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Methanesulfenic acid chloride (methanesulfenyl chloride) is a reactive sulfenyl chloride used in organic synthesis, notably in reactions with trialkyl phosphites to form monothiophosphoric acid esters and in the preparation of heterocyclic compounds such as thiadiazolium chlorides. It reacts rapidly, even at low temperatures, demonstrating nucleophilic displacement of chloride with elimination of alkyl chloride. Additionally, it serves as a key reagent in generating hypervalent sulfur-containing systems, such as thiapentalene derivatives, through nucleophilic substitution reactions. Its reactivity is comparable to acyl halides, making it valuable in synthetic and medicinal chemistry applications, including potential cancer chemotherapy agents.

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  • 5813-48-9 Structure
  • Basic information

    1. Product Name: Methanesulfenic acid chloride
    2. Synonyms: Methanesulfenic acid chloride;Methanesulfenyl chloride;Methylsulfur monochloride;Methylthio chloride
    3. CAS NO:5813-48-9
    4. Molecular Formula: CH3ClS
    5. Molecular Weight: 82.55
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 5813-48-9.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 62.4°C at 760 mmHg
    3. Flash Point: 7.3°C
    4. Appearance: /
    5. Density: 1.172g/cm3
    6. Vapor Pressure: 191mmHg at 25°C
    7. Refractive Index: 1.466
    8. Storage Temp.: N/A
    9. Solubility: N/A
    10. CAS DataBase Reference: Methanesulfenic acid chloride(CAS DataBase Reference)
    11. NIST Chemistry Reference: Methanesulfenic acid chloride(5813-48-9)
    12. EPA Substance Registry System: Methanesulfenic acid chloride(5813-48-9)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 5813-48-9(Hazardous Substances Data)

5813-48-9 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 5813-48-9 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 5,8,1 and 3 respectively; the second part has 2 digits, 4 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 5813-48:
(6*5)+(5*8)+(4*1)+(3*3)+(2*4)+(1*8)=99
99 % 10 = 9
So 5813-48-9 is a valid CAS Registry Number.
InChI:InChI=1/CH3ClS/c1-3-2/h1H3

5813-48-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name methyl thiohypochlorite

1.2 Other means of identification

Product number -
Other names methanesulfenyl chlorode

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:5813-48-9 SDS

5813-48-9Relevant articles and documents

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

Yong, Promise K.,Banerjee, Anamitro

, p. 2485 - 2487 (2007/10/03)

(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.

Three sulfur atom insertion into the S-S bond - Pentasulfide preparation

Hou,Abu-Yousef,Harpp

, p. 7809 - 7812 (2007/10/03)

Chloro(triphenylmethyl)trisulfide (1) reacts under mild conditions with symmetric primary dialkyl disulfides and aromatic disulfides giving pentasulfides as the main products in good yield and selectivity. A mechanism involving a triphenylmethyl alkyl/phenyl tetrasulfide intermediate is discussed. (C) 2000 Elsevier Science Ltd.

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

Patroescu, Iulia V.,Barnes, Ian,Becker, Karl H.

, p. 17207 - 17217 (2007/10/03)

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.

A MILD AND CONVENIENT PREPARATION OF SULFENYL CHLORIDES FROM THIOLACETATES

Thea, Sergio,Cevasco, Giorgio

, p. 2865 - 2866 (2007/10/02)

Sulfenyl chlorides are obtained easily and in good yields through the reaction of thiolesters and sulfuryl chloride.

Synthesis and Characterisation of Bispolysulphanes

Mott, Andrew W.,Barany, George

, p. 2615 - 2621 (2007/10/02)

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.

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