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Corrosive substances
Octamethylenediamine
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Octamethylenediamine

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Octamethylendiamin
Structural formula of octamethylenediamine
Structural formula of octamethylenediamine
Names
IUPAC name
Octane-1,8-diamine
Other names
  • 1,8-diaminooctane
  • 1,8-octanediamine
  • α,ω-Octanediamine
  • 4-(aminomethyl)octane-1,8-diamine
Identifiers
3D model (JSmol)
Abbreviations OMDA
3-04-00-00612
ChEBI
ChEMBL
ChemSpider
DrugBank
ECHA InfoCard 100.006.150
EC Number
  • 206-764-3
PubChem CID
RTECS number
  • RG8843000
UNII
  • InChI=1S/C8H20N2/c9-7-5-3-1-2-4-6-8-10/h1-10H2
    Key: PWGJDPKCLMLPJW-UHFFFAOYSA-N
  • NCCCCCCCCN
Properties
C8H20N2
Molar mass 144.26 g mol−1
Appearance colorless solid with an amine-like odor
Density 0.83 g cm−3 (60 °C)
Melting point 52 °C
Boiling point 225-226 °C
Easily soluble in water (575 g l−1 at 20°C)
Vapor pressure
  • 0.54 Pa (20 °C)
  • 1.0 Pa (25°C)
  • 32 Pa (50 °C)
Hazards
GHS labelling:
GHS05: CorrosiveGHS07: Exclamation mark
Danger
H302, H314, H317
P260, P280, P301+P312+P330, P303+P361+P353, P305+P351+P338+P310
Flash point 113 °C
Safety data sheet (SDS) "1,8-Diaminooctane". GESTIS-Stoffdatenbank. Retrieved 2022-08-05.
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Octamethylenediamine (OMDA) is an organic chemical compound from the substance group of aliphatic diamines. It is used as a versatile reaction intermediate in the manufacture of pesticides, especially fungicides.

Manufacture

The industrial production of octamethylene diamine is carried out by the catalytic hydrogenation of suberonitrile at temperatures of 150 to 180 °C and a pressure of 50 to 180 bar in the presence of ammonia over heterogeneous cobalt unsupported catalysts:

Industrial_synthesis_of_octamethylenediamine

The reaction is carried out in the liquid phase and is carried out continuously or batchwise. The catalyst is arranged as a fixed bed in a shaft, tube, or tube bundle reactor.

Characteristics

Octamethylenediamine is a combustible but difficult to ignite. It is a solid that is easily soluble in water. The aqueous solutions are strongly alkaline (pH value of 12.1 at a concentration of 10 g/L).

Use

Octamethylenediamine is used as a versatile intermediate in manufacturing pesticides, especially fungicides.

Safety instructions

While octamethylenediamine is combustible, it is difficult to ignite because it is solid at moderate temperatures. It has a lower explosive limit (LEL) of 1.1 % by volume and an upper explosive limit (UEL) of 6.8 % by volume. The ignition temperature is 280 °C The substance therefore falls into temperature class T3. With a flash point of 113 °C, the liquid is considered difficult to ignite.

External links

Wikimedia Commons has media related to Octamethylenediamine.

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