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Merck
CN

368849

4,4′-Methylenebis(cyclohexylamine)

technical grade, 95%

Synonym(s):

4,4′-Diaminodicyclohexylmethane

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About This Item

Linear Formula:
CH2(C6H10NH2)2
CAS Number:
1761-71-3
Molecular Weight:
210.36
Beilstein:
2079179
EC Number:
217-168-8
MDL number:
MFCD00001496
UNSPSC Code:
12162002
PubChem Substance ID:
24862935
NACRES:
NA.23

Key Documents

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grade

technical grade

Quality Level

100

vapor pressure

<0.1 mmHg ( 38 °C)

Assay

95%

density

0.95 g/mL at 25 °C (lit.)

SMILES string

NC1CCC(CC1)CC2CCC(N)CC2

InChI

1S/C13H26N2/c14-12-5-1-10(2-6-12)9-11-3-7-13(15)8-4-11/h10-13H,1-9,14-15H2

InChI key

DZIHTWJGPDVSGE-UHFFFAOYSA-N

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General description

4,4′-Methylenebis(cyclohexylamine),also known as PACM (para-diaminodicyclohexylmethane), is an organic amine compoundcharacterized by the presence of two amine groups attached to adicyclohexylmethane backbone. It is primarily used as a hardener in epoxy resinformulations, where it plays a crucial role in cross-linking reactions,enhancing the mechanical properties and thermal resistance of the resultingmaterials. It has potential applications in the biomedical field, particularlyin the development of polymeric biomaterials. Its properties as a hardener inepoxy resin formulations allow for the creation of biocompatible materials thatcan be used in medical devices, implants, and tissue engineering scaffolds.

Application

4,4′-Methylenebis(cyclohexylamine) can be used as:
  • A curing agent for epoxy resins, facilitating the cross-linking process that leads to the formation of thermoset materials.
  • A key component in the synthesis of polyurethane elastomers, which have been investigated for their biocompatibility and mechanical properties, making them suitable for biomedical applications.
  • A monomer to synthesize porous organic polymers (POPs) via nucleophilic substitution reactions. These POPs are then tested for their ability to uptake iodine and for their fluorescence sensing performance related to dinitrophenol (DNP).

Signal Word

Danger

Hazard Statements

H302,H314,H317,H373,H411

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 2 - Skin Corr. 1B - Skin Sens. 1 - STOT RE 2 Oral

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

318.2 °F - closed cup

Flash Point(C)

159 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN6040
BCCM6793
BCCK9888
BCCJ5738
BCCF1191

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G L Kennedy
Journal of applied toxicology : JAT, 11(5), 367-371 (1991-10-11)
1,4-Bis(aminocyclohexyl)methane (PACM; CAS No. 1761-71-3) is a white solid considered for use in polymeric systems. PACM is moderately toxic systemically, with the acute oral lethal dose in rats between 670 and 1000 mg kg-1. PACM is a weak dermal sensitizer
Malin Frick et al.
Contact dermatitis, 48(6), 305-309 (2003-10-09)
From August 1999 to April 2001, there was an outbreak of severe eczema at a factory manufacturing medical equipment. A glue, mainly based on the isocyanate dicyclohexylmethane-4,4'-diisocyanate (DMDI), was suspected as being the cause of the problem. 16 workers with

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