Methyl thiocyanate

Methyl thiocyanate is an organic compound with the formula CH3SCN. It is a colourless liquid with an onion-like odor. It is produced by the methylation of thiocyanate salts. The compound is a precursor to the more useful isomer methyl isothiocyanate (CH3NCS).[4]

Methyl thiocyanate
Names
IUPAC name
methyl thiocyanate
Systematic IUPAC name
methyl thiocyanate
Other names
Thiocyanic acid methyl ester;[1] Methylrhodanid; methylrhodanate; Methylthiokyanat; Thiocyanomethane; Methyl rhodanide; Methyl thiocyanate; thiocyanato-methan; methylsulfocyanate; Methylsalfocyanate[2]
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.008.305
EC Number
  • 209-134-6
MeSH C047435
PubChem CID
UNII
CompTox Dashboard (EPA)
Properties
Chemical formula
C2H3NS
Molar mass 73.117
Appearance Colourless liquid
Density 1.074 g/cm3
Melting point −51 °C (−60 °F; 222 K)
Boiling point 132 °C (270 °F; 405 K) (101.3 kP)
Solubility in water
Slightly soluble[3]
Solubility in Diethyl ether Miscible[3]
Structure
Molecular shape
bent C-S-CN
Hazards
R-phrases (outdated) R10, R23/24/25[1]
S-phrases (outdated) S16, S26, S27, S28[1]
NFPA 704 (fire diamond)
3
3
0
Flash point 38 °C (100 °F; 311 K)[1]
Related compounds
Related compounds
Methyl isocyanate
Methyl isothiocyanate
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Safety

The LD50 is 60 mg/kg (rats, oral).

It is listed as an extremely hazardous substance by the United States's Emergency Planning and Community Right-to-Know Act.[5]

References

  1. "Chemical book page". Retrieved June 29, 2011.
  2. "United States chemical entree". Retrieved June 29, 2011.
  3. F. Romanowski, H. Klenk "Thiocyanates and Isothiocyanates, Organic" in Ullmann's Encyclopedia of Industrial Chemistry, 2005, Wiley-VCH: Weinheim. doi:10.1002/14356007.a26_749
  4. 40 C.F.R.: Appendix A to Part 355—The List of Extremely Hazardous Substances and Their Threshold Planning Quantities (PDF) (July 1, 2008 ed.), Government Printing Office, archived from the original (PDF) on February 25, 2012, retrieved March 8, 2009