(a) Interpretation: The major product for the given reaction is to be predicted, and the complete, detailed mechanism is to be drawn for it. Concept introduction: Terminal alkynes can be prepared from dihaloalkanes (1, 1-dihaloalkanes or 1, 2-dihaloalkanes) by treating them with a strong base via back to back E2 reaction. Three equivalents of the strong base H 2 N - ( NaNH 2 ) are used to convert the dihalides into a terminal alkyne. The first two equivalents bring about two separate E2 reactions removing an acidic hydrogen and a halogen atom each time. The third equivalent of the base deprotonates the acidic proton on the newly formed terminal alkyne. Acid workup is necessary whenever the reaction conditions are strongly basic. Acid workup replaces that proton.

Question

Want to see the full answer?

Answer 1

Question

Chapter 10, Problem 10.28P

Interpretation Introduction

(a)

Interpretation:

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

Concept introduction:

Terminal alkynes can be prepared from dihaloalkanes (1, 1-dihaloalkanes or 1, 2-dihaloalkanes) by treating them with a strong base via back to back E2 reaction. Three equivalents of the strong base H2N- (NaNH2) are used to convert the dihalides into a terminal alkyne. The first two equivalents bring about two separate E2 reactions removing an acidic hydrogen and a halogen atom each time. The third equivalent of the base deprotonates the acidic proton on the newly formed terminal alkyne. Acid workup is necessary whenever the reaction conditions are strongly basic. Acid workup replaces that proton.

Interpretation Introduction

(b)

Interpretation:

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

Concept introduction:

Terminal alkynes can be prepared from dihaloalkanes (1, 1-dihaloalkanes or 1, 2-dihaloalkanes) by treating them with a strong base via back to back E2 reaction. Three equivalents of the strong base H2N- (NaNH2) are used to convert the dihalides into a terminal alkyne. The first two equivalents bring about two separate E2 reactions removing an acidic hydrogen and a halogen atom each time. The third equivalent of the base deprotonates the acidic proton on the newly formed terminal alkyne. Acid workup is necessary whenever the reaction conditions are strongly basic. Acid workup replaces that proton.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Students have asked these similar questions

#1. Retro-Electrochemical Reaction: A ring has been made, but the light is causing the molecule to un- cyclize. Undo the ring into all possible molecules. (2pts, no partial credit) hv

Don't used Ai solution

I have a question about this problem involving mechanisms and drawing curved arrows for acids and bases. I know we need to identify the nucleophile and electrophile, but are there different types of reactions? For instance, what about Grignard reagents and other types that I might not be familiar with? Can you help me with this? I want to identify the names of the mechanisms for problems 1-14, such as Gilman reagents and others. Are they all the same? Also, could you rewrite it so I can better understand? The handwriting is pretty cluttered. Additionally, I need to label the nucleophile and electrophile, but my main concern is whether those reactions differ, like the "Brønsted-Lowry acid-base mechanism, Lewis acid-base mechanism, acid-catalyzed mechanisms, acid-catalyzed reactions, base-catalyzed reactions, nucleophilic substitution mechanisms (SN1 and SN2), elimination reactions (E1 and E2), organometallic mechanisms, and so forth."

Answer 2

Question

Chapter 10, Problem 10.28P

Interpretation Introduction

(a)

Interpretation:

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

Concept introduction:

Terminal alkynes can be prepared from dihaloalkanes (1, 1-dihaloalkanes or 1, 2-dihaloalkanes) by treating them with a strong base via back to back E2 reaction. Three equivalents of the strong base H2N- (NaNH2) are used to convert the dihalides into a terminal alkyne. The first two equivalents bring about two separate E2 reactions removing an acidic hydrogen and a halogen atom each time. The third equivalent of the base deprotonates the acidic proton on the newly formed terminal alkyne. Acid workup is necessary whenever the reaction conditions are strongly basic. Acid workup replaces that proton.

