a) Interpretation: The terminal alkyne and the alkyl halide from which the compound shown can be obtained are to be shown. If two routes are possible both has to be listed. Concept introduction: The alkylation of alkynes is an efficient method for preparing higher alkanes. Acetylene upon alkylation gives a terminal alkyne while further alkylation of a terminal alkyne leads to the formation of an internal alkyne. The actylide anion, being nucleophilic in nature, displaces the halide ion when treated with alkyl halide and gets itself attached to the alkyl group to yield a terminal alkyne. Only primary alkyl halides can be used in the reaction because when secondary and tertiary alkyl halides are used elimination of hydrogen halide occurs instead of substitution. To show: The terminal alkyne and the alkyl halide from which the compound shown can be obtained. Further to list both routes if two routes are possible.

Question

Macmillan Learning One of the molecules shown can be made using the Williamson ether synthesis. Identify the ether and draw the starting materials. А со C Strategy: Review the reagents, mechanism and steps of the Williamson ether synthesis. Determine which of the molecules can be made using the steps. Then analyze the two possible disconnection strategies and deduce the starting materials. Identify the superior route. Step 6: Put it all together. Complete the two-step synthesis by selecting the reagents and starting materials. C 1. 2. Answer Bank NaH NaOH NaOCH, снен, сен, он Сиси, Сне (СН), СОН (Сн, Св

Answer 1

Question

Chapter 9.8, Problem 10P

Interpretation Introduction

a)

Interpretation:

The terminal alkyne and the alkyl halide from which the compound shown can be obtained are to be shown. If two routes are possible both has to be listed.

Concept introduction:

The alkylation of alkynes is an efficient method for preparing higher alkanes. Acetylene upon alkylation gives a terminal alkyne while further alkylation of a terminal alkyne leads to the formation of an internal alkyne. The actylide anion, being nucleophilic in nature, displaces the halide ion when treated with alkyl halide and gets itself attached to the alkyl group to yield a terminal alkyne. Only primary alkyl halides can be used in the reaction because when secondary and tertiary alkyl halides are used elimination of hydrogen halide occurs instead of substitution.

To show:

The terminal alkyne and the alkyl halide from which the compound shown can be obtained. Further to list both routes if two routes are possible.

Interpretation Introduction

b)

Interpretation:

The terminal alkyne and the alkyl halide from which the compound shown can be obtained are to be shown. If two routes are possible both has to be listed.

Concept introduction:

The alkylation of alkynes is an efficient method for preparing higher alkanes. Acetylene upon alkylation gives a terminal alkyne while further alkylation of a terminal alkyne leads to the formation of an internal alkyne. The actylide anion, being nucleophilic in nature, displaces the halide ion when treated with alkyl halide and gets itself attached to the alkyl group to yield a terminal alkyne. Only primary alkyl halides can be used in the reaction because when secondary and tertiary alkyl halides are used elimination of a hydrogen halide occurs instead of substitution.

To show:

The terminal alkyne and the alkyl halide from which the compound shown can be obtained. Further to list both routes if two routes are possible.

Interpretation Introduction

c)

Interpretation:

The terminal alkyne and the alkyl halide from which the compound shown can be obtained are to be shown. If two routes are possible both has to be listed.

Concept introduction:

The alkylation of alkynes is an efficient method for preparing higher alkanes. Acetylene upon alkylation gives a terminal alkyne while further alkylation of a terminal alkyne leads to the formation of an internal alkyne. The actylide anion, being nucleophilic in nature, displaces the halide ion when treated with alkyl halide and gets itself attached to the alkyl group to yield a terminal alkyne. Only primary alkyl halides can be used in the reaction because when secondary and tertiary alkyl halides are used elimination of hydrogen halide occurs instead of substitution.

To show:

The terminal alkyne and the alkyl halide from which the compound shown can be obtained. Further to list both routes if two routes are possible.

Expert Solution & Answer

Trending nowThis is a popular solution!

