Chemistry:Hexadecanethiol

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Hexadecanethiol
1-hexadecaanthiol t.png
Names
Preferred IUPAC name
Hexadecane-1-thiol
Other names
1-hexadecanethiol; hexadecyl mercaptan, 1-mercaptohexadecane, cetyl mercaptan
Identifiers
3D model (JSmol)
ChemSpider
UNII
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 pictograms GHS07: Harmful
GHS Signal word 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
Tracking categories (test):

1-Hexadecanethiol is a chemical compound from the group of thiols. Its chemical formula is C16H34S.[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". sigmaaldrich.com. http://www.sigmaaldrich.com/catalog/product/aldrich/674516?lang=en&region=RU. Retrieved 9 June 2017. 
  2. "1-Hexadecanethiol". webbook.nist.gov. http://webbook.nist.gov/cgi/cbook.cgi?ID=2917-26-2. 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". Chemistry and Physics of Lipids 16 (4): 276–284. doi:10.1016/0009-3084(76)90022-0. PMID 949825. https://deepblue.lib.umich.edu/bitstream/2027.42/21737/1/0000130.pdf.