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Hydrocarbon Derivatives
Amines Amides Amino Acids
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Amines contain N general format: RNH2 NH2 = amino group
N: bonding capacity of 3
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Properties molecules are polar: boiling points:
H bonding (H bonded to N) weaker than H-bonding in alcohols & carboxylic acids H-N weaker than H-O boiling points: higher than -anes with same #C’s lower than alcohols & organic acids with same #C’s amines smell really, really bad
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Table R I 1 amines: RNH 2 amines: RNR‘ 3 amines: RNR“ H H R’
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Naming Amines find name of base hydrocarbon
drop -e from -ane ending & add amine # in front of name indicates C where amino group attached
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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 dyes
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Amides amino group bonded to C of carbonyl group
contain 2 functional groups: carbonyl group (>C=O) AND amino group (NH2) amino group bonded to C of carbonyl group amides link amino acids together
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Properties of Amides boiling point:
IMF: hydrogen bonding (N-H) higher bp than ane with same #C’s lower bp than alcohols & acids with same #C’s simple amides are solids at room temp smaller amides are very soluble in water
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Table R O = general format: RCNH2 formed through chem reaction:
carboxylic acid: R-COOH replace the OH with NH2 name: no # needed amide group is always on end C
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Naming Amides find name alkane with same # of C’s
drop -e from -ane ending & replace with amide
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H O = HCCNH2 ethanamide H O = propanamide CH3CH2CNH2
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Amino Acids only need to recognize them do not need to name them
2 functional groups: contain carboxyl group (-COOH) AND contain amino group (-NH2) amine group on C NEXT to C of carboxyl group
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amino acids NH2 O = CH3CC alanine OH NH2 O glycine = CH2C OH
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