EP ORGANIC CHEMISTRY,24 MONTH-OWLV2
EP ORGANIC CHEMISTRY,24 MONTH-OWLV2
9th Edition
ISBN: 9781305084391
Author: McMurry
Publisher: CENGAGE L
Question
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Chapter 9.SE, Problem 24MP
Interpretation Introduction

a)

EP ORGANIC CHEMISTRY,24 MONTH-OWLV2, Chapter 9.SE, Problem 24MP , additional homework tip  1

Interpretation:

The product of the two step process shown is to be given and complete electron-pushing mechanism for its formation also is to be provided.

Concept introduction:

The terminal alkynes being acidic form sodium alkynides when treated with bases like sodium amide. The alkynides when treated with alkyl halides yield the higher alkynes as the product. The alkynide ion being nucleophilic attacks the positively polarized carbon of C-X bond in alkyl halides displaces the halogen to yield the higher alkyne as the product.

To propose:

The product of the two step process shown and to give a complete electron-pushing mechanism for its formation.

Interpretation Introduction

b)

EP ORGANIC CHEMISTRY,24 MONTH-OWLV2, Chapter 9.SE, Problem 24MP , additional homework tip  2

Interpretation:

The product of the two step process shown is to be given and complete electron-pushing mechanism for its formation also is to be provided.

Concept introduction:

The terminal alkynes being acidic form sodium alkynides when treated with bases like sodium amide. The alkynides when treated with alkyl halides yield the higher alkynes as the product. The alkynide ion being nucleophilic attacks the positively polarized carbon of C-X bond in alkyl halides displaces the halogen to yield the higher alkyne as the product.

To propose:

The product of the two step process shown and to give a complete electron-pushing mechanism for its formation.

Interpretation Introduction

c)

EP ORGANIC CHEMISTRY,24 MONTH-OWLV2, Chapter 9.SE, Problem 24MP , additional homework tip  3

Interpretation:

The product of the two step process shown is to be given and complete electron-pushing mechanism for its formation also is to be provided.

Concept introduction:

The terminal alkynes being acidic form sodium alkynide when treated with bases like sodium amide. The alkynides when treated with alkyl halides yield the higher alkynes as the product. The alkynide ion being nucleophilic attacks the positively polarized carbon of C-X bond in alkyl halides displaces the halogen to yield the higher alkyne as the product.

To propose:

The product of the two step process shown and to give a complete electron-pushing mechanism for its formation.

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. (11pts total) Consider the arrows pointing at three different carbon-carbon bonds in the molecule depicted below. Bond B 2°C. +2°C. < cleavage Bond A • CH3 + 26. t cleavage 2°C• +3°C• Bond C Cleavage CH3 ZC '2°C. 26. E Strongest 3°C. 2C. Gund Largest BDE weakest bond In that molecule a. (2pts) Which bond between A-C is weakest? Which is strongest? Place answers in appropriate boxes. Weakest C bond Produces A Weakest Bond Most Strongest Bond Stable radical Strongest Gund produces least stable radicals b. (4pts) Consider the relative stability of all cleavage products that form when bonds A, B, AND C are homolytically cleaved/broken. Hint: cleavage products of bonds A, B, and C are all carbon radicals. i. Which ONE cleavage product is the most stable? A condensed or bond line representation is fine. 人 8°C. formed in bound C cleavage ii. Which ONE cleavage product is the least stable? A condensed or bond line representation is fine. methyl radical •CH3 formed in bund A Cleavage
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Chapter 9 Solutions

EP ORGANIC CHEMISTRY,24 MONTH-OWLV2

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
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