Methyl thiocyanate

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
CAS Number	556-64-9 Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:61112
ChemSpider	10695
ECHA InfoCard	100.008.305
EC Number	209-134-6
MeSH	C047435
PubChem CID	11168
UNII	55I23VY6IE Y
UN number	2929 1935
CompTox Dashboard (EPA)	DTXSID5060304
InChI InChI=1S/C2H3NS/c1-4-2-3/h1H3 Key: VYHVQEYOFIYNJP-UHFFFAOYSA-N
SMILES N#CSC
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
GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H226, H301, H311, H315, H319, H330, H331, H335
Precautionary statements	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)	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. "Chemblink chemical data". Retrieved June 29, 2011.
2. "Chemical book page". Retrieved June 29, 2011.
3. "United States chemical entree". Retrieved June 29, 2011.
4. 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
5. 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