Thiocyanic acid methyl ester

Structural formula
General
Surname	Thiocyanic acid methyl ester
other names	Methyl thiocyanate; Methyl rhodanide;
Molecular formula	C 2 H 3 NS
Brief description	colorless liquid with an onion-like odor
External identifiers / databases
EC number	209-134-6
ECHA InfoCard	100.008.305
PubChem	11168
ChemSpider	10695
Wikidata	Q5928515
properties
Molar mass	73.12 g mol −1
Physical state	liquid
density	1.07 g cm −3
Melting point	−5 ° C
boiling point	131 ° C
Vapor pressure	16.1 hPa (25 ° C)
solubility	practically insoluble in water; miscible with ethanol and ether; soluble in carbon tetrachloride ;
Refractive index	1.469 (20 ° C)
safety instructions
H and P phrases	H: 226-301 + 311 + 331-319-335
	P: 261-280-301 + 310-305 + 351 + 338-311
Toxicological data	60 mg kg −1 ( LD 50 , rat , oral )
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . Refractive index: Na-D line , 20 ° C

Thiocyanic acid methyl ester is a chemical compound from the group of thiocyanates . It is isomeric to methyl isothiocyanate .

Occurrence

Thiocyanic acid methyl ester occurs naturally in Chinese cabbage .

Extraction and presentation

Thiocyanic acid methyl ester is formed when methionyl residues in proteins are broken down with cyanogen bromide .

It can also be obtained by reacting methylamine with carbon disulfide and ethyl chlorocarbonate, or dimethyl sulfate with barium thiocyanate .

properties

Thiocyanic acid methyl ester is a volatile, flammable, colorless liquid with an onion-like odor that is practically insoluble in water.

use

Thiocyanic acid methyl ester is used as an insecticide and fumigant, and as an intermediate in the synthesis of isothiocyanates and other chemical compounds.

safety instructions

The vapors of thiocyanic acid methyl ester can form an explosive mixture with air ( flash point 38 ° C).

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j ^k ^l Entry on methyl thiocyanate in the GESTIS substance database of the IFA , accessed on January 9, 2019(JavaScript required) .
↑ ^a ^b Entry on methyl thiocyanate in the Hazardous Substances Data Bank , accessed on August 4, 2016.
↑ Data sheet Methyl thiocyanate, 97% from Sigma-Aldrich , accessed on August 2, 2016 ( PDF ).
↑ Hubert Siegl: Volatile aromatic substances of Chinese cabbage (Brassica pekinensis [Lour.] Rupr.): Dependence on varieties . Herbert Utz Verlag, 1999, ISBN 978-3-89675-579-7 ( books.google.com ).
↑ D. Gröger, J. Harkin, F. Bohlmann, H. Muirhead, G. Bodo: Naturstoffe . Springer-Verlag, 2013, ISBN 978-3-662-25280-2 ( books.google.com ).
^ Maurice L. Moore, Frank S. Crossley: METHYL ISOTHIOCYANATE In: Organic Syntheses . 21, 1940, p. 81, doi : 10.15227 / orgsyn.021.0081 ; Coll. Vol. 3, 1955, p. 599 ( PDF ).
^ Stanley A. Greene: Sittig's Handbook of Pesticides and Agricultural Chemicals . William Andrew, 2013, ISBN 978-0-8155-1903-4 ( books.google.com ).
↑ Houben-Weyl Methods of Organic Chemistry Vol. E 9c, 4th Edition Supplement: Hetarenes III . Georg Thieme Verlag, 2014, ISBN 978-3-13-181514-9 , p. 513 ( limited preview in Google Book search).

[GESTIS-1] ↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j ^k ^l Entry on methyl thiocyanate in the GESTIS substance database of the IFA , accessed on January 9, 2019(JavaScript required) .

[HSDB-2] Entry on methyl thiocyanate in the Hazardous Substances Data Bank , accessed on August 4, 2016.

[Sigma-3] Data sheet Methyl thiocyanate, 97% from Sigma-Aldrich , accessed on August 2, 2016 ( PDF ).

[4] Hubert Siegl: Volatile aromatic substances of Chinese cabbage (Brassica pekinensis [Lour.] Rupr.): Dependence on varieties . Herbert Utz Verlag, 1999, ISBN 978-3-89675-579-7 ( books.google.com ).

[5] D. Gröger, J. Harkin, F. Bohlmann, H. Muirhead, G. Bodo: Naturstoffe . Springer-Verlag, 2013, ISBN 978-3-662-25280-2 ( books.google.com ).

[6] Maurice L. Moore, Frank S. Crossley: METHYL ISOTHIOCYANATE In: Organic Syntheses . 21, 1940, p. 81, doi : 10.15227 / orgsyn.021.0081 ; Coll. Vol. 3, 1955, p. 599 ( PDF ).

[7] Stanley A. Greene: Sittig's Handbook of Pesticides and Agricultural Chemicals . William Andrew, 2013, ISBN 978-0-8155-1903-4 ( books.google.com ).

[8] Houben-Weyl Methods of Organic Chemistry Vol. E 9c, 4th Edition Supplement: Hetarenes III . Georg Thieme Verlag, 2014, ISBN 978-3-13-181514-9 , p. 513 ( limited preview in Google Book search).