123579
Benzenesulfinic acid sodium salt
98%
Synonym(s):
Sodium benzenesulfinate
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About This Item
Linear Formula:
C6H5SO2Na
CAS Number:
Molecular Weight:
164.16
Beilstein/REAXYS Number:
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.
Storage Class
11 - Combustible Solids
wgk_germany
WGK 1
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Certificates of Analysis (COA)
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Synthesis, 1465-1465 (2007)
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)
Sulfones from sodium benzenesulfinate.
Kauffman JM.
Journal of Chemical and Engineering Data, 14(4), 498-499 (1969)
Reactions of alkynylselenonium salts with sodium benzenesulfinate.
Kataoka T, et al.
Tetrahedron Letters, 38(10), 1809-1812 (1997)
Tetrahedron, 63, 7667-7667 (2007)
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