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
Show more names
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
- Formal charge
- 0
- Complexity
- 169
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
- storage temp.
- 30 °C · Store below +30°C.
- form
- Liquid
- Specific Gravity
- 1.05 · 1.05
- color
- Clear colorless to slightly yellow
- explosive limit
- 0.9 · 0.9-9.5%(V)
- Viscosity
- 2.29 mm2/s · 2.29mm2/s
- Water Solubility
- Reacts
- Sensitive
- Moisture Sensitive
- BRN
- 956709 · 956709
- Exposure limits
- 0.03 mg/m3 · PC-TWA:0.03 mg/m3
- Stability
- 200 C · Stable. Moisture sensitive. Combustible. Incompatible with strong oxidizing agents, strong bases, amines, acids. May react explosively with alcohols in the presence of base without a diluting solvent. Heating above 200 C may cause polymerization.
- InChI
- 1S/C8H12N2O2/c11-7-9-5-3-1-2-4-6-10-8-12/h1-6H2
- InChIKey
- RRAMGCGOFNQTLD-UHFFFAOYSA-N
- SMILES
- O=C=NCCCCCCN=C=O
- LogP
- 3.2 at · 3.2 at 20℃
- CAS DataBase Reference
- 822 · 822-06-0(CAS DataBase Reference)
- Indirect Additives used in Food Contact Substances
- HEXAMETHYLENE DIISOCYANATE
- REACH Annex XVII Substances List
- Hexamethylene diisocyanate (822-06-0)
- FDA 21 CFR
- 177.168 · 177.1680
- EWG's Food Scores
- 6 · 6
- FDA UNII
- 0 I70A3I1UF · 0I70A3I1UF
- NIST Chemistry Reference
- 1 · 1,6-Hexamethylene diisocyanate(822-06-0)
- EPA Substance Registry System
- -1 · Hexamethylene-1,6-diisocyanate (822-06-0)
- Toxicological Profile|ATSDR
- Hexamethylene Diisocyanate|Toxicological Profile|ATSDR
- UNSPSC Code
- 12352118 · 12352118
- NACRES
- 25 · NA.25
- Symbol(GHS)
- 6 · GHS06,GHS08
- Signal word
- Danger
- Hazard statements
- 330 · H330-H311-H302-H315-H319-H372-H317-H334-H335
- Precautionary statements
- 501 · P501-P272-P270-P260-P271-P264-P280-P284-P342+P311-P337+P313-P305+P351+P338-P361+P364-P333+P313-P301+P312+P330-P302+P352+P312-P304+P340+P310-P403+P233-P405
- target organs
- Respiratory system
- PPE
- Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
- Hazard Codes
- T,T+,F
- Risk Statements
- 23 · 23-36/37/38-42/43-41-34-26-22-39/23/24/25-23/24/25-11
- Safety Statements
- 26 · 26-28-38-45-28A-36/37/39-23-36/37-16-7
- RIDADR
- 2281 · UN 2281
- OEB
- D
- OEL
- 0.005 ppm · TWA: 0.005 ppm (0.035 mg/m3), Ceiling: 0.020 ppm (0.140 mg/m3) [10-minute]
- WGK Germany
- 1 · 1
- RTECS
- 1740000 · MO1740000
- F
- 10 · 10-19-21
- Autoignition Temperature
- 454 °C · 454 °C
- TSCA
- TSCA listed
- HazardClass
- 6.1 · 6.1
- PackingGroup
- II
- HS Code
- 29291090 · 29291090
- Storage Class
- 6.1 A · 6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials
- Hazard Classifications
- 1 InhalationAcute · Acute Tox. 1 InhalationAcute Tox. 4 OralEye Dam. 1Resp. Sens. 1Skin Corr. 1CSkin Sens. 1STOT SE 3
- Hazardous Substances Data
- 822 · 822-06-0(Hazardous Substances Data)
- Toxicity
- 50 orally · LD50 orally in Rabbit: 746 mg/kg LD50 dermal Rabbit 570 mg/kg
- REACH Registrations
- Active
- Limited Quantities
- 100 ml · 100ml (liquid) or 0.5 Kg (solid)
- Excepted Quantities
- Max Inner Pack (1g or 1ml) and Max Outer Pack (500g or 500ml)
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
- rtecs
- MO1740000
- ridadr
- UN 2281
- hs_code
- 29291090
- Toxicity
- LD50 orally in Rabbit: 746 mg/kg LD50 dermal Rabbit 570 mg/kg
- risk_code
- 23-36/37/38-42/43-41-34-26-22-39/23/24/25-23/24/25-11
- Signal word
- Danger
- Symbol(GHS)
- GHS06,GHS08
- hazard_code
- T,T+,F
- safety_code
- 26-28-38-45-28A-36/37/39-23-36/37-16-7
- hazard_class
- 6.1
- Storage Class
- 6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials
- packing_group
- II
- target organs
- Respiratory system
- Hazard statements
- H330-H311-H302-H315-H319-H372-H317-H334-H335
- Limited Quantities
- 100ml (liquid) or 0.5 Kg (solid)
- Excepted Quantities
- Max Inner Pack (1g or 1ml) and Max Outer Pack (500g or 500ml)
- REACH Registrations
- Active
- Hazard Classifications
- Acute Tox. 1 InhalationAcute Tox. 4 OralEye Dam. 1Resp. Sens. 1Skin Corr. 1CSkin Sens. 1STOT SE 3
- Autoignition Temperature
- 454 °C
- Precautionary statements
- P501-P272-P270-P260-P271-P264-P280-P284-P342+P311-P337+P313-P305+P351+P338-P361+P364-P333+P313-P301+P312+P330-P302+P352+P312-P304+P340+P310-P403+P233-P405
- Hazardous Substances Data
- 822-06-0(Hazardous Substances Data)
Chemistry & industry
Applications
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
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.
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers100 total
Additional notes
DefinitionChEBI: A diisocyanate compound with the two isocyanates linked by a hexane-1,6-diyl group.
Related reactions
Compound notes
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