Tropylium tetrafluoroborate

• Catalog No.: A14045
• CAS Number: 27081-10-3
• M. F.: C7H7BF4
• M. W.: 177.9350928
• Purity: 97%

SYNONYMS

• Title: 四氟硼酸卓鎓
• IUPAC name: cyclohepta-2,4,6-trien-1-ylium; tetrafluoroboranuide
• IUPAC Traditional name: tropylium tetrafluoroborate

DATABASE IDS

• CAS Number: 27081-10-3
• EC Number: 248-214-5
• MDL Number: MFCD00013402
• Beilstein Number: 3574512

PROPERTIES

• Purity: 97%
• Melting Point: ca 240°C dec.
• GHS Hazard statements: H314-H318
• European Hazard Symbols: Corrosive (C)
• GHS Precautionary statements: P260-P303+P361+P353-P305+P351+P338-P301+P330+P331-P405-P501A
• Risk Statements: 34
• Safety Statements: 20-26-36/37/39-45-60
• Storage Warning: Moisture Sensitive
• TSCA Listed: 是
• Hazard Class: 8
• UN Number: UN1759
• Packing Group: III

REFERENCES

• 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).
• 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):
  
• Interesting non-benzenoid aromatic system. For a review of 7-membered conjugated cyclic systems, see: Chem. Rev., 73, 293 (1973).
• Propargylsilanes react similarly: J. Org. Chem., 57, 6094 (1992).
• For reduction to bitropyl (7,7'-bi-cycloheptatrienyl) by one-electron donating reagents such as low-valent Ti or V, see: Synthesis, 798 (1976).