See solution

Check out sample textbook solution

Students have asked these similar questions

Macmillan Learning One of the molecules shown can be made using the Williamson ether synthesis. Identify the ether and draw the starting materials. А со C Strategy: Review the reagents, mechanism and steps of the Williamson ether synthesis. Determine which of the molecules can be made using the steps. Then analyze the two possible disconnection strategies and deduce the starting materials. Identify the superior route. Step 6: Put it all together. Complete the two-step synthesis by selecting the reagents and starting materials. C 1. 2. Answer Bank NaH NaOH NaOCH, снен, сен, он Сиси, Сне (СН), СОН (Сн, Св

Write the systematic name of each organic molecule: structure CH3 O CH3-CH-CH-C-CH3 OH HV. CH3-C-CH-CH2-CH3 OH CH3 O HO—CH, CH–CH—C CH3 OH 오-오 name X G ☐

HI Organic Functional Groups Predicting the reactants or products of esterification What is the missing reactant in this organic reaction? HO OH H +回 + H₂O 60013 Naomi V Specifically, in the drawing area below draw the skeletal ("line") structure of R. If there is more than one reasonable answer, you can draw any one of them. If there is no reasonable answer, check the No answer box under the drawing area. No answer Click and drag to start drawing a structure. Explanation Check 1 2 #3 $ 4 2025 % ala5 'a :☐ G & 67 8 Ar K enter Accessible 9 Q W E R TY U 1 tab , S H J K

Answer 2

Question

Chapter 9.8, Problem 10P

Interpretation Introduction

a)

Interpretation:

The terminal alkyne and the alkyl halide from which the compound shown can be obtained are to be shown. If two routes are possible both has to be listed.

Concept introduction:

The alkylation of alkynes is an efficient method for preparing higher alkanes. Acetylene upon alkylation gives a terminal alkyne while further alkylation of a terminal alkyne leads to the formation of an internal alkyne. The actylide anion, being nucleophilic in nature, displaces the halide ion when treated with alkyl halide and gets itself attached to the alkyl group to yield a terminal alkyne. Only primary alkyl halides can be used in the reaction because when secondary and tertiary alkyl halides are used elimination of hydrogen halide occurs instead of substitution.

To show:

The terminal alkyne and the alkyl halide from which the compound shown can be obtained. Further to list both routes if two routes are possible.

Interpretation Introduction

b)

Interpretation:

The terminal alkyne and the alkyl halide from which the compound shown can be obtained are to be shown. If two routes are possible both has to be listed.

Concept introduction:

The alkylation of alkynes is an efficient method for preparing higher alkanes. Acetylene upon alkylation gives a terminal alkyne while further alkylation of a terminal alkyne leads to the formation of an internal alkyne. The actylide anion, being nucleophilic in nature, displaces the halide ion when treated with alkyl halide and gets itself attached to the alkyl group to yield a terminal alkyne. Only primary alkyl halides can be used in the reaction because when secondary and tertiary alkyl halides are used elimination of a hydrogen halide occurs instead of substitution.

To show:

The terminal alkyne and the alkyl halide from which the compound shown can be obtained. Further to list both routes if two routes are possible.

Interpretation Introduction

c)

Interpretation:

The terminal alkyne and the alkyl halide from which the compound shown can be obtained are to be shown. If two routes are possible both has to be listed.

Concept introduction:

The alkylation of alkynes is an efficient method for preparing higher alkanes. Acetylene upon alkylation gives a terminal alkyne while further alkylation of a terminal alkyne leads to the formation of an internal alkyne. The actylide anion, being nucleophilic in nature, displaces the halide ion when treated with alkyl halide and gets itself attached to the alkyl group to yield a terminal alkyne. Only primary alkyl halides can be used in the reaction because when secondary and tertiary alkyl halides are used elimination of hydrogen halide occurs instead of substitution.

To show:

The terminal alkyne and the alkyl halide from which the compound shown can be obtained. Further to list both routes if two routes are possible.

Expert Solution & Answer

Trending nowThis is a popular solution!

See solution

Check out sample textbook solution

Answer 3

Question

Chapter 9.8, Problem 10P

Interpretation Introduction

a)

Interpretation:

The terminal alkyne and the alkyl halide from which the compound shown can be obtained are to be shown. If two routes are possible both has to be listed.

Concept introduction:

The alkylation of alkynes is an efficient method for preparing higher alkanes. Acetylene upon alkylation gives a terminal alkyne while further alkylation of a terminal alkyne leads to the formation of an internal alkyne. The actylide anion, being nucleophilic in nature, displaces the halide ion when treated with alkyl halide and gets itself attached to the alkyl group to yield a terminal alkyne. Only primary alkyl halides can be used in the reaction because when secondary and tertiary alkyl halides are used elimination of hydrogen halide occurs instead of substitution.

To show:

The terminal alkyne and the alkyl halide from which the compound shown can be obtained. Further to list both routes if two routes are possible.

