EXPT 12 AMINES Flashcards
organic compounds composed of an AMINO GROUP (–NH2)
are DERIVATIVES OF AMMONIA in which one or more of the hydrogens has been replaced by an alkyl or aryl group
these group of compounds are
classified as PRIMARY, SECONDARY or TERTIARY depending on the number of alkyl or aryl group directly bonded to the nitrogen atom
AMINES
- rich in nitrites
- used as preservatives (usually in longganisa)
- toxic
- nitrosamines - very carcinogenic
SALITRE
essential for life
AMINO
are commonly prepared through reduction reactions of nitro, nitrites and amino compounds
SYNTHESIS OF AMINES
PRIMARY amines are usually prepared by _________ by ALKYL HALIDES
DIRECT ALKYLATION OF AMMONIA
the general strategy is to first form a ________ by reacting a nitrogen nucleophile with a carbon electrophile
CARBON-NITROGEN BOND
most amines are
BRONSTED-LEWIS BASES
amines’ alkaline strength largely depends on the ______ attached to the amino compound
SUBSTITUENTS
amines react with _____, accepting protons from the latter to form salt product
ACIDS
amines react with acids, accepting ______ from the latter to form salt product
PROTONS
amines react with acids, accepting protons from the latter to form _____ product
SALT
salitre is also known as
CHILE SALTPETER
amines may also react with __________, producing a decolorized solution with white precipitate
BROMINE WATER
amines may also react with bromine water, producing a
____________________
decolorized solution with white precipitate
product formed in the RXN OF AMINE W/ BROMINE WATER
2,4,6-tribromophenylamine
side product formed in the RXN OF AMINE W/ BROMINE WATER that results to decoloration of the solution
HYDROBROMIC ACID
reaction involved in the RXN W/ BROMINE WATER
ELECTROPHILIC AROMATIC SUBSTITUTION
used to differentiate primary, secondary and tertiary amines
HINSBER’S TEST
HINSBERG’S TEST reagent
benzene sulfonyl chloride
anti-bacterial
SULFONAMIDES
SULFONAMIDES from primary amines are _______ in water and re-precipitating with dilute HCl
SOLUBLE
secondary amines are _______ in water and dilute HCl
INSOLUBLE
liberation of CO2
EFFERVESCENCE
RXN W/ NITROUS ACID POSITIVE RESULT:
primary amine
formation of effervescence
RXN W/ NITROUS ACID POSITIVE RESULT:
secondary amine
yellow, oily layer
RXN W/ NITROUS ACID POSITIVE RESULT:
tertiary amine
clear colorless
primary amines react with nitrous acid forming
NITROGEN GAS W/ ALCOHOL
secondary amines react with nitrous acid producing
N-NITROSAMINE
tertiary amines react with nitrous acid producing
WATER-SOLUBLE AMMONIUM SALTS
group of organic chemicals usually composed of benzene and its homologues with an attached NITRO group (–NO2)
NITRO
the nitrogen of NITRO has a formal __________, which is a strong electrophile
POSITIVE CHARGE
the nitrogen of NITRO has a formal positive charge, which is a _________
STRONG ELECTROPHILE