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Key Documents

ALD00288

Sigma-Aldrich

Sodium tert-butylsulfinate

Synonym(s):

TBS-Na

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About This Item

Empirical Formula (Hill Notation):
C4H9NaO2S
CAS Number:
Molecular Weight:
144.17
UNSPSC Code:
41106514
PubChem Substance ID:
NACRES:
NA.22

form

solid

Quality Level

reaction suitability

reaction type: C-C Bond Formation
reagent type: catalyst
reaction type: C-H Activation

SMILES string

CC(C)(C)S(O[Na])=O

InChI

1S/C4H10O2S.Na/c1-4(2,3)7(5)6;/h1-3H3,(H,5,6);/q;+1/p-1

InChI key

VOHJOJMSAGPWBW-UHFFFAOYSA-M

Application

The following Baran Sulfinate is a part of a toolbox of diversification reagents, which are ideal for the late-stage functionalization of nitrogen-containing heterocycles. The regioselectivity can be effectively tuned by modification of the pH and solvent selection.

Radical-Based Regioselective C–H Functionalization of Electron-Deficient Heteroarenes: Scope; Tunability; and Predictability

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Eye Irrit. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Articles

The synthesis of heteroaromatic and aromatic compounds is at the heart of the chemical industry. The ever-growing demand for new chemical entities, coupled with dwindling resources and time constraints allotted to any given research project, a rapid way to diversify (hetero)aromatic scaffolds is needed.

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