Interpretation Introduction

b)

Interpretation:

The terminal alkyne and the alkyl halide from which the compound shown can be obtained are to be shown. If two routes are possible both has to be listed.

Concept introduction:

The alkylation of alkynes is an efficient method for preparing higher alkanes. Acetylene upon alkylation gives a terminal alkyne while further alkylation of a terminal alkyne leads to the formation of an internal alkyne. The actylide anion, being nucleophilic in nature, displaces the halide ion when treated with alkyl halide and gets itself attached to the alkyl group to yield a terminal alkyne. Only primary alkyl halides can be used in the reaction because when secondary and tertiary alkyl halides are used elimination of a hydrogen halide occurs instead of substitution.

To show:

The terminal alkyne and the alkyl halide from which the compound shown can be obtained. Further to list both routes if two routes are possible.

Interpretation Introduction

c)

Interpretation:

The terminal alkyne and the alkyl halide from which the compound shown can be obtained are to be shown. If two routes are possible both has to be listed.

Concept introduction:

The alkylation of alkynes is an efficient method for preparing higher alkanes. Acetylene upon alkylation gives a terminal alkyne while further alkylation of a terminal alkyne leads to the formation of an internal alkyne. The actylide anion, being nucleophilic in nature, displaces the halide ion when treated with alkyl halide and gets itself attached to the alkyl group to yield a terminal alkyne. Only primary alkyl halides can be used in the reaction because when secondary and tertiary alkyl halides are used elimination of hydrogen halide occurs instead of substitution.

To show:

The terminal alkyne and the alkyl halide from which the compound shown can be obtained. Further to list both routes if two routes are possible.

Expert Solution & Answer

Trending nowThis is a popular solution!

See solution

Check out sample textbook solution

Answer 4

Question

Chapter 9.8, Problem 10P

Interpretation Introduction

a)

Interpretation:

The terminal alkyne and the alkyl halide from which the compound shown can be obtained are to be shown. If two routes are possible both has to be listed.

Concept introduction:

The alkylation of alkynes is an efficient method for preparing higher alkanes. Acetylene upon alkylation gives a terminal alkyne while further alkylation of a terminal alkyne leads to the formation of an internal alkyne. The actylide anion, being nucleophilic in nature, displaces the halide ion when treated with alkyl halide and gets itself attached to the alkyl group to yield a terminal alkyne. Only primary alkyl halides can be used in the reaction because when secondary and tertiary alkyl halides are used elimination of hydrogen halide occurs instead of substitution.

To show:

The terminal alkyne and the alkyl halide from which the compound shown can be obtained. Further to list both routes if two routes are possible.

Interpretation Introduction

b)

Interpretation:

The terminal alkyne and the alkyl halide from which the compound shown can be obtained are to be shown. If two routes are possible both has to be listed.

Concept introduction:

The alkylation of alkynes is an efficient method for preparing higher alkanes. Acetylene upon alkylation gives a terminal alkyne while further alkylation of a terminal alkyne leads to the formation of an internal alkyne. The actylide anion, being nucleophilic in nature, displaces the halide ion when treated with alkyl halide and gets itself attached to the alkyl group to yield a terminal alkyne. Only primary alkyl halides can be used in the reaction because when secondary and tertiary alkyl halides are used elimination of a hydrogen halide occurs instead of substitution.

To show:

The terminal alkyne and the alkyl halide from which the compound shown can be obtained. Further to list both routes if two routes are possible.

Interpretation Introduction

c)

Interpretation:

The terminal alkyne and the alkyl halide from which the compound shown can be obtained are to be shown. If two routes are possible both has to be listed.

Concept introduction:

The alkylation of alkynes is an efficient method for preparing higher alkanes. Acetylene upon alkylation gives a terminal alkyne while further alkylation of a terminal alkyne leads to the formation of an internal alkyne. The actylide anion, being nucleophilic in nature, displaces the halide ion when treated with alkyl halide and gets itself attached to the alkyl group to yield a terminal alkyne. Only primary alkyl halides can be used in the reaction because when secondary and tertiary alkyl halides are used elimination of hydrogen halide occurs instead of substitution.

To show:

The terminal alkyne and the alkyl halide from which the compound shown can be obtained. Further to list both routes if two routes are possible.

Expert Solution & Answer

Trending nowThis is a popular solution!

