20277-69-4

Basic information

• Product Name: Sodium methanesulphinate
• Synonyms: Sodium methanesulfinate,Methanesulfinic acid sodium salt;Sodium methanesulphinate, tech;Methanesulfinic acid,sodiuM salt (1:1);Sodium methanesulphinate Methanesulfinic acid sodium salt;Sodium methanesulfinate technical grade, 85%;Sodium methylsulfinate;METHANESULPHINIC ACID SODIUM SALT;METHANESULFINIC ACID
• CAS NO: 20277-69-4
• Molecular Formula: CH₃O₂S*Na
• Molecular Weight: 102.09
• EINECS: 243-669-6
• Product Categories: Aliphatics
• Mol File: 20277-69-4.mol
• Article Data: 29

Chemical Properties

• Melting Point: 222-226 °C (dec.)(lit.)
• Boiling Point: 256.4 °C at 760 mmHg
• Flash Point: 108.9 °C
• Appearance: White to light beige/Powder
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility: Methanol, Water (Slightly)
• Water Solubility: soluble
• Sensitive: Air Sensitive & Hygroscopic
• Stability: Hygroscopic
• BRN: 3565430
• CAS DataBase Reference: Sodium methanesulphinate(CAS DataBase Reference)
• NIST Chemistry Reference: Sodium methanesulphinate(20277-69-4)
• EPA Substance Registry System: Sodium methanesulphinate(20277-69-4)

Safety Data

• Hazard Codes: Xn
• Statements: 22-20/21/22
• Safety Statements: 36/37-24/25
• RIDADR: 2811
• WGK Germany: 3
• PackingGroup: III
• Hazardous Substances Data: 20277-69-4(Hazardous Substances Data)

Usage

Description

Sodium methanesulfinate is an aliphatic sodium sulfinate. Conjugate addition of sodium methanesulfinate to vinyl heterocycles has been described. Cross-coupling reaction between aryl boronic acid and sodium methanesulfinate has been studied. It can be used in the preparation of alkyl methyl sulfone and methyl bis(4-tolyl)sulfoniumtrifluoromethanesulfonate. It is also employed in the synthesis of two sulfonyl type reversible addition-fragmentation transfer (RAFT) agents such as benzyl methylsulfonyldithioformate and benzyl phenylsulfonyldithioformate. Moreover, it can be used for synthesizing cyclooxygenase-2 inhibitors.

Chemical Properties

White to light beige powder

Uses

Sodium methylsulfinate can be used to synthesize cyclooxygenase-2 inhibitors.

General Description

Sodium methanesulfinate is an aliphatic sodium sulfinate. Conjugate addition of sodium methanesulfinate to vinyl heterocycles has been described. Cross-coupling reaction between aryl boronic acid and sodium methanesulfinate has been studied. Its stock solution was prepared from methanesulfonic acid by adding one equivalent of sodium hydroxide and diluting it to 4M.

InChI:InChI=1/CH4O2S.Na/c1-4(2)3;/h1H3,(H,2,3);/q;+1/p-1/rCH3NaO2S/c1-5(3)4-2/h1H3

Upstream product

• 77-79-2 3-Sulfolene 
• 623-11-0 1-methyl-4-nitrosobenzene 
• 42790-82-9 methanesulphonyl iodide 
• 676-85-7 methylsulphinyl chloride 
• 50-00-0 formaldehyd 
• 96088-55-0 N,N-bis(methylsulfonyl)hydroxylamine 
• 124-63-0 methanesulfonyl chloride 
• 7144-49-2 2-methanesulfonylbenzothiazole 
• 1192-16-1 2,3-dihydrothiophene-1,1-dioxide 

Downstream Products

• 1027357-11-4 methyl-(4-nitro-phenethyl)-sulfone 
• 1977-37-3 (methylsulfonyl)propane 
• 2274-42-2 methanesulfonyl-acetonitrile 
• 103534-91-4 1-Methylsulfonyl-4,4-bis-<4-diethylamino-phenyl>-1,2-dicyan-butadien-(1,3) 
• 3313-65-3 3-Methylsulfon-1,1,3-trisphenyl-propen-⁽¹⁾ 
• 38930-57-3 C₉H₁₁NO₂S₂ 
• 28995-82-6 1-((E)-1-iodo-2-(methylsulfonyl)vinyl)benzene 
• 24225-08-9 methanesulfonyl cyanide 
• 5398-77-6 para-methanesulfonylbenzaldehyde 
• 62020-09-1 Methyl α-(methylsulfonyl)acetate 
• 25195-60-2 <<(2-nitrophenyl)methyl>sulphonyl>methane 
• 39165-55-4 S-cyclohexyl methanethiosulfonate 
• 157671-97-1 4-fluoro-4'-(methylsulfonyl)benzil 
• 189501-43-7 3-(5.5-dimethyl-1,3-dioxan-2-yl)-1-[4-(methylsulfonyl)phenyl]propan-1-one 

Relevant articles and documents

Visible-Light-Driven Sulfonation of α-Trifluoromethylstyrenes: Access to Densely Functionalized CF3-Substituted Tertiary Alcohol

Reported herein is a visible-light-induced sulfonation of α-trifluoromethylstyrenes with sodium sulfinates, which provides a series of α-trifluoromethyl-β-sulfonyl tertiary alcohols. This new synthetic protocol is enabled by a charge-transfer complex between oxygen and sulfinates, featuring broad substrate scope and scalability. Excellent functional group compatibility and chemoselectivity render this method suitable for sulfonation of pharmaceutically relevant molecules. In the presence of D2O, deuteriotrifluorinated products were also obtained, further demonstrating the flexibility and synthetic potentials of this strategy.

Synthesis of β-ketosulfone derivatives as new non-cytotoxic urease inhibitors in vitro

Background: Peptic ulcer and urolithiasis are largely due to infection caused by urease-producing bacteria. Therefore, the discovery of urease inhibitors is an important area of medicinal chemistry research. Objective: The main aim of the work was to identify novel urease inhibitors with no cytotoxicity. Method: During the current study, a series of β-ketosulfones 1-26 was synthesized in two steps and evaluated for their in vitro urease inhibition potential. Results: Out of twenty-six compounds, seventeen have shown good to significant urease inhibitory activity with IC50 values ranging between 49.93-351.46 μM, in comparison to standard thiourea (IC50 = 21 ± 0.11 μM). Moreover, all compounds found to be non-cytotoxic against normal 3T3 cell line. Conclusion: This study has identified β-ketosulfones as novel and non-cytotoxic urease inhibitors.