873-55-2 | Sodium benzenesulfinate

Packsize	Purity	Availability	Price	Discounted Price
10g	95%	in stock	$15.00	$10.00
25g	95%	in stock	$19.00	$13.00
100g	95%	in stock	$27.00	$19.00
250g	95%	in stock	$47.00	$33.00
500g	95%	in stock	$74.00	$52.00

Description

• Catalog Number: AC13361
• Chemical Name: Sodium benzenesulfinate
• CAS Number: 873-55-2
• Molecular Formula: C6H5NaO2S
• Molecular Weight: 164.1575
• MDL Number: MFCD00149638
• SMILES: [O-]S(=O)c1ccccc1.[Na+]

Computed Properties

• Complexity: 112
• Covalently-Bonded Unit Count: 2
• Heavy Atom Count: 10
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1

Upstream Synthesis Route

Sodium benzenesulfinate, also known as sodium benzene sulfinate, is a versatile compound that finds numerous applications in various chemical synthesis processes. This white crystalline powder is a sulfonation reagent commonly used in organic chemistry for its ability to introduce the sulfonate functional group into organic molecules.In chemical synthesis, sodium benzenesulfinate serves as a valuable reagent for the preparation of sulfonamide derivatives, which are important building blocks in pharmaceutical and agrochemical industries. Its sulfonate group can act as a directing group in transition metal-catalyzed cross-coupling reactions, facilitating the formation of C–C and C–heteroatom bonds.Moreover, sodium benzenesulfinate is utilized in the synthesis of sulfonyl chlorides, which are key intermediates in the preparation of diverse organic compounds, including pharmaceuticals, dyes, and materials. Additionally, this compound can be employed in the production of sulfonyl fluorides, which are valuable reagents in various organic transformations due to their high reactivity and selectivity.Overall, sodium benzenesulfinate plays a crucial role in chemical synthesis by enabling the efficient construction of complex organic molecules with desired functionalities, making it a valuable asset in the toolkit of synthetic chemists.

Literature

• Palladium-catalyzed conjugate addition to electron-deficient alkynes with benzenesulfinic acid derived from 1,2-bis(phenylsulfonyl)ethane: selective synthesis of (E)-vinyl sulfones.

  The Journal of organic chemistry 20110204

• Stereocontrolled synthesis of the D- and L-glycero-beta-D-manno-heptopyranosides and their 6-deoxy analogues. Synthesis of methyl alpha-l-rhamno-pyranosyl-(1-->3)-D-glycero-beta-D-manno-heptopyranosyl- (1-->3)-6-deoxy-glycero-beta-D-manno-heptopyranosyl-(1-->4)-alpha-L- rhamno-pyranoside, a tetrasaccharide subunit of the lipopolysaccharide from Plesimonas shigelloides.

  Journal of the American Chemical Society 20060621

• S,O-acetals as novel 'chiral aldehyde' equivalents.

  Chemistry (Weinheim an der Bergstrasse, Germany) 20060301

• A facile solid-phase synthesis of 1,2,4,5-tetrasubstituted imidazoles using sodium benzenesulfinate as a traceless linker.

  Journal of combinatorial chemistry 20050101

• Solid-phase synthesis of 3,4-dihydro-1H-pyrimidine-2-ones using sodium benzenesulfinate as a traceless linker.

  Journal of combinatorial chemistry 20050101

• 1-Benzenesulfinyl piperidine/trifluoromethanesulfonic anhydride: a potent combination of shelf-stable reagents for the low-temperature conversion of thioglycosides to glycosyl triflates and for the formation of diverse glycosidic linkages.

  Journal of the American Chemical Society 20010919

• Interfacial study of benzenesulfinate chemisorbed on silver.

  Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20010101