1,8-Octanediamine

white to yellowish solidified crystalline mass

1,8-diaminooctane is an alkane-alpha,omega-diamine in which the two amino groups are separated by eight methylene groups. It derives from a hydride of an octane.

Thermocouple thermometer, In a 500 mL autoclave equipped with a stirrer (two-piece inclined paddle), a pressure gauge, and a hydrogen blowing line, 175 g of 1, 6-dicyanohexane, 86.0 g of methanol, 2.0 g of a 28percent by weight sodium methoxide-methanol solution 0.64percent by weight), and 10.5 g (6.0percent by weight based on 1, 6-dicyanohexane based on nickel simple substance) of a nickel catalyst developed by the same operation as described above was charged. The amount of water in the solution at this time was 920 ppm as measured by a Karl Fischer moisture meter (manufactured by Hiranuma Sangyo Co., Ltd.). After charging, hydrogen substitution was carried out, and thereafter the pressure was increased to 5 MPa. About 1 hour after boostThe temperature was raised to an internal temperature of 90 ° C. over a period of time. Hydrogen consumption was confirmed from around 70 ° C.The reaction started at 90 ° C., and it was confirmed that substantially no hydrogen consumption was consumed in about 6 hours. Thereafter, the reaction was continued for 2 hours, cooled to room temperature, depressurized, the reaction solution was filtered, the catalyst was removed, and the filtrate was washed with 100 g of methanol. The obtained 1, 8-diaminooctane had a methanol reaction solution obtaining weight of 377.4 g. (1, 8 excluding GC areapercent (methanol diaminooctane): 94.3 areapercent, from quantitative values1, 8-diaminooctane reaction yield: 96.7percent)Reaction of 1, 8-octanediol; The reaction was carried out under the same conditions as in using 10.0 mmol of 1, 8-octanediol. Yield and conversion were determined by gas chromatography using commercially available reference compounds. Yield of linear primary diamine: 78percent, conversion of the linear diol: >99percent.; Reaction of 1, 19-nonadecanediol; 3.01 g (10.0 mmol) of 1, 19-nonadecanediol and 151 mg (0.25 mol percent) of carbonylchloro[4, 5-bis(diisopropylphosphinomethyl)acridine]hydridoruthenium(II) were dissolved under protective gas in 25 ml of 2-methyl-2-butanol and transferred to an autoclave provided with stirrer, heating and temperature measuring facility. 6 ml of liquid ammonia were subsequently introduced into the autoclave by means of a spindle press. The autoclave was closed and the contents stirred at 140° C. for 48 hours. This resulted in an increase in the internal pressure from 22 to 40 bar. After cooling, the contents of the reactor were filtered through kieselguhr, the filtrate was evaporated to dryness and the residue subjected to a bulb tube distillation. Yield of linear primary diamine: 2.02 g (68percent of theory; bp

Molecular Weight:144.26
XLogP3:0.9
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:7
Exact Mass:144.162648646
Monoisotopic Mass:144.162648646
Topological Polar Surface Area:52
Heavy Atom Count:10
Complexity:47.2
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes