Methyl thiocyanate is an organic compound with the formula CH3SCN. The simplest member of the organic thiocyanates, 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
Preferred 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
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.008.305 Edit this at Wikidata
EC Number
  • 209-134-6
MeSH C047435
UNII
UN number 2929 1935
  • InChI=1S/C2H3NS/c1-4-2-3/h1H3
    Key: VYHVQEYOFIYNJP-UHFFFAOYSA-N
  • N#CSC
Properties
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)
Slightly soluble[3]
Solubility in Diethyl ether Miscible[3]
Structure
bent C-S-CN
Hazards
GHS labelling:
GHS02: FlammableGHS06: ToxicGHS07: Exclamation mark
Danger
H226, H301, H311, H315, H319, H330, H331, H335
P210, P233, P240, P241, P242, P243, P260, P261, P264, P270, P271, P280, P284, P301+P310, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P310, P311, P312, P320, P321, P322, P330, P332+P313, P337+P313, P361, P362, P363, P370+P378, P403+P233, P403+P235, P405, P501
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 3: Short exposure could cause serious temporary or residual injury. E.g. chlorine gasFlammability 3: Liquids and solids that can be ignited under almost all ambient temperature conditions. Flash point between 23 and 38 °C (73 and 100 °F). E.g. gasolineInstability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
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).

Safety

edit

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

edit
  1. ^ "Chemical book page". Retrieved June 29, 2011.
  2. ^ a b "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