734039
4-tert-Butyl-2,6-dimethylphenylsulfur trifluoride
Sinônimo(s):
Fluolead™
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About This Item
Fórmula empírica (Notação de Hill):
C12H17F3S
Número CAS:
Peso molecular:
250.32
Número MDL:
Código UNSPSC:
12352002
ID de substância PubChem:
NACRES:
NA.22
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Formulário
solid
pf
62-68 °C
cadeia de caracteres 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
chave InChI
VRTQPEYVMHATOA-UHFFFAOYSA-N
Descrição geral
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).[1]
Aplicação
Features:
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.
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
- 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.
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
Informações legais
Fluolead is a trademark of UBE America, Inc.
Palavra indicadora
Danger
Frases de perigo
Declarações de precaução
Classificações de perigo
Acute Tox. 3 Oral - Skin Corr. 1B
Perigos de suplementos
Código de classe de armazenamento
6.1B - Non-combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
Classe de risco de água (WGK)
WGK 3
Ponto de fulgor (°F)
Not applicable
Ponto de fulgor (°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
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