S-Methyl chlorothioformate

Base Information

• Chemical Name: S-Methyl chlorothioformate
• CAS No.: 18369-83-0
• Molecular Formula: C2H3 Cl O S
• Molecular Weight: 110.564
• Hs Code.: 2930909090
• European Community (EC) Number: 242-244-2
• DSSTox Substance ID: DTXSID40939744
• Nikkaji Number: J49.560C
• Wikidata: Q82916304
• Mol file: 18369-83-0.mol

Synonyms:Methyl chlorothiolformate;S-Methyl chlorothioformate;18369-83-0;methylchlorothiolformate;S-methyl chloromethanethioate;Methyl chlorothioformate;Methyl thiochloroformate;Carbonochloridothioic acid, S-methyl ester;Methyl thiolchloroformate;S-Methyl chlorothiolformate;S-METHYL CARBONOCHLORIDOTHIOATE;2812-72-8;Thioformic acid, chloro-, methyl ester;FORMIC ACID, CHLOROTHIO-, S-METHYL ESTER;EINECS 242-244-2;BRN 0878190;Chloro(methylthio)methanone;S-methyl chlorothiocarbonate;chloro(methylsulfanyl)methanone;SCHEMBL142566;Methyl chlorothiolformate, 96%;S-Methyl chloridothiocarbonate #;DTXSID40939744;carbonochloridothioic acid S-methyl ester;LS-69679;FT-0724953;EN300-379875;Carbonochloridothioic acid, S-methyl ester (9CI)

Chemical Property of S-Methyl chlorothioformate

Chemical Property:

• Vapor Pressure: 26.9mmHg at 25°C
• Refractive Index: n20/D 1.49(lit.)
• Boiling Point: 107.6°Cat760mmHg
• Flash Point: 31.1°C
• PSA: 42.37000
• Density: 1.315g/cm³
• LogP: 1.70820
• Storage Temp.: 2-8°C
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 109.9593136
• Heavy Atom Count: 5
• Complexity: 44.9

Purity/Quality:

98%,99%, ^*data from raw suppliers

METHYL CHLOROTHIOLFORMATE 95.00% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: C
• Statements: 10-20/21/22-34-52/53
• Safety Statements: 16-26-27-36/37/39-45-61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CSC(=O)Cl
• Uses: Methyl Chlorothioformate is a chemical reagent used in the synthesis of Mitomycin C (M371900)-tethered phosphorothiaoate oligodeoxynucleotides. for use as an anti-tumor antibiotic. Also used in the preparation of Brassinin (B676950) derivatives, a plant metabolite of great significance due to its dual role both as an effective phytoalexin and as an early biosynthetic precursor of the majority of the phytoalexins.

Technology Process of S-Methyl chlorothioformate

There total 5 articles about S-Methyl chlorothioformate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 62.0%

methyl chlorothioformate (2812-72-8) → methyl thiochloroformate (18369-83-0)

Guidance literature:

With iron(III) chloride; at 0 ℃;

DOI:10.1021/jo00172a056

Reference yield: 27.6%

fluoroformyl chloride (353-49-1) + dimethyl sulfoxide (67-68-5,8070-53-9) → bis(2-chloromethyl)ether (542-88-1) + Dimethyldisulphide (624-92-0) + chloro-methylsulfanyl-methane (2373-51-5) + methyl thio fluoroformate (2694-34-0) + chloromethylfluoroformate (99306-91-9) + methyl thiochloroformate (18369-83-0)

Guidance literature:

for 12h; Product distribution; Ambient temperature; effect of stoichiometric ratio; examination of further acyl fluorides;

DOI:10.1016/S0022-1139(00)81144-6

Reference yield:

phosgene (75-44-5) + methylthiol (74-93-1) → methyl thiochloroformate (18369-83-0)

Guidance literature:

With aluminium trichloride; at -20 - -18 ℃;

upstream raw materials:

phosgene

methylthiol

methyl chlorothioformate

fluoroformyl chloride

Downstream raw materials:

(2RS,3SR)-3-hydroxy-2-methylsulfanylcarbonylamino-3-phenyl-propionic acid

(2RS,3SR)-3-hydroxy-2-methylsulfanylcarbonylamino-3-phenyl-propionic acid ethyl ester

thiocarbonic acid O-((1R)-menthyl ester)-S-methyl ester

methyl m-xylenethiocarboxylate

Refernces

• 1、 Barany, George,Schroll, Alayne L.,Mott, Andrew W.,Halsrud, David A.. "A General Strategy for Elaboration of the Dithiocarbonyl Functionality, -(C=O)SS-: Application to the Synthesis of Bis(chlorocarbonyl)disulfane and Related Derivatives of Thiocarbonic Acids". . p. 4750 - 4761. Retrieved 2007/10/02.