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1,3-Bis(aminomethyl)cyclohexane

(Redirected from 1,3-BAC)

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.

1,3-Bis(aminomethyl)cyclohexane
Names
Preferred IUPAC name
1,1′-(Cyclohexane-1,3-diyl)di(methanamine)
Identifiers
3D model (JSmol)
2071397
ChEMBL
ChemSpider
ECHA InfoCard 100.018.129 Edit this at Wikidata
EC Number
  • 219-941-5
UNII
  • 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
  • C1CC(CC(C1)CN)CN
Properties
C8H18N2
Molar mass 142.246 g·mol−1
Hazards
GHS labelling:
GHS05: CorrosiveGHS07: Exclamation mark
Danger
H302, H312, H314, H317, H332, H412
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 [77 °F], 100 kPa).

Manufacture

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

Uses

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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

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It is corrosive with a Packing Group I designation.

See also

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References

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