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369500

Sigma-Aldrich

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:
6864-37-5
Molecular Weight:
238.41
EC Number:
229-962-1
MDL number:
MFCD00075535
UNSPSC Code:
12352100
PubChem Substance ID:
24862980
NACRES:
NA.22

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.)

SMILES string

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

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

InChI key

IGSBHTZEJMPDSZ-UHFFFAOYSA-N

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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).

Signal Word

Danger

Hazard Statements

H302,H311,H314,H330,H411

Hazard Classifications

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

Storage Class Code

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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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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
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)
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)
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
H Ishikawa et al.
Dermatologica, 161(3), 145-151 (1980-01-01)
The presence of sclerosis-inducing glycosaminoglycan in the skin was confirmed in an experimental skin sclerosis induced by a chemical compound. An experimental skin sclerosis was first produced in the mouse with bis(4-amino-3-methylcyclohexyl)methane. Out of glycosaminoglycans isolated from the slightly changed
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