See solution

Check out sample textbook solution

Answer 5

Chapter 9.8, Problem 10P

Interpretation Introduction

a)

Interpretation:

The terminal alkyne and the alkyl halide from which the compound shown can be obtained are to be shown. If two routes are possible both has to be listed.

Concept introduction:

The alkylation of alkynes is an efficient method for preparing higher alkanes. Acetylene upon alkylation gives a terminal alkyne while further alkylation of a terminal alkyne leads to the formation of an internal alkyne. The actylide anion, being nucleophilic in nature, displaces the halide ion when treated with alkyl halide and gets itself attached to the alkyl group to yield a terminal alkyne. Only primary alkyl halides can be used in the reaction because when secondary and tertiary alkyl halides are used elimination of hydrogen halide occurs instead of substitution.

To show:

The terminal alkyne and the alkyl halide from which the compound shown can be obtained. Further to list both routes if two routes are possible.

Interpretation Introduction

b)

Interpretation:

The terminal alkyne and the alkyl halide from which the compound shown can be obtained are to be shown. If two routes are possible both has to be listed.

Concept introduction:

The alkylation of alkynes is an efficient method for preparing higher alkanes. Acetylene upon alkylation gives a terminal alkyne while further alkylation of a terminal alkyne leads to the formation of an internal alkyne. The actylide anion, being nucleophilic in nature, displaces the halide ion when treated with alkyl halide and gets itself attached to the alkyl group to yield a terminal alkyne. Only primary alkyl halides can be used in the reaction because when secondary and tertiary alkyl halides are used elimination of a hydrogen halide occurs instead of substitution.

To show:

The terminal alkyne and the alkyl halide from which the compound shown can be obtained. Further to list both routes if two routes are possible.

Interpretation Introduction

c)

Interpretation:

The terminal alkyne and the alkyl halide from which the compound shown can be obtained are to be shown. If two routes are possible both has to be listed.

Concept introduction:

The alkylation of alkynes is an efficient method for preparing higher alkanes. Acetylene upon alkylation gives a terminal alkyne while further alkylation of a terminal alkyne leads to the formation of an internal alkyne. The actylide anion, being nucleophilic in nature, displaces the halide ion when treated with alkyl halide and gets itself attached to the alkyl group to yield a terminal alkyne. Only primary alkyl halides can be used in the reaction because when secondary and tertiary alkyl halides are used elimination of hydrogen halide occurs instead of substitution.

To show:

The terminal alkyne and the alkyl halide from which the compound shown can be obtained. Further to list both routes if two routes are possible.

Answer 6

Chapter 9.8, Problem 10P

Interpretation Introduction

a)

Interpretation:

The terminal alkyne and the alkyl halide from which the compound shown can be obtained are to be shown. If two routes are possible both has to be listed.

Concept introduction:

The alkylation of alkynes is an efficient method for preparing higher alkanes. Acetylene upon alkylation gives a terminal alkyne while further alkylation of a terminal alkyne leads to the formation of an internal alkyne. The actylide anion, being nucleophilic in nature, displaces the halide ion when treated with alkyl halide and gets itself attached to the alkyl group to yield a terminal alkyne. Only primary alkyl halides can be used in the reaction because when secondary and tertiary alkyl halides are used elimination of hydrogen halide occurs instead of substitution.

To show:

The terminal alkyne and the alkyl halide from which the compound shown can be obtained. Further to list both routes if two routes are possible.

Answer 7

Chapter 9.8, Problem 10P

Interpretation Introduction

a)

Interpretation:

The terminal alkyne and the alkyl halide from which the compound shown can be obtained are to be shown. If two routes are possible both has to be listed.

Concept introduction:

The alkylation of alkynes is an efficient method for preparing higher alkanes. Acetylene upon alkylation gives a terminal alkyne while further alkylation of a terminal alkyne leads to the formation of an internal alkyne. The actylide anion, being nucleophilic in nature, displaces the halide ion when treated with alkyl halide and gets itself attached to the alkyl group to yield a terminal alkyne. Only primary alkyl halides can be used in the reaction because when secondary and tertiary alkyl halides are used elimination of hydrogen halide occurs instead of substitution.

To show:

The terminal alkyne and the alkyl halide from which the compound shown can be obtained. Further to list both routes if two routes are possible.

Answer 8

Interpretation Introduction

b)

Interpretation:

The terminal alkyne and the alkyl halide from which the compound shown can be obtained are to be shown. If two routes are possible both has to be listed.

