Hexadecanethiol
Names
Preferred IUPAC name
Hexadecane-1-thiol
Other names
1-hexadecanethiol; hexadecyl mercaptan, 1-mercaptohexadecane, cetyl mercaptan
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.018.952
UNII
  • InChI=1S/C16H34S/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17/h17H,2-16H2,1H3
    Key: ORTRWBYBJVGVQC-UHFFFAOYSA-N
  • CCCCCCCCCCCCCCCCS
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:
GHS07: Exclamation mark
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).
Infobox references

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. ↑ "1-Hexadecanethiol". Sigma Aldrich. sigmaaldrich.com. Retrieved 9 June 2017.
  2. ↑ "1-Hexadecanethiol". NIST. webbook.nist.gov. Retrieved 9 June 2017.
  3. ↑ 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.
  4. ↑ 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.
This article is issued from Wikipedia. The text is licensed under Creative Commons - Attribution - Sharealike. Additional terms may apply for the media files.