Hexamethylene diisocyanate

HCID 13192

Basic information

CAS
822-06-0
Standard SMILES
O=C=NCCCCCCN=C=O
InChIKey
RRAMGCGOFNQTLD-UHFFFAOYSA-N
Molecular formula
C8H12N2O2
Average molar mass
168.19 g/mol
Monoisotopic mass
168.08987763

Names & identifiers

Preferred name
Hexamethylene diisocyanate
IUPAC
1,6-diisocyanatohexane
English name
Hexamethylene Diisocyanate
Molecular formula
C8H12N2O2
Molecular weight
168.19

Names & synonyms

1,6-DiisocyanatohexaneHEXAMETHYLENE DIISOCYANATE822-06-0HMDI1,6-Hexamethylene diisocyanateHexane, 1,6-diisocyanato-Hexane 1,6-diisocyanate1,6-Hexylene diisocyanateHexamethylene-1,6-diisocyanatehexamethylenediisocyanateIsocyanic acid, hexamethylene ester1,6-Hexanediol diisocyanate
Show more names
HDIH6XDI1,6-diisocyanated’hexamethylene1,6-Disocyanatohexane1,6-Diisocyantohexane
TL 78SzesciometylenodwuizocyjanianMetyleno-bis-fenyloizocyjanian1,6-hexane diisocyanateDTXSID4024143HexamethylendiisokyanatDesmodur HIsocyanic acid, diester with 1,6-hexanediol

Database identifiers

CAS
822-06-0、88357-62-4
PubChem CID
13192
DTXSID
DTXSID4024143
ChEMBL
CHEMBL1896533
ChEBI
CHEBI:53578
UNII
0I70A3I1UF
EC Number
212-485-8、618-151-1
Nikkaji
J13.123G

Properties

Computed structural properties

XLogP
3.2
Topological polar surface area
58.9 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
4
Rotatable bonds
7
Heavy atoms
12

Physicochemical properties

Melting point
-55 °C · -55°C
Boiling point
82 · 82-85 °C/0.1 mmHg
Density
1.047 g/mL · 1.047 g/mL at 20 °C (lit.) 1.047 g/mL at 20 °C
vapor pressure
0.05 mm · 0.05 mm Hg ( 25 °C)
refractive index
20 · n20/D 1.453
Flash point
248 °F · 248 °F

Safety & regulation

Safety data

F
10-19-21
OEB
D
OEL
TWA: 0.005 ppm (0.035 mg/m3), Ceiling: 0.020 ppm (0.140 mg/m3) [10-minute]
PPE
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
wgk
1
tsca
TSCA listed

Chemistry & industry

Applications · 5 items

DescriptionThis diisocyanate compound is used in the manufacture of various polyurethane products: elastic and rigid foams, paints, lacquers, adhesives, bin ding agents, synthetic rubbers, and elastomeric fibers.

Uses1,6-Hexamethylenediisocyanate is a chemical intermediate used in the production of urethane products.

UsesCross-linking agent (hardener) in the production of polyurethane materials such as car paints, dental materials, and contact lenses

UsesHexamethylene diisocyanate (HDI) is one of the most common aliphatic disocyanates, It is a monomer used in the production of polyurethane foams and exceptionally high-quality coatings, and is found in some industrial paints and spray painting operations. It is a compound which reacts readily with water and alcohols (Von Burg 1993). It has a vapor pressure of 0.05 mm Hg at room temperature, but can be present in aerosol form allowing a potentially higher exposure to individuals. The HDI-BT trimer is often present for similar industrial uses. It would be expected to have a lower vapor pressure; however, the aerosol form can also be present, allowing potentially higher exposure of HDI-BT to individuals. Hexamethylene diisocyanate reacts slowly with water to form carbon dioxide (HSDB 1996). The base-catalyzed reaction of Hexamethylene diisocyanate with alcohols should be carried out in inert solvents; the reaction may occur with explosive violence in the absence of solvents (NFPA 1994).

General DescriptionA colorless crystalline solid. Toxic by ingestion and is strongly irritating to skin and eyes. 1,6-Diisocyanatohexane is used to make nylon.

Preparation methods · 1 item

PreparationHexamethylene diisocyanate (HDI) is prepared by the phosgenation of hexamethylenediamine (section lO.2.2(b)): H2N-(CH2)6-NH2--COCl2-->OCN-(CH2)6-NCOHexamethylene diisocyanate is a liquid with a volatility of the same order as that of tolylene diisocyanate. It is respiratory irritant and also has powerful effects on the skin and eyes. Hexamethylene diisocyanate was one of the first diisocyanates utilized for making polyurethanes, being used to prepare fibres and moulding compounds. These applications are no longer of importance but hexamethylene diisocyanate now finds use mainly in coatings which are more light stable than those based on aromatic isocyanates.

Suppliers100 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
湖北成丰化工有限公司13125175253 · [email protected]
上海比阳实业有限公司+86-21-52699951; +8613917686115 · [email protected]

Additional notes

DefinitionChEBI: A diisocyanate compound with the two isocyanates linked by a hexane-1,6-diyl group.

Related reactions

78 records

Compound notes

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