Organic Chemistry - With Access (Custom)
Organic Chemistry - With Access (Custom)
9th Edition
ISBN: 9781337031745
Author: McMurry
Publisher: Cengage
Question
Book Icon
Chapter 9.8, Problem 10P
Interpretation Introduction

a)

Organic Chemistry - With Access (Custom), Chapter 9.8, Problem 10P , additional homework tip  1

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)

Organic Chemistry - With Access (Custom), Chapter 9.8, Problem 10P , additional homework tip  2

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)

Organic Chemistry - With Access (Custom), Chapter 9.8, Problem 10P , additional homework tip  3

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.

Blurred answer
Students have asked these similar questions
LTS Solid: AT=Te-Ti Trial 1 Trial 2 Trial 3 Average ΔΗ Mass water, g 24.096 23.976 23.975 Moles of solid, mol 0.01763 001767 0101781 Temp. change, °C 2.9°C 11700 2.0°C Heat of reaction, J -292.37J -170.473 -193.26J AH, kJ/mole 16.58K 9.647 kJ 10.85 kr 16.58K59.64701 KJ mol 12.35k Minimum AS, J/mol K 41.582 mol-k Remember: q = mCsAT (m = mass of water, Cs=4.184J/g°C) & qsin =-qrxn & Show your calculations for: AH in J and then in kJ/mole for Trial 1: qa (24.0969)(4.1845/g) (-2.9°C)=-292.37J qsin = qrxn = 292.35 292.37J AH in J = 292.375 0.2923kJ 0.01763m01 =1.65×107 AH in kJ/mol = = 16.58K 0.01763mol mol qrx Minimum AS in J/mol K (Hint: use the average initial temperature of the three trials, con Kelvin.) AS=AHIT (1.65×10(9.64×103) + (1.0 Jimai
For the compound: C8H17NO2 Use the following information to come up with a plausible structure: 8 This compound has "carboxylic acid amide" and ether functional groups. The peaks at 1.2ppm are two signals that are overlapping one another. One of the two signals is a doublet that represents 6 hydrogens; the other signal is a quartet that represents 3 hydrogens.
Vnk the elements or compounds in the table below in decreasing order of their boiling points. That is, choose 1 next to the substance with the highest bolling point, choose 2 next to the substance with the next highest boiling point, and so on. substance C D chemical symbol, chemical formula or Lewis structure. CH,-N-CH, CH, H H 10: H C-C-H H H H Cale H 10: H-C-C-N-CH, Bri CH, boiling point (C) Сен (C) B (Choose

Chapter 9 Solutions

Organic Chemistry - With Access (Custom)

Ch. 9.8 - Prob. 11PCh. 9.9 - Show the terminal alkyne and alkyl halide from...Ch. 9.9 - Beginning with acetylene and any alkyl halide...Ch. 9.SE - Name the following alkynes, and predict the...Ch. 9.SE - From what alkyne might each of the following...Ch. 9.SE - Prob. 16VCCh. 9.SE - The following cycloalkyne is too unstable to...Ch. 9.SE - Prob. 18MPCh. 9.SE - Assuming that strong acids add to alkynes in the...Ch. 9.SE - Prob. 20MPCh. 9.SE - Prob. 21MPCh. 9.SE - Prob. 22MPCh. 9.SE - Prob. 23MPCh. 9.SE - Prob. 24MPCh. 9.SE - Reaction of acetone with D3O+ yields...Ch. 9.SE - Give IUPAC names for the following compounds:Ch. 9.SE - Draw structures corresponding to the following...Ch. 9.SE - Prob. 28APCh. 9.SE - Prob. 29APCh. 9.SE - Prob. 30APCh. 9.SE - Predict the products from reaction of l-hexyne...Ch. 9.SE - Prob. 32APCh. 9.SE - Prob. 33APCh. 9.SE - Propose structures for hydrocarbons that give the...Ch. 9.SE - Identify the reagents a-c in the following scheme:Ch. 9.SE - Prob. 36APCh. 9.SE - Prob. 37APCh. 9.SE - Prob. 38APCh. 9.SE - How would you carry out the following...Ch. 9.SE - Prob. 40APCh. 9.SE - Synthesize the following compounds using 1-butyne...Ch. 9.SE - Prob. 42APCh. 9.SE - Prob. 43APCh. 9.SE - Prob. 44APCh. 9.SE - Prob. 45APCh. 9.SE - A hydrocarbon of unknown structure has the formula...Ch. 9.SE - Compound A(C9H12) absorbed 3 equivalents of H2 on...Ch. 9.SE - Hydrocarbon A has the formula C12H8. It absorbs 8...Ch. 9.SE - Occasionally, a chemist might need to invert the...Ch. 9.SE - Prob. 50APCh. 9.SE - Prob. 51APCh. 9.SE - Prob. 52APCh. 9.SE - Prob. 53APCh. 9.SE - Prob. 54APCh. 9.SE - Prob. 55APCh. 9.SE - Prob. 56APCh. 9.SE - Prob. 57AP
Knowledge Booster
Background pattern image
Similar questions
SEE MORE QUESTIONS
Recommended textbooks for you
  • Text book image
    Organic Chemistry
    Chemistry
    ISBN:9781305080485
    Author:John E. McMurry
    Publisher:Cengage Learning
    Text book image
    Organic Chemistry: A Guided Inquiry
    Chemistry
    ISBN:9780618974122
    Author:Andrei Straumanis
    Publisher:Cengage Learning
    Text book image
    Organic Chemistry
    Chemistry
    ISBN:9781305580350
    Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
    Publisher:Cengage Learning
Text book image
Organic Chemistry
Chemistry
ISBN:9781305080485
Author:John E. McMurry
Publisher:Cengage Learning
Text book image
Organic Chemistry: A Guided Inquiry
Chemistry
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Cengage Learning
Text book image
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning