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Key Documents

900757

Sigma-Aldrich

Sodium pyridine-2-sulfinate

Synonym(s):

2-Pyridinesulfinic acid, Sodium salt, Willis 2-pyridylsulfinates H

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About This Item

Empirical Formula (Hill Notation):
C5H4NNaO2S
CAS Number:
Molecular Weight:
165.15
UNSPSC Code:
12352101
NACRES:
NA.22

form

powder or crystals

Quality Level

reaction suitability

reaction type: C-C Bond Formation

mp

292 °C

functional group

sulfinic acid

InChI

1S/C5H5NO2S.Na/c7-9(8)5-3-1-2-4-6-5;/h1-4H,(H,7,8);/q;+1/p-1

InChI key

HQCGASCBCQJRDJ-UHFFFAOYSA-M

Application

This 2-pyridylsulfinate enables Suzuki-Miyaura cross coupling with aryl halides to access diverse pyridine derivatives as reported by the laboratory of Michael Willis.. No longer impeded by unstable 2-pyridyl boronates, the sulfinate alternatives provide Pd-catalyzed coupling routes to therapeutically valuable pyridine rings.

Pictograms

Corrosion

Signal Word

Danger

Hazard Statements

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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Articles

Description: Professor Willis and partners at Pfizer have shown with pyridine-2- sulfinates a palladium-catalyzed desulfinylative cross-coupling process can be realized.

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