Heptyl isocyanate
 | |
| Names | |
|---|---|
| IUPAC name
1-isocyanatoheptane | |
Other names
| |
| Identifiers | |
3D model (JSmol) |
|
| ChEMBL | |
| ChemSpider | |
| EC Number |
|
PubChem CID |
|
CompTox Dashboard (EPA) |
|
| |
| |
| Properties | |
| 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] | |
   | |
| Danger | |
| H302, H312, H315, H317, H318, H332, H334, H335 | |
| P261, P264, P280, P301, P302, P305, P312, P338, P351, P352 | |
| Flash point | 63 °C (145 °F; 336 K) |
| Related compounds | |
Related compounds |
|
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.[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
- ↑ "Heptyl isocyanate". Sigma Aldrich. Retrieved 25 April 2026.
- ↑ "Heptyl Isocyanate". TCI Chemicals. Retrieved 25 April 2026.
- ↑ "Heptyl isocyanate | CAS 4747-81-3 | SCBT - Santa Cruz Biotechnology". scbt.com. Retrieved 25 April 2026.
- ↑ "n-Heptyl isocyanate". NIST. Retrieved 25 April 2026.
- ↑ "(S)-(+)-2-Heptyl isocyanate". pubchem.ncbi.nlm.nih.gov. Retrieved 25 April 2026.
- ↑ "Buy n-Heptyl isocyanate | 4747-81-3". smolecule.com. Retrieved 25 April 2026.
- ↑ 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.
- ↑ 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.