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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

Quality Level

100

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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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
Marie-Eve Rousseau et al.
Journal of the American Chemical Society, 129(13), 3897-3905 (2007-03-14)
Nephila clavipes dragline silk microstructure has been investigated by scanning transmission X-ray microscopy (STXM), a technique that allows quantitative mapping of the level of orientation of the peptide groups at high spatial resolution (<50 nm). Maps of the orientation parameter
U F Haustein et al.
Dermatosen in Beruf und Umwelt. Occupation and environment, 34(3), 61-67 (1986-05-01)
For the stimulation of research on scleroderma and the prophylaxis of occupational scleroderma-like diseases and the prevention of iatrogenic injuries, respect., it is important to know the inducing environmental substances. Plastics (vinyl chloride, epoxy resins), solvents (chlorinated, aromatic and aliphatic
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)
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