Interpretation Introduction

(b)

Interpretation:

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

Concept introduction:

Terminal alkynes can be prepared from dihaloalkanes (1, 1-dihaloalkanes or 1, 2-dihaloalkanes) by treating them with a strong base via back to back E2 reaction. Three equivalents of the strong base H2N- (NaNH2) are used to convert the dihalides into a terminal alkyne. The first two equivalents bring about two separate E2 reactions removing an acidic hydrogen and a halogen atom each time. The third equivalent of the base deprotonates the acidic proton on the newly formed terminal alkyne. Acid workup is necessary whenever the reaction conditions are strongly basic. Acid workup replaces that proton.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 3

Question

Chapter 10, Problem 10.28P

Interpretation Introduction

(a)

Interpretation:

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

Concept introduction:

Terminal alkynes can be prepared from dihaloalkanes (1, 1-dihaloalkanes or 1, 2-dihaloalkanes) by treating them with a strong base via back to back E2 reaction. Three equivalents of the strong base H2N- (NaNH2) are used to convert the dihalides into a terminal alkyne. The first two equivalents bring about two separate E2 reactions removing an acidic hydrogen and a halogen atom each time. The third equivalent of the base deprotonates the acidic proton on the newly formed terminal alkyne. Acid workup is necessary whenever the reaction conditions are strongly basic. Acid workup replaces that proton.

Interpretation Introduction

(b)

Interpretation:

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

Concept introduction:

Terminal alkynes can be prepared from dihaloalkanes (1, 1-dihaloalkanes or 1, 2-dihaloalkanes) by treating them with a strong base via back to back E2 reaction. Three equivalents of the strong base H2N- (NaNH2) are used to convert the dihalides into a terminal alkyne. The first two equivalents bring about two separate E2 reactions removing an acidic hydrogen and a halogen atom each time. The third equivalent of the base deprotonates the acidic proton on the newly formed terminal alkyne. Acid workup is necessary whenever the reaction conditions are strongly basic. Acid workup replaces that proton.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 4

Question

Chapter 10, Problem 10.28P

Interpretation Introduction

(a)

Interpretation:

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

Concept introduction:

Terminal alkynes can be prepared from dihaloalkanes (1, 1-dihaloalkanes or 1, 2-dihaloalkanes) by treating them with a strong base via back to back E2 reaction. Three equivalents of the strong base H2N- (NaNH2) are used to convert the dihalides into a terminal alkyne. The first two equivalents bring about two separate E2 reactions removing an acidic hydrogen and a halogen atom each time. The third equivalent of the base deprotonates the acidic proton on the newly formed terminal alkyne. Acid workup is necessary whenever the reaction conditions are strongly basic. Acid workup replaces that proton.

Interpretation Introduction

(b)

Interpretation:

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

Concept introduction:

Terminal alkynes can be prepared from dihaloalkanes (1, 1-dihaloalkanes or 1, 2-dihaloalkanes) by treating them with a strong base via back to back E2 reaction. Three equivalents of the strong base H2N- (NaNH2) are used to convert the dihalides into a terminal alkyne. The first two equivalents bring about two separate E2 reactions removing an acidic hydrogen and a halogen atom each time. The third equivalent of the base deprotonates the acidic proton on the newly formed terminal alkyne. Acid workup is necessary whenever the reaction conditions are strongly basic. Acid workup replaces that proton.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 5

Chapter 10, Problem 10.28P

Interpretation Introduction

(a)

Interpretation:

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

Concept introduction:

Terminal alkynes can be prepared from dihaloalkanes (1, 1-dihaloalkanes or 1, 2-dihaloalkanes) by treating them with a strong base via back to back E2 reaction. Three equivalents of the strong base H2N- (NaNH2) are used to convert the dihalides into a terminal alkyne. The first two equivalents bring about two separate E2 reactions removing an acidic hydrogen and a halogen atom each time. The third equivalent of the base deprotonates the acidic proton on the newly formed terminal alkyne. Acid workup is necessary whenever the reaction conditions are strongly basic. Acid workup replaces that proton.

