All Photos(1)
Synonym(s):
Sodium benzenesulfinate
Linear Formula:
C6H5SO2Na
CAS Number:
Molecular Weight:
164.16
Beilstein:
3598405
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
Assay
98%
form
solid
mp
>300 °C (lit.)
SMILES string
[Na+].[O-]S(=O)c1ccccc1
InChI
1S/C6H6O2S.Na/c7-9(8)6-4-2-1-3-5-6;/h1-5H,(H,7,8);/q;+1/p-1
InChI key
CHLCPTJLUJHDBO-UHFFFAOYSA-M
Related Categories
General description
Benzenesulfinic acid sodium salt when treated with alkynylselenonium salts yields (Z)-β-alkoxyvinylsulfones. It undergoes rhodium-catalyzed desulfinative coupling with aldehydes to yield ketones.
Application
Benzenesulfinic acid sodium salt has been used in synthesis of sulfones by reaction of organic halides and sodium benzenesulfinate using higher alcohols or diols as solvents.It was also used in the synthesis of aryl sulfones via copper-catalyzed cross-coupling with boronic acids and vinyl sulfones via reaction with vicinal dibromides.
WGK
WGK 1
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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Reactions of alkynylselenonium salts with sodium benzenesulfinate.
Kataoka T, et al.
Tetrahedron Letters, 38(10), 1809-1812 (1997)
Synthesis, 1465-1465 (2007)
Tetrahedron, 63, 7667-7667 (2007)
Pedro Paulo Albuquerque Cavalcanti Albuquerque et al.
The journal of adhesive dentistry, 21(2), 133-141 (2019-04-06)
To determine the degree of conversion (DC), physicochemical properties, and microshear bond strength (µSBS) of experimental self-adhesive resin cements (SARCs) to dentin and yttria-stabilized tetragonal zirconia polycrystal (Y-TZP) ceramic. Dual-curing cements were formulated with UDMA, HEMA, bis-GMA, and TEG-DMA as
Rhodium-Catalyzed Aerobic Coupling between Aldehydes and Arenesulfinic Acid Salts: A Novel Synthesis of Aryl Ketones.
Rao H, et al.
Advanced Synthesis & Catalysis, 353(10), 1701-1706 (2011)
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