adding any missing reactants to the left-hand side, and adding required catalysts, inorganic reagents, or other important reaction conditions above and below the arrow. • You do not need to balance the reaction, but be sure every important organic reactant or product is shown. + T X O O лет-ле HO OH HO OH This transformation can't be done in one step.

Determine the structures of the missing organic molecules in the following reaction: X+H₂O H* H+ Y OH OH Note: Molecules that share the same letter have the exact same structure. In the drawing area below, draw the skeletal ("line") structures of the missing organic molecules X and Y. You may draw the structures in any arrangement that you like, so long as they aren't touching. Click and drag to start drawing a structure. X S

Predict the major products of this organic reaction. If there aren't any products, because nothing will happen, check the box under the drawing area instead. No reaction. HO. O :☐ + G Na O.H Click and drag to start drawing a structure. XS xs H₂O

Answer 2

Question

Chapter 11, Problem 11.13P

Interpretation Introduction

(a)

Interpretation:

The complete, detailed mechanism of the given reaction is to be drawn, and the major product is to be predicted.

Concept introduction:

Like carbon-carbon double bond of an alkene, the carbon-carbon triple bond of an alkyne also undergoes electrophilic addition reaction with a strong Bronsted acid. In the first step, a proton is added to a carbon-carbon triple bond to form a vinylic cation, which is then coordinated with the respective anion formed in the first step. An alkene is formed, which further shows electrophilic addition reaction with Bronsted acid to form an alkane as the final product. When alkynes are treated with excess Bronsted acid, like hydrogen halide, the geminal dihalide is formed as the major product.

Interpretation Introduction

(b)

Interpretation:

The complete, detailed mechanism of the given reaction is to be drawn, and the major product is to be predicted.

Concept introduction:

Like carbon-carbon double bond of an alkene, the carbon-carbon triple bond of an alkyne also undergoes electrophilic addition reaction with a strong Bronsted acid. In the first step, a proton is added to a carbon-carbon triple bond to form a vinylic cation, which is then coordinated with the respective anion formed in the first step. An alkene is formed, which further shows electrophilic addition reaction with Bronsted acid to form an alkane as the final product. When alkynes are treated with excess Bronsted acid, like hydrogen halide, the geminal dihalide is formed as the major product.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 3

Question

Chapter 11, Problem 11.13P

Interpretation Introduction

(a)

Interpretation:

The complete, detailed mechanism of the given reaction is to be drawn, and the major product is to be predicted.

Concept introduction:

Like carbon-carbon double bond of an alkene, the carbon-carbon triple bond of an alkyne also undergoes electrophilic addition reaction with a strong Bronsted acid. In the first step, a proton is added to a carbon-carbon triple bond to form a vinylic cation, which is then coordinated with the respective anion formed in the first step. An alkene is formed, which further shows electrophilic addition reaction with Bronsted acid to form an alkane as the final product. When alkynes are treated with excess Bronsted acid, like hydrogen halide, the geminal dihalide is formed as the major product.

Interpretation Introduction

(b)

Interpretation:

The complete, detailed mechanism of the given reaction is to be drawn, and the major product is to be predicted.

Concept introduction:

Like carbon-carbon double bond of an alkene, the carbon-carbon triple bond of an alkyne also undergoes electrophilic addition reaction with a strong Bronsted acid. In the first step, a proton is added to a carbon-carbon triple bond to form a vinylic cation, which is then coordinated with the respective anion formed in the first step. An alkene is formed, which further shows electrophilic addition reaction with Bronsted acid to form an alkane as the final product. When alkynes are treated with excess Bronsted acid, like hydrogen halide, the geminal dihalide is formed as the major product.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 4

Question

Chapter 11, Problem 11.13P

Interpretation Introduction

(a)

Interpretation:

The complete, detailed mechanism of the given reaction is to be drawn, and the major product is to be predicted.

Concept introduction:

Like carbon-carbon double bond of an alkene, the carbon-carbon triple bond of an alkyne also undergoes electrophilic addition reaction with a strong Bronsted acid. In the first step, a proton is added to a carbon-carbon triple bond to form a vinylic cation, which is then coordinated with the respective anion formed in the first step. An alkene is formed, which further shows electrophilic addition reaction with Bronsted acid to form an alkane as the final product. When alkynes are treated with excess Bronsted acid, like hydrogen halide, the geminal dihalide is formed as the major product.

Interpretation Introduction

(b)

Interpretation:

The complete, detailed mechanism of the given reaction is to be drawn, and the major product is to be predicted.

