Organic Chemistry
Organic Chemistry
3rd Edition
ISBN: 9781119338352
Author: Klein
Publisher: WILEY
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Chapter 9.4, Problem 7CC

(a)

Interpretation Introduction

Interpretation:

The alkyne products formed for each given substrates when treated with a sodium amide (excess NaNH2) should be identified.

Concept Introduction:

Elimination Reaction: It is just reverse reaction of addition where substituent from the given molecule is removed via E1 (the reaction depends only on the substrate involved in the reaction) or E2 (the reaction depends on both of the substituents in the reaction) mechanism.

Soda amide: The strong base of NaNH2/NH3 will deprotonate alkynes, alcohols and other organic functional groups with acidic protons such as esters and ketones. It is also a very strong nucleophile. It is a strong base and excellent nucleophile. It’s used deprotonated of weak acids and also for elimination reaction.

(b)

Interpretation Introduction

Interpretation:

The alkyne products formed for each given substrates when treated with a sodium amide (excess NaNH2) should be identified.

Concept Introduction:

Elimination Reaction: It is just reverse reaction of addition where substituent from the given molecule is removed via E1 (the reaction depends only on the substrate involved in the reaction) or E2 (the reaction depends on both of the substituents in the reaction) mechanism.

Soda amide: The strong base of NaNH2/NH3 will deprotonate alkynes, alcohols and other organic functional groups with acidic protons such as esters and ketones. It is also a very strong nucleophile. It is a strong base and excellent nucleophile. It’s used deprotonated of weak acids and also for elimination reaction.

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2. Name the following hydrocarbons. (9 marks) a) HHHHHHHH H-C-C- H-O-S b) HCEC-CH3 H H H H H d) c) H C=C- H H H e) CH3 CH3 CH2CH=CH-CH=CHCH3 HHHH H-C-C-C-C-H H HH H f) large CH2CH3 pola H3C section lovels tower, able ocart firs g) Tower H3C-CH2 then in H3C-CH-CH-CH3 enblbano bne noitsidab Copyright © 2008. Durham Continuing Education CH3
Name the molecules & Identify any chiral center CH3CH2CH2CHCH₂CH₂CH₂CH₂ OH CH₂CHCH2CH3 Br CH3 CH3CHCH2CHCH2CH3 CH3
Curved arrows are used to illustrate the flow of electrons. Using the provided starting and product structures, draw the curved electrons-pushing arrows for the following reaction or mechanistic step(s).

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