2812-73-9

Basic information

• Product Name: ETHYLCHLOROTHIOFORMATE
• Synonyms: Chlorothioformic acid O-ethyl ester
• CAS NO: 2812-73-9
• Molecular Formula: C₃H₅ClOS
• Molecular Weight: 124.59
• Mol File: 2812-73-9.mol
• Article Data: 3

Chemical Properties

• Melting Point: <40 °C
• Boiling Point: 108°C
• Flash Point: 39.3°C
• Appearance: /
• Density: 1.252 (estimate)
• Vapor Pressure: 5.9mmHg at 25°C
• CAS DataBase Reference: ETHYLCHLOROTHIOFORMATE(CAS DataBase Reference)
• NIST Chemistry Reference: ETHYLCHLOROTHIOFORMATE(2812-73-9)
• EPA Substance Registry System: ETHYLCHLOROTHIOFORMATE(2812-73-9)

Safety Data

• Hazardous Substances Data: 2812-73-9(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Synthesis, p. 760, 1986 DOI: 10.1055/s-1986-31767

Safety Profile

to skin, eyes, and mucous membranes. See also ESTERS and CHLORIDES. Flammable when exposed to heat or flame. When heated to decomposition it emits very toxic fumes of Cland SOx

InChI:InChI=1/C3H5ClOS.CHClOS/c1-3(5)6-2-4;2-1(3)4/h2H2,1H3;(H,3,4)

Upstream product

• 100244-46-0 (ethoxydichloromethyl)(methylphenylcarbamoyl)trisulfane 
• 463-71-8 thiophosgene 
• 64-17-5 ethanol 

Downstream Products

• 463-58-1 carbon oxide sulfide 
• 75-00-3 chloroethane 
• 762-03-8 thiocarbonic acid O,O'-diethyl ester 
• 98888-68-7 phenyl-thiobenzoyl-thiocarbamic acid O-ethyl ester 
• 99358-06-2 S-nitrophenyl O-ethylxanthate 
• 625-57-0 O-ethyl thiocarbamate 
• 1327166-44-8 O-ethyl N,2,6-trimethyl-N-phenylthiocarbamate 
• 51615-88-4 bis(chlorocarbonyl)(carbamoyl)disulfane 
• 7664-93-9 sulfuric acid 
• 3278-38-4 S-phenyl O-ethylxanthate 
• 187959-33-7 O-ethyl O-(2,4-dinitrophenyl) thiocarbonate 
• 55365-86-1 benzylthiocarbamic acid O-ethyl ester 
• 2905-52-4 bis(ethoxythiocarbonyl) sulfide 
• 106538-35-6 2-(2,4-Dibromo-phenyl)-5-phenyl-2,4-dihydro-[1,2,4]triazol-3-one 

Relevant articles and documents

Novel Symmetrical and Mixed Carbamoyl and Amino Polysulfanes by Reactions of (Alkoxydichloromethyl)polysulfanyl Substrates with N-Methylaniline

Reactions of (alkoxydichloromethyl)polysulfanes with N-methylaniline can be rationalized by a "carbamoyl" route where the alkoxydichloromethyl group behaves via loss of alkyl chloride as a "masked" acid chloride or by a "sulfenyl" route which reflects fragmentation of the (alkoxydichloromethyl)polysulfanyl functionality into the corresponding alkoxy(thiocarbonyl) and sulfenyl components (cf.Scheme I).Application of this and related chemistry to bifunctional substrates arising from partial or complete chlorination of 2Sm, R = Me, Et, i-Pr, and m = 1-4, has led to Ph(Me)N(C=O)Sn(C=O)N(Me)Ph, n = 2-12; Ph(Me)N(C=O)SnN(Me)Ph, n = 1-6; Ph(Me)NSnN(Me)Ph, n = 1-10; RO(C=S)Sn(C=O)N(Me)Ph, n = 2, 3; and RO(C=S)SnN(Me)Ph, n = 1-5.These families allowed a test of reversed-phase high-pressure liquid chromatography for evaluating homologies in polysulfane series.Treatment of bis sulfide (27c) with sulfuryl chloride in the presence of calcium carbonate conveniently gave distillable bis(chlorocarbonyl)trisulfane (14), whereas the same procedure with SO2Cl2 alone gave directly (chlorocarbonyl)disulfanyl chloride (12) (see Scheme VII).Higher Cl(C=O)SmCl, m = 3-5, were indicated but could not be isolated in the course of studies generalizing results on 14 to the preparation of higher Cl(C=O)Sn(C=O)Cl, n = 4-6.The new bis(carbamoyl) monosulfide 61 was obtained by the relatively slow triphenylphosphine or cyanide promoted desulfurization of bis(methylphenylcarbamoyl)disulfane (4) (eq. 1 and 4); cyanide treatment of the higher polysulfanes Ph(Me)N(C=O)Sn(C=O)N(Me)Ph for n > 3 rapidly gave disulfane directly (eq 5).

Phenylthiourea derivatives

Compounds of the formula: EQU1 wherein R and R1 represent alkyl of 1 through 4 carbon atoms, X1 and Y1 represent oxygen or sulphur, and X2 and Y2 represent oxygen or sulphur, at least one of X2 and Y2 representing sulphur, possess fungicidal and anthelmintic properties.