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Sigma-Aldrich

4,4′-Methylenebis(cyclohexyl isocyanate), mixture of isomers

90%

Synonym(s):

HMDI, Hydrogenated MDI

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About This Item

Linear Formula:
CH2(C6H10NCO)2
CAS Number:
5124-30-1
Molecular Weight:
262.35
EC Number:
225-863-2
MDL number:
MFCD00015405
UNSPSC Code:
12162002
PubChem Substance ID:
24864223
NACRES:
NA.23

Quality Level

200

Assay

90%

form

liquid

refractive index

n20/D 1.497 (lit.)

mp

26 °C (lit.)

density

1.066 g/mL at 25 °C (lit.)

SMILES string

O=C=NC1CCC(CC1)CC2CCC(CC2)N=C=O

InChI

1S/C15H22N2O2/c18-10-16-14-5-1-12(2-6-14)9-13-3-7-15(8-4-13)17-11-19/h12-15H,1-9H2

InChI key

KORSJDCBLAPZEQ-UHFFFAOYSA-N

General description

4,4′-Methylenebis(cyclohexyl isocyanate), mixture of isomers (HMDI) is an aromatic diisocyanate with good mechanical properties. It is light stable and is resistant to hydrolysis. It is majorly used in the synthesis of polyurethane.

Application

HMDI forms NCO linkages which can be used in the synthesis of polyurethanes for a variety of biomedical applications.

Pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

Signal Word

Danger

Hazard Classifications

Acute Tox. 2 Inhalation - Eye Irrit. 2 - Resp. Sens. 1 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

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

WGK

WGK 1

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Hyperbranched polyurethane (HBPU)-urea and HBPU-imide coatings: effect of chain extender and NCO/OH ratio on their properties
Mishra AK, et al.
Progress in Organic Coatings, 74(1), 134-141 (2012)
Electrospinning of L-tyrosine polyurethanes for potential biomedical applications
Shah PN, et al.
Polymer, 50(10), 2281-2289 (2009)
Effect of different isocyanates on the properties of soy-based polyurethanes
Javni I, et al.
Journal of Applied Polymer Science, 88(13), 2912-2916 (2003)
I R White et al.
Contact dermatitis, 9(4), 300-303 (1983-07-01)
Organic di-isocyanates are used widely in industry. The concomitant respiratory complications are well-known. Cutaneous problems precipitated by skin contact with these chemicals are less well recognised. Allergic contact dermatitis caused by exposure to di-cyclohexylmethane 4,4'-di-isocyanate has been demonstrated in a
Tzu-Wen Chuang et al.
Journal of biomedical materials research. Part A, 86(3), 648-661 (2007-11-21)
Poor compatibility between blood and metallic coronary artery stents is one reason for arterial restenosis; however, the immobilization of anticoagulant agents on the surface of the stent is a feasible method of improving stent compatibility. Heparin, a well-known anticoagulant, has
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