Octamethylenediamine

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Octamethylendiamine
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 Edit this at Wikidata
EC Number
  • 206-764-3
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[1]
Density 0.83 g cm−3 (60 °C)[1]
Melting point 52 °C[2]
Boiling point 225-226 °C[1][3]
Easily soluble in water (575 g l−1 at 20°C)[1]
Vapor pressure
Hazards
GHS labelling:[1]
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.

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
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).[4]

Use

Octamethylenediamine is used as a versatile intermediate in manufacturing pesticides, especially fungicides.[5]

Safety instructions

References

External links

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