Pular para o conteúdo
Merck
Todas as fotos(1)

Documentos Principais

Visualizar Toda a Documentação

742600

Sigma-Aldrich

Difluoromethyl phenyl sulfone

≥97%

Sinônimo(s):

PhSO2CF2H, [(Difluoromethyl)sulfonyl]benzene

Faça loginpara ver os preços organizacionais e de contrato
Todas as fotos(1)

About This Item

Fórmula empírica (Notação de Hill):
C7H6F2O2S
Número CAS:
1535-65-5
Peso molecular:
192.18
Beilstein:
2259218
Número MDL:
MFCD01050170
Código UNSPSC:
12352101
ID de substância PubChem:
329765583
NACRES:
NA.22

Ensaio

≥97%

Formulário

solid

grupo funcional

fluoro
sulfone

cadeia de caracteres SMILES

FC(F)S(=O)(=O)c1ccccc1

InChI

1S/C7H6F2O2S/c8-7(9)12(10,11)6-4-2-1-3-5-6/h1-5,7H

chave InChI

LRHDNAVPELLXDL-UHFFFAOYSA-N

Categorias relacionadas

Aplicação

Reagent Used for
  • Reductive silylation and the preparation of trifluoro- and difluoromethylsilanes by reductive coupling of fluoromethyl sulfones, sulfoxides and sulfides with chlorosilanes
  • Fluoroalkylation/chloroalkylation of α,β-enones, arynes, acetylenic ketones and other Michael acceptors
  • Difluoromethylation of primary alkyl halides via nucleophilic substitution-reductive desulfonylation

Reagent used in Preparation of
  • α-difluoromethyl amines via stereoselective (phenylsulfonyl)difluoromethylation of chiral sulfinyl aldimines
  • Anti-difluoropropanediols via potassium tert-butoxide-catalyzed difluoromethylenation of aldehydes
  • β-difluoromethylated and β-difluoromethylenated alcohols and amines by regioselective nucleophilic difluoromethylation of 1,2-cyclic sulfates and sulfamidates
  • Difluoroalkenes from alkyl halides via nucleophilic substitution-elimination
  • Difluoromethyl alcohol derivatives from enolizable and non-enolizable carbonyl compounds using nucleophilic phenylsulfonyldifluoromethylation-reductive desulfonylation strategy
  • Fluoromethylated vicinal ethylenediamines via fluoromethylation of chiral α-aminobutanesulfinimines with (phenylsulfonyl)fluoromethanes followed by reductive desulfonylation and alcoholysis

Pictogramas

Exclamation mark
GHS07

Palavra indicadora

Warning

Frases de perigo

H315,H319

Classificações de perigo

Eye Irrit. 2 - Skin Irrit. 2

Código de classe de armazenamento

10 - Combustible liquids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

264.0 °F

Ponto de fulgor (°C)

128.9 °C

Escolha uma das versões mais recentes:

Certificados de análise (COA)

Lot/Batch Number
BCCL4625
BCBV3416
BCBP3732V
BCBM7735V
BCBL8704V

Não está vendo a versão correta?

Se precisar de uma versão específica, você pode procurar um certificado específico pelo número do lote ou da remessa.

Pesquise por COA

Já possui este produto?

Encontre a documentação dos produtos que você adquiriu recentemente na biblioteca de documentos.

Visite a Biblioteca de Documentos

Facile synthesis of chiral alpha-difluoromethyl amines from N-(tert-butylsulfinyl)aldimines.
Ya Li et al.
Angewandte Chemie (International ed. in English), 44(36), 5882-5886 (2005-09-09)
G K Surya Prakash et al.
Organic letters, 6(23), 4315-4317 (2004-11-05)
A facile and efficient nucleophilic difluoromethylation of primary alkyl halides has been disclosed through a novel nucleophilic substitution-reductive desulfonylation strategy, using difluoromethyl phenyl sulfone as a difluoromethyl anion ("CF(2)H(-)") equivalent.
Convenient synthesis of difluoromethyl alcohols from both enolizable and non-enolizable carbonyl compounds with difluoromethyl phenyl sulfone
Prakash, G. K. S.; et al.
European Journal of Organic Chemistry, 11, 2218-2223 (2005)
Difluoromethyl phenyl sulfone as a selective difluoromethylene dianion equivalent: one-pot stereoselective synthesis of anti-2,2-difluoropropane-1,3-diols.
G K Surya Prakash et al.
Angewandte Chemie (International ed. in English), 42(42), 5216-5219 (2003-11-06)
Jun Liu et al.
The Journal of organic chemistry, 72(8), 3119-3121 (2007-03-28)
The diastereoselective nucleophilic (phenylsulfonyl)difluoromethylation and (phenylsulfonyl)monofluoromethylation of alpha-amino N-tert-butanesulfinimines (3) by using PhSO2CF2H and PhSO2CH2F reagents gave products 4 or 5 in high yields (73-99%) and with excellent diastereoselectivity (dr up to >99:1). After subsequent reductive desulfonylation and acid-catalyzed alcoholysis
Exibir todos os documentos relacionados

Conteúdo relacionado

Hu Group – Prof. Product Portal

Prof. Jinbo Hu's lab focuses on developing new fluorination reagents and reactions, including difluoromethylation and monofluoromethylation.

Nossa equipe de cientistas tem experiência em todas as áreas de pesquisa, incluindo Life Sciences, ciência de materiais, síntese química, cromatografia, química analítica e muitas outras.

Entre em contato com a assistência técnica