2009_13_Amines_I - Amines Introduction and Properties Part...

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Amines Introduction and Properties Part 1-Chapter 24 1
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Overview • Introduction • Nomenclature • Physical properties 2 • ABENOR
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Assignment 5 (McMurry 6( 7 ) th Edition) Topic Chapter Section Problems Nomenclature 24.1 24.2 ( 24.2 ) Structure and Bonding; Properties 24.2, 24.3 ( 24.2 ) 3 Acid Base Chemistry 24.4, 24.5 ( 24.3 – 24.5 ) 24.4 ( 24.4 ) Synthesis of Amines 24.6 24.8 ( 9 ) - 24.10 ( 11 ), 24.45 ( 52 ) Hofmann Elimination 24.7 24.14; 24.62( 66 ) Diazonium Salts 24.8 24.18
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Nitrogen forms 3 covalent bonds and has a lone pair 1s 2s 2p 1s 2s 2p N 7+ C 6+ 4 1s 2p 1s 2p O 8+ F 9+ 2s 2s
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Some typical acyclic alkyl amines ethylamine rimethylamine ( shy 5 Methylamine Trimethylamine ( fishy ) Benadryl (diphenhydramine) H odourless + Antihistamine ( fishy )
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Amine heterocycles 6
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Atropine 7
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Aromatic amines NH 2 8 N Resonance forms pyridine aniline
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Recall: Difference between nomenclature for amines and alcoh ol s • Alcohols • Ethers • 1 ° amines O H 2 HOR RX O H 2 ROR 2 RX NH 3 RNH 2 RX 9 • 2 ° amines • 3 ° amines • 4 ° ammonium salt NH 3 R 2 NH 2 RX NH 3 NR 3 3 RX NH 3 R 4 N X 4 RX + -
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Amines and alcohols OH 1 ° alcohol 1 ° amine NH 2 N 10 2 ° alcohol still a 1 ° amine! 2 ° amine OH NH 2 H 3 ° alcohol Still a 1 ° amine! 3 ° amine OH NH 2 N
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Rules of Nomenclature • For Alcohols - # of carbons attached to the carbon-bearing hydroxyl determines whether it is primary, secondary or tertiary. 11 • For Amines - # of carbons attached to nitrogen determines whether it is primary, secondary or tertiary. .
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Unlike oxonium salts…. …ammonium salts are stable at RT O R R R X + - Unstable! R
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2009_13_Amines_I - Amines Introduction and Properties Part...

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