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Merck
CN

369500

4,4′-Methylenebis(2-methylcyclohexylamine), mixture of isomers

99%

Synonym(s):

2,2′-Dimethyl-4,4′-methylenebis(cyclohexylamine), 3,3′-Dimethyl-4,4′-diaminodicyclohexylmethane, 4,4′-Diamino-3,3′-dimethyldicyclohexylmethane, Bis(3-methyl-4-aminocyclohexyl)methane, DMDC, Dimethyldicykan

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About This Item

Linear Formula:
CH2[C6H9(CH3)NH2]2
CAS Number:
Molecular Weight:
238.41
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
229-962-1
MDL number:
Assay:
99%
Form:
liquid
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InChI key

IGSBHTZEJMPDSZ-UHFFFAOYSA-N

InChI

1S/C15H30N2/c1-10-7-12(3-5-14(10)16)9-13-4-6-15(17)11(2)8-13/h10-15H,3-9,16-17H2,1-2H3

SMILES string

CC1CC(CCC1N)CC2CCC(N)C(C)C2

assay

99%

form

liquid

refractive index

n20/D 1.499 (lit.)

bp

93-100 °C (lit.)

density

0.94 g/mL at 25 °C (lit.)

Quality Level

General description

4,4′-Methylenebis(2-methylcyclohexylamine) is an alicyclic diamine.

Application

4,4′-Methylenebis(2-methylcyclohexylamine) (MMCA) may be used:
  • in the synthesis of fully aliphatic polyimides
  • in the synthesis of fully aliphatic polyimide-siloxanes (APISiO)
  • to prepare epoxy resin with trimethylolpropane triglycidyl ether, used for the characterization of the structural organization in dragline silk by transmission X-ray microscopy (STXM).

signalword

Danger

Hazard Classifications

Acute Tox. 2 Inhalation - Acute Tox. 3 Dermal - Acute Tox. 4 Oral - Aquatic Chronic 2 - Skin Corr. 1A

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk

WGK 3

flash_point_f

343.4 °F - closed cup

flash_point_c

173 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter


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S Ohshima et al.
The Journal of toxicological sciences, 11(2), 79-93 (1986-05-01)
Amine-curing agent for epoxy resin, bis(4-amino-3-methyl-cyclohexyl)methane (commercial name; Laromin C) has been suspected to have induced in the workers some toxic signs such as collagen disease like scleroderma or polymyositis. Subacute toxicity of this agent was studied in rats following
Synthesis and characterization of novel fully aliphatic polyimidosiloxanes based on alicyclic or adamantyl diamines.
Mathews AS, et al.
Journal of Polymer Science Part A: Polymer Chemistry, 44(18), 5254-5270 (2006)
S Ohshima et al.
Journal of toxicology and environmental health, 28(2), 249-255 (1989-01-01)
Repeated oral administration of bis(4-amino-3-methylcyclohexyl)methane to rats induced unusual ultrastructural changes in Clara cells of the bronchiolar epithelium, involving marked accumulation of electron-dense inclusion bodies with a lamellar structure in the cytoplasm. The appearance of the inclusion bodies was speculated
Fully aliphatic polyimides from adamantane-based diamines for enhanced thermal stability, solubility, transparency, and low dielectric constant.
Mathews AS, et al.
Journal of Applied Polymer Science, 102(4), 3316-3326 (2006)
T Shibata et al.
Virchows Archiv. A, Pathological anatomy and histopathology, 417(3), 203-212 (1990-01-01)
Repeated oral administration of an amine-curing agent for epoxy resin, bis(4-amino-3-methylcyclohexyl)methane, gave rise to severe damage in the choroid plexus of rat brain. The damaged epithelium presented varying degrees of swelling and hydropic vacuolation on light microscopy, and varying numbers

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