Hexadecanethiol
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| Names | |
|---|---|
| Preferred IUPAC name Hexadecane-1-thiol | |
| Other names 1-hexadecanethiol; hexadecyl mercaptan, 1-mercaptohexadecane, cetyl mercaptan | |
| Identifiers | |
3D model (JSmol) |
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| ChemSpider | |
| ECHA InfoCard | 100.018.952 |
PubChem CID |
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| UNII | |
CompTox Dashboard (EPA) |
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| Properties | |
| C16H34S | |
| Molar mass | 258.51 g·mol−1 |
| Appearance | Colorless liquid |
| Density | 0,85 g/cm3 |
| Melting point | 18–20 °C (64–68 °F; 291–293 K) |
| Boiling point | 334 °C (633 °F; 607 K) |
| Insoluble | |
| Hazards | |
| GHS labelling: | |
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| Warning | |
| Flash point | 135 °C (275 °F; 408 K) |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
1-Hexadecanethiol is a chemical compound from the group of thiols. Its chemical formula is C
16H
34S.[1][2]
Synthesis
1-Hexadecanethiol can be obtained by reacting 1-bromohexadecane with thiourea.
Properties
1-Hexadecanethiol is a combustible colorless liquid with an unpleasant odor, which is practically insoluble in water.[3]
Applications
1-Hexadecanethiol is used as a synthesis chemical. The compound is also used for the production of nanoparticles and hydrophobic self-assembling monolayers. The high affinity of the thiol group to the elements of the copper group causes the thiols to spontaneously deposit in a high-order layer when a corresponding metal of a 1-hexadecanethiol solution is exposed.[4]
Toxicology and safety
The substance decomposes upon combustion with the formation of toxic gases, including sulfur oxides. It reacts violently with strong oxidizing agents, acids, reducing agents, and metals.
References
- ^ "1-Hexadecanethiol". Sigma Aldrich. sigmaaldrich.com. Retrieved 9 June 2017.
- ^ "1-Hexadecanethiol". NIST. webbook.nist.gov. Retrieved 9 June 2017.
- ^ CRC Handbook of Chemistry and Physics, 90. Edition, CRC Press, Boca Raton, Florida, 2009, ISBN 978-1-4200-9084-0, Section 3, Physical Constants of Organic Compounds, p. 3-306.
- ^ Desmyter, Etienne A.; Ferrell, William J.; Garces., Antonio (July 1976). "Synthesis and properties of 35S, 14C and 3H labeled S-alkyl glycerol ethers and derivatives" (PDF). Chemistry and Physics of Lipids. 16 (4): 276–284. doi:10.1016/0009-3084(76)90022-0. hdl:2027.42/21737. PMID 949825.