Heptyl isocyanate

Heptyl isocyanate

Heptyl isocyanate
Names
IUPAC name 1-isocyanatoheptane
Other names n-heptyl isocyanate heptylmonoisocyanate
Identifiers
CAS Number	4747-81-3
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL67024
EC Number	625-979-7
PubChem CID	138341
CompTox Dashboard (EPA)	DTXSID10197152
InChI InChI=1S/C8H15NO/c1-2-3-4-5-6-7-9-8-10/h2-7H2,1H3 Key: RFXBSYPBSRSQDU-UHFFFAOYSA-N
SMILES CCCCCCCN=C=O
Properties
Chemical formula	C8H15NO
Molar mass	141.214 g·mol−1
Appearance	liquid
Density	0.876 g/mL at 25 °C
Boiling point	75 °C (167 °F; 348 K)
Hazards
GHS labelling: [1]
Pictograms
Signal word	Danger
Hazard statements	H302, H312, H315, H317, H318, H332, H334, H335
Precautionary statements	P261, P264, P280, P301, P302, P305, P312, P338, P351, P352
Flash point	63 °C (145 °F; 336 K)
Related compounds
Related compounds	Methyl isocyanate Ethyl isocyanate Propyl isocyanate Butyl isocyanate Pentyl isocyanate Hexyl isocyanate
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Heptyl isocyanate is an organic chemical compound of carbon, hydrogen, nitrogen, and oxygen with the linear formula CH₃(CH₂)₆NCO. ^{[2] [3]} The compound is classified as an aliphatic isocyanate, characterized by the presence of the reactive isocyanate functional group (-N=C=O) attached to a heptyl chain.

Structure

Heptyl isocyanate consists of a seven-carbon alkyl chain (heptyl group) bonded to an isocyanate group. The isocyanate group contains a cumulative double bond between nitrogen and carbon, which contributes to the compound's high reactivity. The molecular formula can be represented as . ^[4]

When the isocyanate group is attached to the second carbon of the heptyl chain, the resulting positional isomer is referred to as 2-heptyl isocyanate. ^[5]

Physical properties

The compound is a liquid

Uses

The compound is primarily used as an intermediate in organic chemistry. Its applications include: ^[6]

• Polymer chemistry: As a monofunctional isocyanate, it is used as a chain terminator or modifying agent in the production of polyurethanes to control molecular weight and introduce specific end-group functionalities. ^[7]

• Pharmaceutical synthesis: It is employed as a building block or derivatizing agent in the synthesis of certain pharmaceutical compounds, particularly in the formation of carbamate-based drugs or prodrugs. ^[8]

• Agrochemicals: the compound serves as a precursor in the synthesis of pesticides and herbicides, where the urea or carbamate functional groups are common components.

References

1. "Heptyl isocyanate". Sigma Aldrich . Retrieved 25 April 2026.
2. "Heptyl Isocyanate" . Retrieved 25 April 2026.
3. "Heptyl isocyanate | CAS 4747-81-3 | SCBT - Santa Cruz Biotechnology". scbt.com . Retrieved 25 April 2026.
4. "n-Heptyl isocyanate". NIST . Retrieved 25 April 2026.
5. "(S)-(+)-2-Heptyl isocyanate". pubchem.ncbi.nlm.nih.gov. Retrieved 25 April 2026.
6. "Buy n-Heptyl isocyanate | 4747-81-3". smolecule.com. Retrieved 25 April 2026.
7. Teraoka, Iwao (14 February 2019). Statistical Thermodynamics: Basics and Applications to Chemical Systems. John Wiley & Sons. ISBN   978-1-119-37528-9 . Retrieved 25 April 2026.
8. Crouzel, C.; Hinnen, F.; Maitre, E. (1 March 1995). "Radiosynthesis of methyl and heptyl [11C]Isocyanates from [11C]phosgene, application to the synthesis of carbamates: [11C]physostygmine and [11C]heptylphysostigmine". Applied Radiation and Isotopes . 46 (3): 167–170. doi:10.1016/0969-8043(94)00126-K. ISSN   0969-8043 . Retrieved 25 April 2026.