5813-48-9

Basic information

• Product Name: Methanesulfenic acid chloride
• Synonyms: Methanesulfenic acid chloride;Methanesulfenyl chloride;Methylsulfur monochloride;Methylthio chloride
• CAS NO: 5813-48-9
• Molecular Formula: CH₃ClS
• Molecular Weight: 82.55
• Mol File: 5813-48-9.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 62.4°C at 760 mmHg
• Flash Point: 7.3°C
• Appearance: /
• Density: 1.172g/cm³
• Vapor Pressure: 191mmHg at 25°C
• Refractive Index: 1.466
• CAS DataBase Reference: Methanesulfenic acid chloride(CAS DataBase Reference)
• NIST Chemistry Reference: Methanesulfenic acid chloride(5813-48-9)
• EPA Substance Registry System: Methanesulfenic acid chloride(5813-48-9)

Safety Data

• Hazardous Substances Data: 5813-48-9(Hazardous Substances Data)

Usage

Preparation

To a flask containing 23.6 gm (0.25 mole) of dimethyl disulfide at - 1 5 ° to -20°C is slowly added dropwise 34 gm (0.25 mole) of freshly distilled sulfuryl chloride while keeping the temperature at -15° to -20°C. The reaction mixture is stirred for 1 hr, and then distilled to afford 37.1 gm (90%), b.p. 27-28°C (53-60 mm Hg); NMR, 2.91 ppm (singlet). The crude product can also be used without distillation since most of the material is product.

InChI:InChI=1/CH3ClS/c1-3-2/h1H3

Upstream product

• 75-09-2 dichloromethane 
• 661-38-1 trichloro-methyl-λ⁴-sulfane 
• 882-33-7 diphenyldisulfane 
• 624-92-0 Dimethyldisulphide 
• 500776-06-7 o-nitrobenzyl methylthiomethyl ether 
• 152216-81-4 triphenylmethanedithiosulfenyl chloride 
• 27798-35-2 S-methyl thioformate 
• 35200-02-3 O-isopropyl S-methyl xanthate 
• 1534-08-3 S-methyl thiolacetate 
• 7175-75-9 methylthio radical 
• 7782-50-5 chlorine 

Downstream Products

• 98434-98-1 1-chloro-2-methylthiocyclohexane 
• 10333-53-6 bis-(dipropylamino)methane 
• 1073-29-6 2-(methylsulfenyl)phenol 
• 7330-31-6 dimethyl pentasulfide 
• 76-83-5 trityl chloride 
• 136538-90-4 1-phenyl-2,3,4,5-tetramethylthiopyrrole 
• 102-53-4 bis-(diethylamino)methane 
• 3120-74-9 4-(methylthio)-m-cresol 
• 34188-24-4 3-Chloro-2-methylsulfanyl-3-phenyl-propionyl chloride 
• 72302-61-5 2,2-bis-methylsulfanyl-cyclohexane-1,3-dione 
• 60307-49-5 Methyl-(fluormethyl)-disulfan 
• 5756-24-1 dimethyl tetrasulfide 
• 52128-50-4 3-acetoxymethyl-7c-methylsulfanyl-7t-(4-nitro-benzylideneamino)-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-methoxy-benzyl ester 
• 72302-38-6 Aethyl-2-oxo-3-methyl-1-(methylthio)cyclohexancarboxylat 

Relevant articles and documents

Photochemistry of 2-nitrobenzyl enol ethers: Oxidative C=C bond scission

(Chemical Equation Presented) 2-Nitrobenzyl enol ethers, when photolyzed in the presence of air, result in an oxidative C=C bond scission, forming a ketone as the major product (>60% yield). Enol release leads to the aldehyde as the minor product.

FTIR Kinetic and Mechanistic Study of the Atmospheric Chemistry of Methyl Thiolformate

Some aspects of the atmospheric chemistry of methyl thiolformate (CH3SCHO), a recently detected intermediate in the oxidation of dimethyl sulfide, have been investigated at 298 K and 1000 mbar total pressure in large reaction chambers using long path in situ FTIR absorption spectroscopy for the analysis.Rate coefficients of (1.11 +/- 0.22)E-11 and (5.80 +/- 0.80)E-11 cm3 molecule-1 s-1 have been determined for its reaction with OH radicals and Cl atoms, respectively.The UV spectrum of CH3SCHO has been measured in the range 220-355 nm and a lower limit of 5.4 days determined for its atmospheric photolytic lifetime.Detailed product analyses have made for the OH and Cl initiated photooxidation of CH3SCHO.Strong SO absorption bands observed in both systems are tentatively assigned to CH3SOCHO in the OH system and to CH3SOCl in the Cl system.The first gas-phase spectra of CH3SCl and CH3SOCl are also presented.The results are discussed with respect to the atmospheric chemistry of CH3SCHO and possible consequences for the photooxidation mechanism of dimethyl sulfide.

Synthesis and Characterisation of Bispolysulphanes

Bispolysulphanes with a linear chain of 1-6 sulphurs have been prepared and characterised; in particular X-ray crystallographic analyses proved the structures of the tri- and tetra-sulphanes.The tri-to hexa-sulphanes were formed by reactions of O,S-dimethyl dithiocarbonate with the appropriate dichlorosulphane containing two less sulphurs.The disulphane was prepared by chlorination of O-t-butyl S-methyl dithiocarbonate or by controlled desulphurisation of the trisulphane using triphenylphosphine; further desulphurisation provided the monosulphide. (Methyl thio)carbonylsulphenyl chloride is proposed as an intermediate in the above chlorination; it was synthesised by an indirect route and shown to rearrange to its isomer, (methylthio)carbonyl chloride.