2949-92-0

Basic information

• Product Name: S-Methyl methanethiolsulfonate
• Synonyms: S-Methyl thiomethanesuphonate;5-METHYLMETHANETHIONSULFONATE;4-methyl-2-amino-1,3-thiazole;Methanethiosulfonylmethyl;Methyl(methylsulfonyl) sulfide;Methyl(methylthio) sulfone;S-Methyl methanethiolsulfonate,97%;S-Methyl methanethiosulfonate,S-Methyl thiomethanesulfonate, MMTS
• CAS NO: 2949-92-0
• Molecular Formula: C₂H₆O₂S₂
• Molecular Weight: 126.2
• EINECS: 220-970-0
• Product Categories: Small molecule;MTS and Sulfhydryl Active Reagents;Sulfur Compounds (for Synthesis);Synthetic Organic Chemistry;MTS & Sulfhydryl Active Reagents
• Mol File: 2949-92-0.mol

Chemical Properties

• Melting Point: 117.0-119.0 °C
• Boiling Point: 69-71 °C0.4 mm Hg(lit.)
• Flash Point: 190 °F
• Appearance: Light Yellow Liquid
• Density: 1.337 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0138mmHg at 25°C
• Refractive Index: n20/D 1.513(lit.)
• Storage Temp.: 2-8°C
• Solubility: chloroform: soluble750mg + 5 ml Chloroformmg/mL, colorless to li
• Stability: Water Sensitive
• BRN: 1446059
• CAS DataBase Reference: S-Methyl methanethiolsulfonate(CAS DataBase Reference)
• NIST Chemistry Reference: S-Methyl methanethiolsulfonate(2949-92-0)
• EPA Substance Registry System: S-Methyl methanethiolsulfonate(2949-92-0)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36-36/37/38-20/21/22
• Safety Statements: 26-36/37/39
• RIDADR: 3334
• WGK Germany: 2
• RTECS: PB2765000
• F: 13
• HazardClass: IRRITANT
• PackingGroup: III
• Hazardous Substances Data: 2949-92-0(Hazardous Substances Data)

Usage

Uses

Used in Enzyme Modification:
S-Methyl methanethiolsulfonate is used as a modifying agent for the sulfhydryl groups of enzymes, allowing for the alteration of enzyme properties and functions.
Used in Ryanodine Receptor Mapping:
In the field of biochemistry, S-Methyl methanethiolsulfonate is used as a mapping agent for the pore-lining regions of the ryanodine receptor, providing insights into the structure and function of this receptor.
Used as a Cross-linking Reagent:
S-Methyl methanethiolsulfonate serves as a carbonyl reactive homobifunctional cross-linking reagent that is cleavable with periodate, making it a valuable tool in various chemical and biological applications.
Used in Organic Synthesis:
As a sulfenylating agent, S-Methyl methanethiolsulfonate is utilized in the synthesis of β-keto sulfoxides, methylene compounds, half-esters of malonic acids, and aryl Grignard reagents, contributing to the development of new organic compounds.
Used in Protein Thiol-Disulfide State Trapping:
S-Methyl methanethiolsulfonate is employed as a reagent to trap the natural thiol-disulfide state of proteins, aiding in the study of protein structure, function, and stability.
General Description:
The interaction of S-methyl methanethiosulfonate (MMTS) with dipalmitoylphosphatidylcholine (DPPC) bilayers has been investigated using advanced spectroscopic techniques such as FTIR and surface-enhanced Raman spectroscopy, providing further understanding of its chemical properties and potential applications.

Synthesis Reference(s)

The Journal of Organic Chemistry, 49, p. 2281, 1984 DOI: 10.1021/jo00186a039Synthetic Communications, 20, p. 365, 1990 DOI: 10.1080/00397919008052777

Purification Methods

Purify it by fractional distillation under reduced pressure, IR: 1350, 750 cm-1 . [Applegate et al. J Org Chem 38 943 1973, Beilstein 4 IV 31.]

InChI:InChI=1/C2H6O2S2/c1-5-6(2,3)4/h1-2H3

Upstream product

• 624-92-0 Dimethyldisulphide 
• 13882-12-7 S-methyl methanethiosulfinate 
• 23413-69-6 α-Chlorbenzyliden-methyl-sulfoxid 
• 10265-92-6 Mio 
• 676-85-7 methylsulphinyl chloride 
• 40249-95-4 S-phenyl methanethiosulfinate 
• 75-77-4 chloro-trimethyl-silane 
• 67-68-5 dimethyl sulfoxide 
• 139118-45-9 3-methylsulphinylhexa-1,5-diene 
• 882-33-7 diphenyldisulfane 
• 2229-07-4 methyl radical 
• 74-86-2 acetylene 
• 10028-15-6 ozone 
• 94-36-0 dibenzoyl peroxide 

Downstream Products

• 6543-74-4 bis-methanesulfonyl-methylsulfanyl-methane 
• 141869-55-8 ethyl α,α-bis(methylthio)phenylacetate 
• 40514-96-3 6β-benzylideneamino-6α-methylsulfanyl-penicillanic acid benzyl ester 
• 72873-48-4 C₈H₈S₃ 
• 58491-73-9 (6R)-7t-benzoylamino-3-methyl-2-methylsulfanyl-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-3-ene-2c-carboxylic acid methyl ester 
• 68538-92-1 (6R)-7t-(methoxy-phenyl-methyleneamino)-3-methyl-2-methylsulfanyl-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-3-ene-2c-carboxylic acid 2,2,2-trichloro-ethyl ester 
• 68538-91-0 (6R)-3-acetoxymethyl-7t-(methoxy-phenyl-methyleneamino)-2-methylsulfanyl-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-3-ene-2c-carboxylic acid tert-butyl ester 
• 66428-78-2 (6R)-3-acetoxymethyl-2-methylsulfanyl-8-oxo-7t-tritylamino-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-3-ene-2t-carboxylic acid tert-butyl ester 
• 68474-75-9 (6R)-2-methylsulfanyl-3-(1-methyl-1H-tetrazol-5-ylsulfanylmethyl)-8-oxo-7t-(2-phenyl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-3-ene-2c-carboxylic acid 2,2,2-trichloro-ethyl ester 
• 58482-81-8 (6R)-7t-benzoylamino-3-methyl-4c-methylsulfanyl-5t,8-dioxo-(6rH)-5λ⁴-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid methyl ester 
• 58491-75-1 (6R)-7t-benzoylamino-3-methyl-7c-methylsulfanyl-5t,8-dioxo-(6rH)-5λ⁴-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid methyl ester 
• 58482-80-7 (6R)-7t-benzoylamino-3-methyl-4,4-bis-methylsulfanyl-5t,8-dioxo-(6rH)-5λ⁴-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid methyl ester 
• 58482-82-9 (6R)-7t-benzoylamino-3-methyl-4c,7c-bis-methylsulfanyl-5ξ,8-dioxo-(6rH)-5λ⁴-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid methyl ester 
• 58482-79-4 (6R)-7t-benzoylamino-3-methyl-4,4,7c-tris-methylsulfanyl-5t,8-dioxo-(6rH)-5λ⁴-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid methyl ester 

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