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746061

Sigma-Aldrich

Difluoromethyl 2-pyridyl sulfone

97% (HPLC)

Sinônimo(s):

2-[(Difluoromethyl)sulfonyl]pyridine, Hu Reagent, 2-(Difluoromethylsulfonyl)pyridine, 2-PySO2CF2H

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About This Item

Fórmula empírica (Notação de Hill):
C6H5F2NO2S
Número CAS:
1219454-89-3
Peso molecular:
193.17
Beilstein:
20317604
Número MDL:
MFCD17010193
Código UNSPSC:
12352101
ID de substância PubChem:
329765740
NACRES:
NA.22

Ensaio

97% (HPLC)

forma

solid

pf

44-49 °C

cadeia de caracteres SMILES

O=S(C1=CC=CC=N1)(C(F)F)=O

InChI

1S/C6H5F2NO2S/c7-6(8)12(10,11)5-3-1-2-4-9-5/h1-4,6H

chave InChI

YRQNSTAWTLXCEZ-UHFFFAOYSA-N

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Descrição geral

Difluoromethyl 2-pyridyl sulfone (2-PySO2CF2H) is a reagent used in the gem-difluoroolefination of aldehydes and ketones. It is also used as a reagent in the nucleophilic difluoro(sulfonato)methylation of alcohols, N-sulfinyl imines, and halides.

Aplicação

Reagent is used in the olefination of ketones and aldehydes to form gem-difluoro olefins under basic conditions. Product is also used as a crucial intermediate toward making 1,1-difluorinated alkyl chains for the alkylation of heterocycles.

Pictogramas

Skull and crossbones
GHS06

Palavra indicadora

Danger

Frases de perigo

H301,H319

Classificações de perigo

Acute Tox. 3 Oral - Eye Irrit. 2

Código de classe de armazenamento

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Certificados de análise (COA)

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Visite a Biblioteca de Documentos

Difluoromethyl 2-pyridyl sulfone: a versatile carbonyl gem-difluoroolefination reagent
Gao B, et al.
Organic Chemistry Frontiers : An International Journal of Organic Chemistry / Royal Society of Chemistry, 2(2), 163-168 (2015)
From difluoromethyl 2-pyridyl sulfone to difluorinated sulfonates: a protocol for nucleophilic difluoro(sulfonato)methylation.
G K Surya Prakash et al.
Angewandte Chemie (International ed. in English), 50(11), 2559-2563 (2011-03-04)
Yanchuan Zhao et al.
Organic letters, 12(7), 1444-1447 (2010-03-10)
Difluoromethyl 2-pyridyl sulfone, a previously unknown compound, was found to act as a novel and efficient gem-difluoroolefination reagent for both aldehydes and ketones. It was found that the fluorinated sulfinate intermediate in the reaction is relatively stable, which can be
Direct synthesis of fluorinated heteroarylether bioisosteres.
Qianghui Zhou et al.
Angewandte Chemie (International ed. in English), 52(14), 3949-3952 (2013-03-06)

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