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Merck

734039

Sigma-Aldrich

4-tert.-Butyl-2,6-dimethylphenylschwefeltrifluorid

Synonym(e):

Fluolead

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About This Item

Empirische Formel (Hill-System):
C12H17F3S
CAS-Nummer:
Molekulargewicht:
250.32
MDL-Nummer:
UNSPSC-Code:
12352002
PubChem Substanz-ID:
NACRES:
NA.22

Form

solid

mp (Schmelzpunkt)

62-68 °C

SMILES String

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

InChIKey

VRTQPEYVMHATOA-UHFFFAOYSA-N

Allgemeine Beschreibung

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).

Anwendung

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

Rechtliche Hinweise

Fluolead is a trademark of UBE America, Inc.

Piktogramme

Skull and crossbonesCorrosion

Signalwort

Danger

H-Sätze

Gefahreneinstufungen

Acute Tox. 3 Oral - Skin Corr. 1B

Zusätzliche Gefahrenhinweise

Lagerklassenschlüssel

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

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable


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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

Unser Team von Wissenschaftlern verfügt über Erfahrung in allen Forschungsbereichen einschließlich Life Science, Materialwissenschaften, chemischer Synthese, Chromatographie, Analytik und vielen mehr..

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