bis(acetic acid); trifluoroborane

• ChemBase ID: 144790
• Molecular Formular: C4H8BF3O4
• Molecular Mass: 187.9101296
• Monoisotopic Mass: 188.0467738
• SMILES: B(F)(F)F.CC(=O)O.CC(=O)O
• Canonical SMILES: CC(=O)O.CC(=O)O.FB(F)F
• InChI: InChI=1S/2C2H4O2.BF3/c2*1-2(3)4;2-1(3)4/h2*1H3,(H,3,4)
• InChIKey: COTMJGCQSLZICX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: bis(acetic acid); trifluoroborane
• IUPAC Traditional name: bis(acetic acid); boron trifluoride
• Synonyms: Boron trifluoride-acetic acid complex; Boron trifluoride acetic acid complex; 三氟化硼乙酸络合物

Database IDs

• CAS Number: 373-61-5
• EC Number: 206-768-5
• MDL Number: MFCD00036359
• Beilstein Number: 3686517; 3686177
• PubChem SID: 24849687; 162239002; 24862129
• PubChem CID: 11116786

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -1.2242727
• LogD (pH = 7.4): -2.9968748
• Log P: -0.22334571
• Molar Refractivity: 12.6437 cm^3
• Polarizability: 5.030792 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true
• Acid pKa: 4.54344

PROPERTIES

Physical Property

• Melting Point: -47°C
• Boiling Point: 143-146°C
• Flash Point: 181.4 °F; 83 °C; 83°C(181°F)
• Density: 1.353; 1.353 g/mL at 20 °C(lit.); 1.353 g/mL at 25 °C(lit.)
• Refractive Index: 1.3670; n20/D 1.368(lit.)

Safety Information

• Storage Warning: Moisture Sensitive
• European Hazard Symbols: Corrosive (C); Toxic (T)
• UN Number: 1742; UN1742
• German water hazard class: 3
• Hazard Class: 8
• Packing Group: 2; II
• Risk Statements: 22-23-34; 22-34
• Safety Statements: 26-36/37/39-45
• TSCA Listed: 是
• GHS Pictograms: GHS05; GHS06; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H301-H330-H314-H318-H227; H302-H314
• GHS Precautionary statements: P210-P301+P310-P303+P361+P353-P304+P340-P305+P351+P338-P320-P330-P405-P501A; P280-P305 + P351 + P338-P310
• Personal Protective Equipment: Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 1742 8/PG 2

Product Information

• Purity: ~36% BF3 basis; 96%; 98%
• Grade: technical
• Linear Formula: BF3 · 2CH3COOH

DETAILS

Sigma Aldrich - 359955

Packaging
1 L in glass bottle
5, 250 mL in glass bottle

REFERENCES

• Mild acid catalyst which has found use as a desilylating agent: Allylsilanes undergo desilylation, via ?-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 Chlorodimethylphenylsilane, A15638.