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Boron trifluoride-acetic acid complex,35-36.5% BF3
Boron trifluoride-acetic acid complex,35-36.5% BF3
Boron trifluoride-acetic acid complex,35-36.5% BF3
Thermo Scientific Chemicals

Boron trifluoride-acetic acid complex,35-36.5% BF3

CAS: 373-61-5 | C4H8BF3O4 | 187.91 g/mol
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Catalog number A11471.AU
also known as A11471-AU
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Quantity:
1000 mL
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Chemical Identifiers
CAS373-61-5
IUPAC Nameboron(3+) dihydrogen diacetate trifluoride
Molecular FormulaC4H8BF3O4
InChI KeyOVYKFNOIPQYMRU-UHFFFAOYSA-K
SMILES[H+].[H+].[B+3].[F-].[F-].[F-].CC([O-])=O.CC([O-])=O
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SpecificationsSpecification SheetSpecification Sheet
Appearance (Color)Clear colorless to pale yellow to yellow brown
FormLiquid
Assay35-38% (BF3)
CommentMay darken on storage
It is an important raw material and intermediate used in Organic Synthesis, Pharmaceuticals, Agrochemicals and Dyestuff. It is also used as a desilylating agent. It is also been used in the protodesilylation of the phenyl group as part of the conversion of the dimethylphenylsilyl group into a hydroxyl group with retention of configuration.

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
It is an important raw material and intermediate used in Organic Synthesis, Pharmaceuticals, Agrochemicals and Dyestuff. It is also used as a desilylating agent. It is also been used in the protodesilylation of the phenyl group as part of the conversion of the dimethylphenylsilyl group into a hydroxyl group with retention of configuration.

Solubility
It reacts with water.

Notes
Keep container tightly closed in a dry and well-ventilated place. Store under inert gas. Stable, but moisture sensitive. Incompatible with water, moist air, metals, strong oxidizing agents. Store under dry atmosphere.
RUO – Research Use Only

General References:

  1. Masahito ochiai.; Kenzo sumi.; Eiichi fujita. Silicon-Assisted Ring Opening of Cyclopropyl Ketones with Boron Trifluoride-Acetic Acid Complex. Chemical and Pharmaceutical Bulletin. 1983, 31, (11), 3931-3938.
  2. John v. Heid.; Robert levine. The Acylation of furan and thiophene with aliphatic anhydrides in the presence of boron trifluoride-etherate. J. Org. Chem. 1948, 13, (3), 409-412.
  3. Mild acid catalyst which has found use as a desilylating agent: Allylsilanes undergo desilylation, via ß-stabilized carbocations, to give alkenes with allylic rearrangement: Tetrahedron Lett., 446 (1979); J. Chem. Soc., Perkin 1, 3267 (1992). -Silyl tertiary alcohols undergo a pinacol-like rearrangement to give alkenes: Tetrahedron Lett., 22, 2321 (1981). Has been used in the protodesilylation of the phenyl group as part of the conversion of the dimethylphenylsilyl group into a hydroxyl group with retention of configuration: J. Chem. Soc., Perkin 1, 317 (1995). For reaction scheme, see Chlorodimethyl phenyl silane, A15638.