Concept introduction:

The alkylation of alkynes is an efficient method for preparing higher alkanes. Acetylene upon alkylation gives a terminal alkyne while further alkylation of a terminal alkyne leads to the formation of an internal alkyne. The actylide anion, being nucleophilic in nature, displaces the halide ion when treated with alkyl halide and gets itself attached to the alkyl group to yield a terminal alkyne. Only primary alkyl halides can be used in the reaction because when secondary and tertiary alkyl halides are used elimination of a hydrogen halide occurs instead of substitution.

To show:

The terminal alkyne and the alkyl halide from which the compound shown can be obtained. Further to list both routes if two routes are possible.

Answer 9

Interpretation Introduction

b)

Interpretation:

The terminal alkyne and the alkyl halide from which the compound shown can be obtained are to be shown. If two routes are possible both has to be listed.

Concept introduction:

The alkylation of alkynes is an efficient method for preparing higher alkanes. Acetylene upon alkylation gives a terminal alkyne while further alkylation of a terminal alkyne leads to the formation of an internal alkyne. The actylide anion, being nucleophilic in nature, displaces the halide ion when treated with alkyl halide and gets itself attached to the alkyl group to yield a terminal alkyne. Only primary alkyl halides can be used in the reaction because when secondary and tertiary alkyl halides are used elimination of a hydrogen halide occurs instead of substitution.

To show:

The terminal alkyne and the alkyl halide from which the compound shown can be obtained. Further to list both routes if two routes are possible.

Answer 10

Interpretation Introduction

c)

Interpretation:

The terminal alkyne and the alkyl halide from which the compound shown can be obtained are to be shown. If two routes are possible both has to be listed.

Concept introduction:

The alkylation of alkynes is an efficient method for preparing higher alkanes. Acetylene upon alkylation gives a terminal alkyne while further alkylation of a terminal alkyne leads to the formation of an internal alkyne. The actylide anion, being nucleophilic in nature, displaces the halide ion when treated with alkyl halide and gets itself attached to the alkyl group to yield a terminal alkyne. Only primary alkyl halides can be used in the reaction because when secondary and tertiary alkyl halides are used elimination of hydrogen halide occurs instead of substitution.

To show:

The terminal alkyne and the alkyl halide from which the compound shown can be obtained. Further to list both routes if two routes are possible.

Answer 11

Interpretation Introduction

c)

Interpretation:

The terminal alkyne and the alkyl halide from which the compound shown can be obtained are to be shown. If two routes are possible both has to be listed.

Concept introduction:

The alkylation of alkynes is an efficient method for preparing higher alkanes. Acetylene upon alkylation gives a terminal alkyne while further alkylation of a terminal alkyne leads to the formation of an internal alkyne. The actylide anion, being nucleophilic in nature, displaces the halide ion when treated with alkyl halide and gets itself attached to the alkyl group to yield a terminal alkyne. Only primary alkyl halides can be used in the reaction because when secondary and tertiary alkyl halides are used elimination of hydrogen halide occurs instead of substitution.

To show:

The terminal alkyne and the alkyl halide from which the compound shown can be obtained. Further to list both routes if two routes are possible.

Answer 12

Expert Solution & Answer

Answer 13

Expert Solution & Answer

Answer 14

Trending nowThis is a popular solution!

See solution

Check out sample textbook solution

Answer 15

Trending nowThis is a popular solution!

See solution

Check out sample textbook solution

Answer 16

Trending nowThis is a popular solution!

See solution

Check out sample textbook solution

Answer 17

Trending nowThis is a popular solution!

Answer 18

Trending nowThis is a popular solution!

Answer 19

Trending nowThis is a popular solution!

Answer 20

Trending now

Answer 21

This is a popular solution!

Answer 22

See solution

Check out sample textbook solution

Answer 23

Ch. 9.1 - Prob. 1P Ch. 9.1 - Prob. 2P Ch. 9.3 - What products would you expect from the following...Ch. 9.4 - Prob. 4P Ch. 9.4 - Prob. 5P Ch. 9.4 - Prob. 6P Ch. 9.4 - Prob. 7P Ch. 9.5 - Using any alkyne needed, how would you prepare the...Ch. 9.7 - The pKa of acetone, CH3COCH3, is 19.3. Which of...Ch. 9.8 - Prob. 10P

Solution Summary: The author explains that the alkylation method is an efficient method for preparing higher alkanes. The actylide anion, being nucleophilic, displaces the halide ion

Chapter 9 Solutions