Hexyl isocyanate

Hexyl isocyanate

Hexyl isocyanate
Names
IUPAC name 1-isocyanatohexane
Other names hexyl monoisocyanate hexylmonoisocyanate
Identifiers
CAS Number	2525-62-4
3D model (JSmol)	Interactive image
ChEBI	CHEBI:59058
ChemSpider	68179
ECHA InfoCard	100.017.967
EC Number	219-763-8
Gmelin Reference	200966
PubChem CID	75659
UNII	K9T9YK3VJU
CompTox Dashboard (EPA)	DTXSID8062492
InChI InChI=1S/C7H13NO/c1-2-3-4-5-6-8-7-9/h2-6H2,1H3 Key: ANJPRQPHZGHVQB-UHFFFAOYSA-N
SMILES CCCCCCN=C=O
Properties
Chemical formula	C7H13NO
Molar mass	127.187 g·mol−1
Appearance	clear liquid
Density	0.873 g/mL at 25 °C
Boiling point	162–164 °C (324–327 °F; 435–437 K)
Solubility in water	decomposes in water
Hazards
GHS labelling: [1]
Pictograms
Signal word	Danger
Hazard statements	H226, H302, H312, H317, H334
Precautionary statements	P210, P233, P240, P280, P301, P303, P312, P353, P361
Flash point	59 °C (138 °F; 332 K)
Related compounds
Related compounds	Methyl isocyanate Ethyl isocyanate Propyl isocyanate Butyl isocyanate Pentyl isocyanate Heptyl isocyanate
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Hexyl isocyanate is an organic chemical compound of carbon, hydrogen, nitrogen, and oxygen with the linear formula CH₃(CH₂)₅NCO. ^[2] The compound belongs to the family of isocyanates, characterized by the reactive functional group –N=C=O. ^{[3] [4]}

Structure

Hexyl isocyanate consists of a six-carbon hexyl chain CH₃(CH₂)₅– attached to an isocyanate group –N=C=O. ^[5]

Synthesis

Hexyl isocyanate can be synthesized through several methods. The traditional industrial synthesis involves the reaction of hexylamine with phosgene. This proceeds via the formation of a carbamoyl chloride intermediate, which subsequently decomposes to yield hexyl isocyanate and hydrogen chloride. ^[6]

Physical properties

The compound is a colorless to pale yellow flammable liquid with a pungent odor. Decomposes in water. ^[7]

Uses

The compound serves primarily as an intermediate in the synthesis of various chemicals, including polyurethanes and other polymers. ^[8]

Hexyl isocyanate has also been investigated for its antigenicity in guinea pig animal models of hapten-specific respiratory hypersensitivity. It has been shown to induce respiratory sensitization and inflammation in the respiratory tract. ^[6]

References

1. "Hexyl isocyanate". Sigma Aldrich . Retrieved 21 April 2026.
2. "NCATS Inxight Drugs — HEXYL ISOCYANATE". drugs.ncats.io. Retrieved 22 April 2026.
3. "Hexyl isocyanate, 99% 5 g | Buy Online | Thermo Scientific Chemicals | thermofisher.com". Thermo Fisher . Retrieved 21 April 2026.
4. "Hexyl isocyanate | CAS 2525-62-4 | SCBT - Santa Cruz Biotechnology". scbt.com . Retrieved 21 April 2026.
5. "hexyl isocyanate". semantics.cancer.gov. Retrieved 21 April 2026.
6. "Hexyl isocyanate | 2525-62-4 | Benchchem". benchchem.com. Retrieved 21 April 2026.
7. "Hexyl isocyanate, 99% 5 g | Buy Online | Thermo Scientific Chemicals | Fisher Scientific". Fisher Scientific . Retrieved 21 April 2026.
8. "414883-25ML". scientificlabs.ie. Retrieved 21 April 2026.