1887-29-2

Basic information

• Product Name: BENZENETHIONOSULFONIC ACID, SODIUM SALT
• Synonyms: Benzenesulfonicacid,thio-,sodiumsalt;Benzenesulfonothioicacid,sodiumsalt;SODIUM BENZENE THIOSULFONATE;BENZENETHIONOSULFONIC ACID, SODIUM SALT;sodium benzenethiosulphonate;BENZENETHIONOSULFONIC ACID, SODIUM SALT, TECH., 85%;Benzenethionsulfonic acid,sodium salt;SODIUM THIOBENZOSULFONATE
• CAS NO: 1887-29-2
• Molecular Formula: C₆H₅O₂S₂*Na
• Molecular Weight: 196.22
• EINECS: 217-558-8
• Product Categories: Organic Building Blocks;Sulfonic/Sulfinic Acid Salts;Sulfur Compounds
• Mol File: 1887-29-2.mol
• Article Data: 18

Chemical Properties

• Melting Point: 275 °C (dec.)(lit.)
• Boiling Point: 335.4°Cat760mmHg
• Flash Point: 156.7°C
• Appearance: /
• Density: g/cm³
• Vapor Pressure: 4.72E-05mmHg at 25°C
• Refractive Index: 1.655
• CAS DataBase Reference: BENZENETHIONOSULFONIC ACID, SODIUM SALT(CAS DataBase Reference)
• NIST Chemistry Reference: BENZENETHIONOSULFONIC ACID, SODIUM SALT(1887-29-2)
• EPA Substance Registry System: BENZENETHIONOSULFONIC ACID, SODIUM SALT(1887-29-2)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 1887-29-2(Hazardous Substances Data)

Usage

Uses

Benzenethionosulfonic Acid Sodium Salt is used in many reactions to prepare thiol compounds.

InChI:InChI=1/C6H6O2S2/c7-10(8,9)6-4-2-1-3-5-6/h1-5H,(H,7,8,9)

Upstream product

• 515-42-4 sodium phenylsulfonate 
• 7704-34-9 sulfur 
• 873-55-2 sodium benzenesulfonate 

Downstream Products

• 129759-95-1 C₁₅H₁₆O₅S₄ 
• 93454-49-0 diphenymethyl benzenethiosulfonate 
• 677031-67-3 S-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl) phenylthiosulfonate 
• 677031-69-5 S-(2,3,4,7-tetra-O-acetyl-β-D-galactopyranosyl) phenylthiosulfonate 
• 69530-64-9 S-allyl benzenesulfonothioate 

Relevant articles and documents

Enabling olefin metathesis on proteins: Chemical methods for installation of S-allyl cysteine

Multiple, complementary methods are reported for the chemical conversion of cysteine to S-allyl cysteine on protein surfaces, a useful transformation for the exploration of olefin metathesis on proteins.

Convenient Synthesis of Aromatic Thiosulfonates from Aromatic Sulfinates with Elemental Sulfur in Amines

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Synthesis of C- and N-Substituted 1,5,2,6-Dithiadiazocanes –Electrophilic-Nucleophilic Thioamination (ENTA) Reagents

A synthetic method is presented for S?N bond formation starting from cheap and affordable materials. We show that (un)substituted N-protected cyclic eight-membered C2-symmetric sulfenamides have been prepared in a few steps using this procedure. The synthetic utility of these ambipolar derivatives was demonstrated in a variety of synthetic transformations affording different S,N-heterocyles of pharmaceutical relevance in one or two steps from simple starting materials. (Figure presented.).

Nickel-Catalyzed Defluorinative Reductive Cross-Coupling Reaction of gem-Difluoroalkenes with Thiosulfonate or Selenium Sulfonate

A nickel-catalyzed defluorinative reductive cross-coupling of gem-difluoroalkenes with thiosulfonate or selenosulfonates is described. The reaction involves the formation of thiolated or selenylated monofluoroolefins via regioselective C-F bond cleavage and C-S or C-Se bond formation and features easily available substrates, mild reaction conditions, and high E-selectivity. One of the derivatives by further cross coupling with PhMgBr exhibited an aggregation-induced emission enhancement effect.

Copper-Catalyzed Oxidative Trifunctionalization of Olefins: An Access to Functionalized β-Keto Thiosulfones

Aerobic oxidative trifunctionalization of olefins for the synthesis of functionalized β-keto thiosulfones has been described. The transformation proceeds through molecular oxygen activation under copper catalysis and forms the two new C-S bonds in a single operation using mild conditions. A novel Cu-catalyzed sulfonyl radical addition/oxidation/funtionalization relay mechanism was proposed for the discovered reaction.