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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:
Molecular Weight:
238.41
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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

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)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
S Ohshima et al.
Sangyo igaku. Japanese journal of industrial health, 26(3), 197-204 (1984-05-01)
Amine-curing agent for epoxy resin, bis(4-amino-3-methylcyclohexyl)methane, has been suspected of inducing toxic symptoms in man which resemble collagen disease such as scleroderma or polymyositis. We studied subacute toxicity of this agent by repeated oral administrations to rats. The agent was
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)
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)

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