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Amines. Draw: para-hydroxy-N-methylbenzoamide. Amines. Organic derivatives of ammonia. Ammonia. H H-N: H. Ammonium. H H-N-H H. +1. Primary Amine. R 1 H-N: H. Secondary Amine. R 1 R 2 -N: H. Tertiary Amine. R 1 R 2 -N: R 3.
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Amines • Organic derivatives of ammonia
Ammonia • H • H-N: • H
Ammonium • H • H-N-H • H +1
Primary Amine • R1 • H-N: • H
Secondary Amine • R1 • R2-N: • H
Tertiary Amine • R1 • R2-N: • R3
Quaternary Amine • R1 • R2-N-R4 • R3 +1
Alkyl amine • R1 • H-N: • H
Methylamine • CH3 • H-N: • H
Methylethylamine • CH3 • CH3-CH2-N: • H
Trimethylamine • CH3 • CH3-N: • CH3
Tetramethylammonium • CH3 +1 • CH3-N-CH3 • CH3
Trimethylammonium • CH3 +1 • CH3-N-H • CH3
Phenylamine or Aminobenzene NH2 Aniline
N-Methylaniline H N-CH3
Diphenylamine H N
Para-aminomethylbenzenepara-aminotoluenepara-methylanilinepara-toluidinePara-aminomethylbenzenepara-aminotoluenepara-methylanilinepara-toluidine CH3 H2N
Para-aminobenzoic acid O NH2 C HO
1,4-butyldiaminePutrescine • H2N CH2 CH2 • CH2 CH2 NH2
1,5-pentyldiamineCadaverine • H2N-(CH2)5-NH2
Pyrrolidine H N
Pyrrole H N
Piperidine : N-H
Pyridine N:
Indole N H
Purine N N N H N
Pyrimidine N N
Common Amino Acid • H • R-C-COOH • NH2
Glycine • H • H-C-COOH • NH2
Alanine • H • H3C-C-COOH • NH2
Phenylalanine • H • -CH2-C-COOH • NH2
Making Amines • H3N: + X-R R-NH3+ + X- • ammonia + alkyl halide --> alkylammonium • R-NH3+ X- + MOH • R-NH2+ MX + HOH
Net Results • H3N: + X-R + MOH • ammonia + alkyl halide + base--> • R-NH2+ MX + HOH • alkyl amine + salt + water
Making Amines • :NH3 + I-CH2-CH2-CH3 • + KOH • ammonia + propyliodide + potassium hydroxide
Products • H2N-CH2-CH2-CH3 • + KI + H2O • propyl amine + potassium iodide + water
Polysubstituted Amines base • H3N: + X-R R-NH2 • R2 • H2NR + X-R R-NH • R2 • HNR2 + X-R R-N-R3 base base