Tropylium tetrafluoroborate, 97%, Thermo Scientific Chemicals
Tropylium tetrafluoroborate, 97%, Thermo Scientific Chemicals
Thermo Scientific Chemicals

Tropylium tetrafluoroborate, 97%, Thermo Scientific Chemicals

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100 g
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Catalog number A14045.22
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2,115.00
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100 g
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Price (USD)/ Each
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Tropylium tetrafluoroborate, 97%, Thermo Scientific Chemicals
Catalog numberA14045.22
Price (USD)/ Each
2,115.00
-
Add to cart
Chemical Identifiers
CAS27081-10-3
IUPAC Namecyclohepta-2,4,6-trien-1-ylium; tetrafluoroboranuide
Molecular FormulaC7H7BF4
InChI KeySQVQHTIKOZVGLR-UHFFFAOYSA-N
SMILESF[B-](F)(F)F.[CH+]1C=CC=CC=C1
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SpecificationsSpecification SheetSpecification Sheet
Elemental AnalysisHydrogen: >3.81% to <4.13%
Appearance (Color)White to pale brown or pale pink or pale grey
Elemental AnalysisCarbon: >45.36% to <49.14%
FormPowder
Reactant or reagent involved in Retro-Buchner reactions for synthesis of arylcyclopropanes, α-Cyanation of imines, electrochemical redox transformations, oxidative C-H activation of aliphatic aldehydes.

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
Reactant or reagent involved in Retro-Buchner reactions for synthesis of arylcyclopropanes, α-Cyanation of imines, electrochemical redox transformations, oxidative C-H activation of aliphatic aldehydes.

Solubility
Soluble in hot methanol.

Notes
Moisture sensitive. Store under inert gas. Store away from oxidizing agents, strong bases, water/ moisture.
RUO – Research Use Only

General References:

  1. Markku Lämsä; Kirsi Raitamaa andJouni Pursiainen. Synthesis of podands bearing aromatic end groups and complex formation with tropylium tetrafluoroborate in 1,2-dichloroethane. Journal of Physical Organic Chemistry. 1999, 12 (7), 557-563.
  2. Stanisław Ostrowski and Mieczysław Mąkosza. Reactions of Organic Anions, 160. Synthesis of Heptafulvene Derivatives by Vicarious Nucleophilic Substitution of Hydrogen in Tropylium Tetrafluoroborate. Environ. Sci. Technol. 1989, 1989 (1), 95-97.
  3. Interesting non-benzenoid aromatic system. For a review of 7-membered conjugated cyclic systems, see: Chem. Rev., 73, 293 (1973).
  4. Reaction with a variety of nucleophiles leads to 7-substituted heptatrienes, e.g. active methylene compounds: Bull. Chem. Soc. Jpn., 50, 3425 (1977); J. Org. Chem., 42, 401 (1977), and organometallic reagents: Bull. Soc. Chim. Fr. 2, 127, 245 (1990).
  5. Undergoes [3+2]-cycloaddition with allenylsilanes, in the presence of a non-nucleophilic acid scavenger, in a general route to azulenes: J. Am. Chem. Soc., 111, 389 (1989):
  6. Propargylsilanes react similarly: J. Org. Chem., 57, 6094 (1992).
  7. For reduction to bitropyl (7,7'-bi-cycloheptatrienyl) by one-electron donating reagents such as low-valent Ti or V, see: Synthesis, 798 (1976).