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AMINES

AMINES. NAMING AMINES. Imagine ammonia and replace a hydrogen or hydrogen's with an organic group. The easiest way to think of amines is as near relatives of ammonia, NH 3 . Amines fall into different classes depending on how many of the hydrogen atoms are replaced.

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AMINES

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  1. AMINES

  2. NAMING AMINES • Imagine ammonia and replace a hydrogen or hydrogen's with an organic group. • The easiest way to think of amines is as near relatives of ammonia, NH3. • Amines fall into different classes depending on how many of the hydrogen atoms are replaced. Naming amines can be quite confusing because there are so many variations on the names. Only use the method in the text book!

  3. NAMING AMINES Primary Amines Named after hydrocarbon with amine placed at the end (suffix). Remove the the “e” from the hydrocarbon. CH3-NH2 amine methane methanmineethanamine propan-1-amine propan-2-amine The prefix amino is used if the amino group is not the most important group. Draw 2-aminobutanoic acid

  4. NAMING AMINES • Secondary Amines • Name the longest carbon chain that is attached to the nitrogen atom. • Combine with amine as you would with a primary amine. • Name shorter carbon chain as you would with alkanes, but add the prefix N- • The N- shows that the shorter chain is attached to the longer chain. CH3 - CH2 - N - H  | CH3 N-methylethanamine N-methybutan-2-amine

  5. NAMING AMINES • Tertiary Amines • Similar to secondary amines, but use two N,N- prefix • Name the smaller alkane chains in alphabetical order. N-ethyl-N-methylbutan-1-amine

  6. NAMING AMINES • Quarternary Ammonium Ions • Similar to ammonium ion NH4+ • Replace all the hydrogen atoms with alkyl or aryl groups. • Name similar to tertiary amines, but use three N-prefixes • Add aminium as the suffix (at the end). • Name the smaller alkane chains in alphabetical order.

  7. Question 1 • a) methanamine • b) N-methylmethanamine • c) N-methylethanamine • d) phenylamine • e) propan-2-amine • f) N-methylphenylamine

  8. Question 2 • Draw the following molecules and classify each one as primary, secondary, or tertiary. • a) N-ethylethanamine • b) N-methylpropanamine • c) propan-2-amine • d) N,N-dimethylmethanamine • e) N-ethylphenylamine

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