Sodium benzenesulfinate

Base Information

• Chemical Name: Sodium benzenesulfinate
• CAS No.: 873-55-2
• Deprecated CAS: 134347-25-4,53271-64-0,709654-40-0,1220350-10-6,1646600-23-8,167163-40-8,2628649-08-9,53271-64-0,709654-40-0
• Molecular Formula: C6H5NaO2S
• Molecular Weight: 164.16
• Hs Code.: 2904.90
• European Community (EC) Number: 212-842-8
• DSSTox Substance ID: DTXSID6061238
• Nikkaji Number: J76.679H
• Mol file: 873-55-2.mol

Synonyms:benzenesufinate;benzenesulfinic acid;sodium benzenesulfinate

Chemical Property of Sodium benzenesulfinate

Chemical Property:

• Appearance/Colour: white crystalline powder or crystals
• Vapor Pressure: 3.58E-05mmHg at 25°C
• Melting Point: >300 °C(lit.)
• Boiling Point: 339.4 °C at 760 mmHg
• Flash Point: 159.1 °C
• PSA: 56.51000
• Density: 0.8 g/cm3 (20oC)
• LogP: 2.13290
• Storage Temp.: Store below +30°C.
• Sensitive.: Hygroscopic
• Solubility.: Water
• Water Solubility.: Soluble in water.
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 163.99079485
• Heavy Atom Count: 10
• Complexity: 112

Purity/Quality:

99% ^*data from raw suppliers

Benzenesulfinic acid sodium salt ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 26-37/39-36-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Metals -> Organic Acids, Metal Salts
• Canonical SMILES: C1=CC=C(C=C1)S(=O)[O-].[Na+]
• General Description: Sodium benzenesulfinate, also known as benzenesulfinic acid sodium salt or sodium phenylsulfinate, is a nucleophilic reagent that reacts with alkynylselenonium salts to predominantly form (Z)-alkoxyvinylsulfones. Its reactivity contrasts with that of benzenesulfinic acid, which produces (Z)-(β-phenylsulfonyl)vinylselenonium salts under similar conditions. The study suggests an addition-elimination mechanism for the formation of these vinylsulfones, highlighting sodium benzenesulfinate's role as a key intermediate in nucleophilic substitution reactions. Further investigation is ongoing to elucidate the detailed mechanistic pathway.

Technology Process of Sodium benzenesulfinate

There total 60 articles about Sodium benzenesulfinate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.1%

2-nitrophenylphenyl sulfone + sodium thiophenolate (930-69-8) + thiophenol (108-98-5) → 2-nitrophenylphenyl sulfide + sodium benzenesulfonate (873-55-2)

Guidance literature:

With sodium hydroxide; In methanol; water; toluene;

Reference yield: 96.0%

diphenyliodonium tetrafluoroborate → sodium benzenesulfonate (873-55-2)

Guidance literature:

With iron(III) chloride; rongalite; In N,N-dimethyl-formamide; acetonitrile; at 20 ℃; for 0.333333h; Solvent; Reagent/catalyst;

Reference yield: 95.8%

2-nitrophenylphenyl sulfone + sodium thiophenolate (930-69-8) → 2-nitrophenylphenyl sulfide + sodium benzenesulfonate (873-55-2)

Guidance literature:

In methanol; water; toluene;

upstream raw materials:

2-benzenesulfonyl-pyridine N-oxide

sodium ethanolate

2-(phenylsulfonyl)pyridine

ethanol

Downstream raw materials:

2-benzenesulfonyl-5,12-dihydro-benzo[b]phenazine

4-(2-(phenylsulfonyl)ethyl)pyridine

4-(phenylsulfonyl)butanoic acid

2-<(phenylsulfonyl)methyl>pyridine

Refernces

Reactions of alkynylselenonium salts with sodium benzenesulfinate

10.1016/S0040-4039(97)00175-5

The research focuses on the synthesis and reactions of alkynylselenonium salts with benzenesulfinic acid or its sodium salt. The purpose of the study was to investigate the reactions of these salts, which have been less explored compared to alkynyliodonium salts, with mild nucleophiles. The main conclusion was that reactions with sodium benzenesulfinate yielded (Z)-alkoxyvinylsulfones as the primary products, while reactions with benzenesulfinic acid resulted in (Z)-(β-phenylsulfonyl)vinylselenonium salts. The study also proposed an addition-elimination mechanism for the formation of vinylsulfones, which is currently under further investigation.