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Adipic Acid (also called hexanedioic acid) is a white, crystalline compound of
C6 straight-chain dicarboxylic acid; slightly soluble in water and soluble in
alcohol and acetone. Almost all of the commercial adipic acid is produced from
cyclohexane through two sequent oxidation processes. The first oxidation is the reacting
of cyclohexane with oxygen in the presents of cobalt or manganese catalysts at a
temperature of 150 - 160 C, which produce cyclohexanol and cyclohexanone. Then,
the intermediates are further reacted with nitric acid and air with a catalyst
(copper or vanadium) or without nitric acid. Cyclohexane can be prepared by the
hydrogenation of benzene. There are other ways such as the reactions using
phenol, butadiene, and various fats as the starting material. Adipic acid
consumption is linked almost 90% to nylon production by the polycondensation
with hexamethylenediamine. Nylon, having a protein-like structure, is further
processed into fibers for applications in carpeting, automobile tire cord and
clothing. Adipic acid is used in manufacturing plasticizers and lubricants
components. It is used in making polyester polyols for polyurethane systems.
Food grade adipic acid is used as gelling aid, acidulant, leavening and
buffering agent. Adipic acid has two carboxylic acid, -COOH, groups, which can
yield two kinds of salts. Its derivatives, acyl halides, anhydrides, esters,
amides and nitriles, are used in making target products such as flavoring
agents, internal plasticizers, pesticides, dyes, textile treatment agents,
fungicides, and pharmaceuticals through further reactions of substitution,
catalytic reduction, metal hydride reduction, diborane reduction, keto formation
with organometallic reagents, electrophile bonding at oxygen, and condensation.
Hydrazine (anhydrous) is a clear, fuming, corrosive liquid with an ammonia-like
odor; melting at 1.4 C, boiling at 113.5 C, specific gravity 1.011. It is very
soluble in water and soluble in alcohol. It decomposes on heating or exposure to
UV to form ammonia, hydrogen, and nitrogen, which may be explosive with a blue
flame when catalysed by metal oxides and some metals such as platinum or Raney
nickel. It is prepared from ammonia with chloramine in the presence of glue or
gelatin (to inhibit decomposition of the hydrazine by unreacted oxidants) as the
hydrate form usually (100% monohydrate contains 64% by weight hydrazine).
Hydrazine is also prepared from sodium hypochlorite with urea in the presence of
glue or gelatin. Botht ammonia and amines are nitrogen nucleophiles which
donate electrons (they are Lewis bases). But hydrazine (diamine) has much
stronger nucleophilicity which makes it more reactive than ammonia. Hydrazine
has dibasic and very reactive properties. Hydrazine is used as a component in
jet fuels because it produce a large amount of heat when burned. Hydrazine is
used as rocket fuel. Hydrazine is used as an oxygen scavenger for water boiler
feed and heating systems to prevent corrosion damage. Hydrazine is used as a
reducing agent for the recovery of precious metals. It is used as a
polymerization catalyst and a chain extender in urethane coatings. It and its
derivatives are versatile intermediates. They have active applications in
organic synthesis for agrochemicals, pharmaceuticals, photographic, heat
stabilizers, polymerization catalysts, flame-retardants, blowing agents for
plastics, explosives, and dyes. Recently, hydrazine is applied to LCD (liquid
crystal displays) as the fuel to make faster thin-film transistors. Hydrazide is an acyl hydrazine. Acyl (-CO) is an organic radical formed by
removal of a hydroxyl group from an organic acid (carboxyl group). Adipoyl
hydrazide is used as polyurethane dispersion.
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