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1,3-Bis(aminomethyl)cyclohexane

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1,3-Bis(aminomethyl)cyclohexane
Names
Preferred IUPAC name 1,1′-(Cyclohexane-1,3-diyl)di(methanamine)
Identifiers
CAS Number
3D model (JSmol)
Beilstein Reference 2071397
ChEMBL
ChemSpider
ECHA InfoCard 100.018.129 Edit this at Wikidata
EC Number
  • 219-941-5
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C8H18N2/c9-5-7-2-1-3-8(4-7)6-10/h7-8H,1-6,9-10H2/t7-,8+Key: QLBRROYTTDFLDX-OCAPTIKFSA-N
SMILES
  • C1CC(CC(C1)CN)CN
Properties
Chemical formula C8H18N2
Molar mass 142.246 g·mol
Hazards
GHS labelling:
Pictograms GHS05: CorrosiveGHS07: Exclamation mark
Signal word Danger
Hazard statements H302, H312, H314, H317, H332, H412
Precautionary statements P260, P261, P264, P270, P271, P272, P273, P280, P301+P312, P301+P330+P331, P302+P352, P303+P361+P353, P304+P312, P304+P340, P305+P351+P338, P310, P312, P321, P322, P330, P333+P313, P363, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references
Chemical compound

1,3-bis(aminomethyl)cyclohexane (1,3-BAC) are a collection of organic compounds with the formula C6H10(CH2NH2)2. The compounds belong to the sub class cycloaliphatic amine. Their key use is as an epoxy resin curing agent.

Manufacture

It has been produced commercially as part of a mixture with the 1,4 derivative. The primary route of manufacture is by catalytic hydrogenation of m-xylylenediamine usually called MXDA.

Uses

Like most amines it maybe used as an epoxy curing agent. However, the presence of the amino group also means it can be used in polyurethane chemistry by reacting with isocyanates. In this case a polyurea would be produced. It may also be reacted with phosgene (phosgenation) to produce an isocyanate.

Safety

It is corrosive with a Packing Group I designation.

See also

References

  1. "A new cycloaliphatic amine as an epoxy curative" (PDF). Archived from the original (PDF) on 2020-08-20.
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