Interpretation Introduction

(b)

Interpretation:

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

Concept introduction:

Terminal alkynes can be prepared from dihaloalkanes (1, 1-dihaloalkanes or 1, 2-dihaloalkanes) by treating them with a strong base via back to back E2 reaction. Three equivalents of the strong base H2N- (NaNH2) are used to convert the dihalides into a terminal alkyne. The first two equivalents bring about two separate E2 reactions removing an acidic hydrogen and a halogen atom each time. The third equivalent of the base deprotonates the acidic proton on the newly formed terminal alkyne. Acid workup is necessary whenever the reaction conditions are strongly basic. Acid workup replaces that proton.

Answer 6

Chapter 10, Problem 10.28P

Interpretation Introduction

(a)

Interpretation:

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

Concept introduction:

Terminal alkynes can be prepared from dihaloalkanes (1, 1-dihaloalkanes or 1, 2-dihaloalkanes) by treating them with a strong base via back to back E2 reaction. Three equivalents of the strong base H2N- (NaNH2) are used to convert the dihalides into a terminal alkyne. The first two equivalents bring about two separate E2 reactions removing an acidic hydrogen and a halogen atom each time. The third equivalent of the base deprotonates the acidic proton on the newly formed terminal alkyne. Acid workup is necessary whenever the reaction conditions are strongly basic. Acid workup replaces that proton.

Answer 7

Chapter 10, Problem 10.28P

Interpretation Introduction

(a)

Interpretation:

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

Concept introduction:

Terminal alkynes can be prepared from dihaloalkanes (1, 1-dihaloalkanes or 1, 2-dihaloalkanes) by treating them with a strong base via back to back E2 reaction. Three equivalents of the strong base H2N- (NaNH2) are used to convert the dihalides into a terminal alkyne. The first two equivalents bring about two separate E2 reactions removing an acidic hydrogen and a halogen atom each time. The third equivalent of the base deprotonates the acidic proton on the newly formed terminal alkyne. Acid workup is necessary whenever the reaction conditions are strongly basic. Acid workup replaces that proton.

Answer 8

Interpretation Introduction

(b)

Interpretation:

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

Concept introduction:

Terminal alkynes can be prepared from dihaloalkanes (1, 1-dihaloalkanes or 1, 2-dihaloalkanes) by treating them with a strong base via back to back E2 reaction. Three equivalents of the strong base H2N- (NaNH2) are used to convert the dihalides into a terminal alkyne. The first two equivalents bring about two separate E2 reactions removing an acidic hydrogen and a halogen atom each time. The third equivalent of the base deprotonates the acidic proton on the newly formed terminal alkyne. Acid workup is necessary whenever the reaction conditions are strongly basic. Acid workup replaces that proton.

Answer 9

Interpretation Introduction

(b)

Interpretation:

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

Concept introduction:

Terminal alkynes can be prepared from dihaloalkanes (1, 1-dihaloalkanes or 1, 2-dihaloalkanes) by treating them with a strong base via back to back E2 reaction. Three equivalents of the strong base H2N- (NaNH2) are used to convert the dihalides into a terminal alkyne. The first two equivalents bring about two separate E2 reactions removing an acidic hydrogen and a halogen atom each time. The third equivalent of the base deprotonates the acidic proton on the newly formed terminal alkyne. Acid workup is necessary whenever the reaction conditions are strongly basic. Acid workup replaces that proton.

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. 10 - Prob. 10.1P Ch. 10 - Prob. 10.2P Ch. 10 - Prob. 10.3P Ch. 10 - Prob. 10.4P Ch. 10 - Prob. 10.5P Ch. 10 - Prob. 10.6P Ch. 10 - Prob. 10.7P Ch. 10 - Prob. 10.8P Ch. 10 - Prob. 10.9P Ch. 10 - Prob. 10.10P

Solution Summary: The author explains how terminal alkynes can be prepared from dihaloalkanes by treating them with a strong base via back to back E2 reactions.

Want to see the full answer?

Chapter 10 Solutions