Concept introduction:

Like carbon-carbon double bond of an alkene, the carbon-carbon triple bond of an alkyne also undergoes electrophilic addition reaction with a strong Bronsted acid. In the first step, a proton is added to a carbon-carbon triple bond to form a vinylic cation, which is then coordinated with the respective anion formed in the first step. An alkene is formed, which further shows electrophilic addition reaction with Bronsted acid to form an alkane as the final product. When alkynes are treated with excess Bronsted acid, like hydrogen halide, the geminal dihalide is formed as the major product.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 5

Chapter 11, Problem 11.13P

Interpretation Introduction

(a)

Interpretation:

The complete, detailed mechanism of the given reaction is to be drawn, and the major product is to be predicted.

Concept introduction:

Like carbon-carbon double bond of an alkene, the carbon-carbon triple bond of an alkyne also undergoes electrophilic addition reaction with a strong Bronsted acid. In the first step, a proton is added to a carbon-carbon triple bond to form a vinylic cation, which is then coordinated with the respective anion formed in the first step. An alkene is formed, which further shows electrophilic addition reaction with Bronsted acid to form an alkane as the final product. When alkynes are treated with excess Bronsted acid, like hydrogen halide, the geminal dihalide is formed as the major product.

Interpretation Introduction

(b)

Interpretation:

The complete, detailed mechanism of the given reaction is to be drawn, and the major product is to be predicted.

Concept introduction:

Like carbon-carbon double bond of an alkene, the carbon-carbon triple bond of an alkyne also undergoes electrophilic addition reaction with a strong Bronsted acid. In the first step, a proton is added to a carbon-carbon triple bond to form a vinylic cation, which is then coordinated with the respective anion formed in the first step. An alkene is formed, which further shows electrophilic addition reaction with Bronsted acid to form an alkane as the final product. When alkynes are treated with excess Bronsted acid, like hydrogen halide, the geminal dihalide is formed as the major product.

Answer 6

Chapter 11, Problem 11.13P

Interpretation Introduction

(a)

Interpretation:

The complete, detailed mechanism of the given reaction is to be drawn, and the major product is to be predicted.

Concept introduction:

Like carbon-carbon double bond of an alkene, the carbon-carbon triple bond of an alkyne also undergoes electrophilic addition reaction with a strong Bronsted acid. In the first step, a proton is added to a carbon-carbon triple bond to form a vinylic cation, which is then coordinated with the respective anion formed in the first step. An alkene is formed, which further shows electrophilic addition reaction with Bronsted acid to form an alkane as the final product. When alkynes are treated with excess Bronsted acid, like hydrogen halide, the geminal dihalide is formed as the major product.

Answer 7

Chapter 11, Problem 11.13P

Interpretation Introduction

(a)

Interpretation:

The complete, detailed mechanism of the given reaction is to be drawn, and the major product is to be predicted.

Concept introduction:

Like carbon-carbon double bond of an alkene, the carbon-carbon triple bond of an alkyne also undergoes electrophilic addition reaction with a strong Bronsted acid. In the first step, a proton is added to a carbon-carbon triple bond to form a vinylic cation, which is then coordinated with the respective anion formed in the first step. An alkene is formed, which further shows electrophilic addition reaction with Bronsted acid to form an alkane as the final product. When alkynes are treated with excess Bronsted acid, like hydrogen halide, the geminal dihalide is formed as the major product.

Answer 8

Interpretation Introduction

(b)

Interpretation:

The complete, detailed mechanism of the given reaction is to be drawn, and the major product is to be predicted.

Concept introduction:

Like carbon-carbon double bond of an alkene, the carbon-carbon triple bond of an alkyne also undergoes electrophilic addition reaction with a strong Bronsted acid. In the first step, a proton is added to a carbon-carbon triple bond to form a vinylic cation, which is then coordinated with the respective anion formed in the first step. An alkene is formed, which further shows electrophilic addition reaction with Bronsted acid to form an alkane as the final product. When alkynes are treated with excess Bronsted acid, like hydrogen halide, the geminal dihalide is formed as the major product.

Answer 9

Interpretation Introduction

(b)

Interpretation:

The complete, detailed mechanism of the given reaction is to be drawn, and the major product is to be predicted.

Concept introduction:

Like carbon-carbon double bond of an alkene, the carbon-carbon triple bond of an alkyne also undergoes electrophilic addition reaction with a strong Bronsted acid. In the first step, a proton is added to a carbon-carbon triple bond to form a vinylic cation, which is then coordinated with the respective anion formed in the first step. An alkene is formed, which further shows electrophilic addition reaction with Bronsted acid to form an alkane as the final product. When alkynes are treated with excess Bronsted acid, like hydrogen halide, the geminal dihalide is formed as the major product.

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

Solution Summary: The author explains the electrophilic addition reaction of a Bronsted acid with the carbon-carbon triple bond of an alkyne.

Want to see the full answer?

Chapter 11 Solutions