Hexamethylenediamine

Hexamethylenediamine or hexane-1,6-diamine, is the organic compound with the formula H2N(CH2)6NH2. The molecule is a diamine, consisting of a hexamethylene hydrocarbon chain terminated with amine functional groups. The colorless solid (yellowish for some commercial samples) has a strong amine odor. About 1 billion kilograms are produced annually.

Hexamethylenediamine
Names
Preferred IUPAC name
Hexane-1,6-diamine
Other names
  • 1,6-Diaminohexane
  • 1,6-Hexanediamine
Identifiers
3D model (JSmol)
1098307
ChEBI
ChEMBL
ChemSpider
DrugBank
ECHA InfoCard 100.004.255
EC Number
  • 204-679-6
2578
MeSH 1,6-diaminohexane
PubChem CID
RTECS number
  • MO1180000
UNII
UN number 2280
  • InChI=1S/C6H16N2/c7-5-3-1-2-4-6-8/h1-8H2 N
    Key: NAQMVNRVTILPCV-UHFFFAOYSA-N N
SMILES
  • NCCCCCCN
Properties
C6H16N2
Molar mass 116.208 g·mol−1
Appearance Colourless crystals
Density 0.84 g/mL
Melting point 39 to 42 °C (102 to 108 °F; 312 to 315 K)
Boiling point 204.6 °C; 400.2 °F; 477.7 K
490 g L−1
log P 0.386
Thermochemistry
Std enthalpy of
formation fH298)
−205 kJ mol−1
Hazards
GHS labelling:
Danger
H302, H312, H314, H335
P261, P280, P305+P351+P338, P310
NFPA 704 (fire diamond)
3
2
0
Flash point 80 °C (176 °F; 353 K)
Explosive limits 0.7–6.3%
Lethal dose or concentration (LD, LC):
LD50 (median dose)
  • 750 mg kg−1 (oral, rat)
  • 1.11 g kg−1 (dermal, rabbit)
Related compounds
Related alkanamines
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references
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