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Hydrocarbon Derivatives
Amines, Amides, & Amino Acids
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Amines Contain N General Format: RNH2 NH2 = amino group
N has bonding capacity of 3 molecules contain H bonded to N = H bonding weaker than hydrogen bonding in alcohols and carboxylic acids Amines smell really, really bad
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Table R R’ Shows format RNR” (this is a 3 amine) 1 amines: RNH
2 amines: RNR’ H H
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Naming Amines Find name of base hydrocarbon Drop final -e & add -amine
Use # in front of name to give location of amino group
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H H H HCCNH H H Ethanamine H H H H HCCCNH H H H 1-propanamine
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< H H H N H HCCCH H H H 2-propanamine CH2CH2CH2
1,3-propanediamine NH2 NH2
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NH2 NH2 CHCH2CH2CH 1,1,4,4-butanetetraamine NH2 NH2
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Examples of amines PABA Caffeine Novacain B-vitamins
Preparation of dyes
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Amides Contain: amino group bonded to C of carbonyl group
carbonyl group (>C=O) & amino group (NH2) amino group bonded to C of carbonyl group Links amino acids together
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Table R O R’ O = = General Format: RCNH2 or RCNH
carboxylic acid: RCOOH replace the OH with NH2 no # needed in name Amide group is always at end of molecule
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Naming Amides Find name of alkane with same # of C’s
drop the final -e & replace it with -amide
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H O = HCCNH2 Ethanamide H O = Propanamide CH3CH2CNH2
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Properties of Amides strong hydrogen bonding - so high bp
Simple amides are solids at room temp Smaller amides are very soluble in water
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Amino Acids Only need to recognize them
Don’t need to know how to name them Contain a carboxyl group (-COOH) Contain an amine group (-NH2) Amino group is on C next to carboxyl group
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NH2 Amino Acids alanine O = CH3CC OH NH2 O = glycine CH2C OH
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