| Identification | More | [Name]
1,8-Diaminooctane | [CAS]
373-44-4 | [Synonyms]
1,8-DIAMINOOCTANE
1,8-OCTANEDIAMINE
OCTAMETHYLENDIAMINE
OCTAMETHYLENEDIAMINE
RARECHEM AL BW 0084
1,4-Octanediamine
1,8-Octamethylenediamine
1,8-Octylenediamine
1,8-Diaminooctane 1 M Solution
1,8-Diaminooctane,98%
1,8-Oktandiamin
1,8-Octanediamine, Octamethylenediamine
3,3'-Ethylenebis(1-propanamine)
Octane-1,8-diamine | [EINECS(EC#)]
206-764-3 | [Molecular Formula]
C8H20N2 | [MDL Number]
MFCD00008248 | [Molecular Weight]
144.26 | [MOL File]
373-44-4.mol |
| Chemical Properties | Back Directory | [Appearance]
white to yellowish solidified crystalline mass | [Melting point ]
50-52 °C(lit.)
| [Boiling point ]
225-226 °C(lit.)
| [density ]
0.98 g/mL at 20 °C
| [vapor pressure ]
<0.1 hPa (20 °C) | [refractive index ]
1.4618 (estimate) | [Fp ]
329 °F
| [storage temp. ]
2-8°C
| [solubility ]
575g/l | [form ]
Solidified Crystalline Mass | [pka]
11.00, 10.1(at 20℃) | [color ]
White to yellow | [PH]
11.7 (4g/l, H2O, 20℃) | [explosive limit]
1.1-6.8%(V) | [Water Solubility ]
575 g/L (20 ºC) | [Sensitive ]
Hygroscopic | [BRN ]
1735426 | [InChIKey]
PWGJDPKCLMLPJW-UHFFFAOYSA-N | [LogP]
0.896 at 25℃ | [CAS DataBase Reference]
373-44-4(CAS DataBase Reference) | [NIST Chemistry Reference]
1,8-Diaminooctane(373-44-4) | [EPA Substance Registry System]
373-44-4(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
C,Xi | [Risk Statements ]
R34:Causes burns.
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S37/39:Wear suitable gloves and eye/face protection . | [RIDADR ]
UN 3259 8/PG 3
| [WGK Germany ]
3
| [RTECS ]
RG8841500
| [F ]
3-9-23 | [Autoignition Temperature]
280 °C DIN 51794 | [HazardClass ]
8 | [PackingGroup ]
III | [HS Code ]
29212900 | [Toxicity]
LD50 orally in Rabbit: 500 mg/kg |
| Hazard Information | Back Directory | [Chemical Properties]
white to yellowish solidified crystalline mass | [Uses]
1,8-Diaminooctane is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuff. | [Definition]
ChEBI: An alkane-alpha,omega-diamine in which the two amino groups are separated by eight methylene groups. | [Flammability and Explosibility]
Nonflammable | [Safety Profile]
Moderately toxic by ingestion. Asevere skin and eye irritant. When heated todecomposition it emits toxic vapors of NOx. | [Synthesis]
The general procedure for the synthesis of 1,8-octanediamine from 1,6-dicyanohexane was as follows: a 500 mL autoclave was assembled with a thermocouple thermometer, a stirrer (two-piece tilting paddle), a pressure gauge, and a hydrogen purge line. To the autoclave were added 175 g of 1,6-dicyanohexane, 86.0 g of methanol, 2.0 g of 28% sodium methacrylate-methanol solution (0.64% w/w), and 10.5 g of nickel catalyst (based on nickel monomers, which accounted for 6.0 w/w% of 1,6-dicyanohexane). The water content of the solution was 920 ppm at this point, as measured by a Karl Fischer hydrometer (manufactured by Hiranuma Sangyo Co., Ltd.) Upon completion of the dosing, hydrogen substitution was performed, and then the pressure was increased to 5 MPa. The temperature was raised to an internal temperature of 90 °C, and the ramping process lasted for approximately 1 hour. Hydrogen consumption was observed from about 70°C. The reaction was started at 90°C and hydrogen consumption essentially stopped after about 6 hours. After continuing the reaction for 2 hours, the reaction was cooled to room temperature, depressurized, and the reaction solution was filtered to remove the catalyst and the filtrate was washed with 100 g of methanol. The total weight of the 1,8-diaminooctane methanol reaction solution obtained was 377.4 g. The area of 1,8-diaminooctane was analyzed by GC to be 94.3% and the reaction yield was 96.7%. | [Purification Methods]
Distil the diamine under vacuum in an inert atmosphere (N2 or Ar), cool and store the distillate in an inert atmosphere in the dark. The dihydrochloride has m 273-274o. [Nae & Le Helv Chim Acta 15 55 1955, Beilstein 4 III 612.] | [References]
[1] Patent: JP2017/31143, 2017, A. Location in patent: Paragraph 0082; 0083; 0086; 0087
[2] Chemische Berichte, 1913, vol. 46, p. 230
[3] Patent: US6376714, 2002, B1
[4] Patent: US6376714, 2002, B1
[5] Patent: US2011/313186, 2011, A1. Location in patent: Page/Page column 11 |
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