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734039

Sigma-Aldrich

4-tert-Butyl-2,6-dimethylphenylsulfur trifluoride

Synonyme(s) :

Fluolead™

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About This Item

Formule empirique (notation de Hill):
C12H17F3S
Numéro CAS:
947725-04-4
Poids moléculaire :
250.32
Numéro MDL:
MFCD11858620
Code UNSPSC :
12352002
ID de substance PubChem :
329764866
Nomenclature NACRES :
NA.22

Forme

solid

Pf

62-68 °C

Chaîne SMILES 

Cc1cc(cc(C)c1S(F)(F)F)C(C)(C)C

InChI

1S/C12H17F3S/c1-8-6-10(12(3,4)5)7-9(2)11(8)16(13,14)15/h6-7H,1-5H3

Clé InChI

VRTQPEYVMHATOA-UHFFFAOYSA-N

Description générale

4-tert-Butyl-2,6-dimethylphenylsulfur trifluoride is a thermally stable, easy-to-handle, versatile deoxofluorinating agent that also shows high stability on contact with water. It is a superior alternative to diethylaminosulfur trifluoride (DAST).

Application

Features:
  • Tolerance of many functional groups
  • Highly selective functionalization
  • Highly efficient and broad reaction scope
  • Mild reaction conditions

Generally superior reactivity and selectivity to SF4 and easier and safer to handle.

Shown to promote nucleophilic deoxofluorination reactions and exhibits excellent thermal stability, up to 150 °C, therefore rendering it safely applicable in a variety of processes, including industrial scale production.

Fluolead Scheme 1
Novel fluorinating reagent applicable to a variety of chemical processes (Scheme 1).

Refer to the Datasheet for more information on Fluolead™: A Novel New Versatile Fluorinating Agent

Informations légales

Fluolead is a trademark of UBE America, Inc.

Pictogrammes

Skull and crossbonesCorrosion
GHS06,GHS05

Mention d'avertissement

Danger

Mentions de danger

H301,H314

Classification des risques

Acute Tox. 3 Oral - Skin Corr. 1B

Risques supp

EUH014

Code de la classe de stockage

6.1B - Non-combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Certificats d'analyse (COA)

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Kirk, K. L
Organic Process Research & Development, 12, 305-321 (2008)
Discovery of 4-tert-butyl-2, 6-dimethylphenylsulfur trifluoride as a deoxofluorinating agent with high thermal stability as well as unusual resistance to aqueous hydrolysis, and its diverse fluorination capabilities including deoxofluoro-arylsulfinylation with high stereoselectivity.
Umemoto T, et al.
Journal of the American Chemical Society, 132(51), 18199-18205 (2010)
Teruo Umemoto et al.
Journal of the American Chemical Society, 132(51), 18199-18205 (2010-12-04)
Versatile, safe, shelf-stable, and easy-to-handle fluorinating agents are strongly desired in both academic and industrial arenas, since fluorinated compounds have attracted considerable interest in many areas, such as drug discovery, due to the unique effects of fluorine atoms when incorporated

Notre équipe de scientifiques dispose d'une expérience dans tous les secteurs de la recherche, notamment en sciences de la vie, science des matériaux, synthèse chimique, chromatographie, analyse et dans de nombreux autres domaines..

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