Chapter 13-15 CHEM 140B

Chapter 13-15 CHEM 140B - CHAPTER 13 OUTLINE : •...

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Unformatted text preview: CHAPTER 13 OUTLINE : • Properties and bonding of alkynes • Relative stability of alkynes • Acidity of terminal alkynes • Synthesis of alkynes 1. Double elimination from vicinal dihaloalkanes- 2 eq. base needed for internal alkyne, 3 eq. base needed for terminal alkyne 2. Halogenation – double dehydrohalogenation 3. Alkylation of alkynyl anion (a) using a primary haloalkane (b) using an epoxide (c) using a carbonyl • Practice Problems : 1,2 • Reduction of alkynes 1. Complete Hydrogenation 2. Formation of cis alkenes 3. Formation of trans alkenes • Practice Problems : 3 • Worksheet Problems PRACTICE PROBLEMS : 1. Determine the product of each reaction: 1. Br 2 , CCl 4 2. NaNH 2 , NH 3 (c) (b) 1. NaNH 2 , NH 3 2. Et-Br (a) Br Br NaNH 2 , NH 3 (d) 1. Br 2 , CCl 4 2. NaNH 2 , NH 3 3. H 2 O (e) 1. CH 3 CH 2 Li, THF 2. Br (f) 1. CH 3 CH 2 Li, THF 2. O 3. H 2 O 2. Write a mechanism for each reaction: 1. Br 2 , CCl 4 2. NaNH 2 , NH 3 (c) (b) 1. NaNH 2 , NH 3 (a) (d) 1. Br 2 , CCl 4 2. NaNH 2 , NH 3 3. H 2 O 1. CH 3 CH 2 Li, THF 2....
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This note was uploaded on 03/27/2012 for the course CHEM 140B CHEM 140B taught by Professor Theodorakis during the Spring '10 term at UCSD.

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Chapter 13-15 CHEM 140B - CHAPTER 13 OUTLINE : •...

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