Hexamethylenediamine

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hexamethylenediamine

[‚hek·sə′meth·ə‚lēn′dī·ə‚mēn]
(organic chemistry)
H2N(CH2)6NH2 Colorless solid boiling at 205°C; slightly soluble in water, alcohol, and ether; used to make nylon and other high polymers.

Hexamethylenediamine

 

the organic compound NH2(CH2)6NH2; colorless crystals. Melting point, 42° C; boiling point, 204°-205° C; readily soluble in water, alcohol, ether, and other organic solvents; distilled by steam.

With prolonged exposure, hexamethylenediamine vapors can cause disturbances of the central and autonomic nervous systems and other disorders in man. Hexamethylenediamine is a very important intermediate in the production of polyamide fibers (nylon). Worldwide production of the compound approaches several hundred thousand tons per year. A widespread industrial method for hexamethylenediamine production consists of adipodinitrile reduction on copper-cobalt catalysts (125° C, 60-62.5 meganewtons per sq m, 600-625 kilograms-force per sq cm), cobalt on silica gel, or other catalysts:

N≡C−(CH2)4−C≡N + 4H2→NH2(CH2)6NH2

References in periodicals archive ?
Pea seedlings amine oxidase (PSAO) has been found to have a 100% relative specific activity towards 1,4-diaminobutane, 111% towards 1,5-diaminopentane, 56% towards agmatine and spermidine, 44% towards 1,6-diaminohexane, 30% towards histamine, 8% towards spermine, and no activity towards 1,3-diaminopropane [13].
In a first step, the enzyme is reacted in an organic solvent with a bifunctional monomer such as p-phenylene diisocyanate, 4-methyl-m-phenylene diisocyanate or 4,4'-methylenebisphenyl diisocyanate, and in a second step a bifunctional amine such as N-phenylethylenediamine, 1,6-diaminohexane, N,N'-diethyl-ethylenediamine or 1,4-diaminobutane is added.