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Nonafluorobutanesulfonyl fluoride, 90+%, Thermo Scientific Chemicals
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Catalog number B21322.14
also known as B21322-14
Price (USD)/ Each
86.50
-
Quantity:
25 g
Price (USD)/ Each
86.50
Nonafluorobutanesulfonyl fluoride, 90+%, Thermo Scientific Chemicals
Catalog numberB21322.14
Price (USD)/ Each
86.50
-
Chemical Identifiers
CAS375-72-4
IUPAC Namenonafluorobutane-1-sulfonyl fluoride
Molecular FormulaC4F10O2S
InChI KeyLUYQYZLEHLTPBH-UHFFFAOYSA-N
SMILESFC(F)(F)C(F)(F)C(F)(F)C(F)(F)S(F)(=O)=O
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Specifications
Specification Sheet
Specification SheetAppearance (Color)Clear colorless
FormLiquid
Assay (GC)>90.0%
Refractive Index<1.3000 @ 20?C
Benzynes were generated from o-(trimethylsilyl) phenols using nonafluorobutanesulfonyl fluoride (NfF) by a domino process.Nonafluorobutanesulfonyl fluoride (nonaflyl fluoride, C 4 F 9 SO 2 F, NfF) is the most widely used commercially available reagent for the synthesis of nonaflates.
This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.
Applications
Benzynes were generated from o-(trimethylsilyl) phenols using nonafluorobutanesulfonyl fluoride (NfF) by a domino process.Nonafluorobutanesulfonyl fluoride (nonaflyl fluoride, C 4 F 9 SO 2 F, NfF) is the most widely used commercially available reagent for the synthesis of nonaflates.
Solubility
Hydrolyses in water.
Notes
Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Store away from strong oxidizing agents, moisture, baese..
Benzynes were generated from o-(trimethylsilyl) phenols using nonafluorobutanesulfonyl fluoride (NfF) by a domino process.Nonafluorobutanesulfonyl fluoride (nonaflyl fluoride, C 4 F 9 SO 2 F, NfF) is the most widely used commercially available reagent for the synthesis of nonaflates.
Solubility
Hydrolyses in water.
Notes
Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Store away from strong oxidizing agents, moisture, baese..
RUO – Research Use Only
General References:
- Takashi Ikawa,; Tsuyoshi Nishiyama,; Toshifumi Nosaki,; Akira Takagi,; Shuji Akai. A Domino Process for Benzyne Preparation: Dual Activation of o-(Trimethylsilyl)phenols by Nonafluorobutanesulfonyl Fluoride. Org. Lett., . 2011, 13 (7), 730-1733.
- Jens Högermeier,; Hans-Ulrich Reissig. Nine Times Fluoride can be Good for your Syntheses. Not just Cheaper: Nonafluorobutanesulfonates as Intermediates for Transition Metal-Catalyzed Reaction. Advanced Synthesis & Catalysis. 2009, 351 (17), 2747-2763.
- Reagent for formation of nonafluorobutanesulfonates (nonaflates) of OH groups (compare Trifluoromethanesulfonic anhydride, A11767), e.g. with triethylamine in ether: Synthesis, 293 (1973); Liebigs Ann. Chem., 20 (1973).
- Nonaflates of phenols, which are stable to flash chromatography, are attractive precursors for coupling reactions, with alkyl- and arylzinc halides, arylboronic acids (Suzuki) and arylstannanes (Stille), catalyzed by Pd(0) under mild conditions: J. Org. Chem., 63, 203 (1998). Silyl enol ethers, with catalytic TBAF in the presence of molecular sieves, are converted to enol nonaflates which undergo Heck couplings, e.g with styrenes to give 1,3-dienes: Synlett, 1141 (1997).