cyclohepta-2,4,6-trien-1-ylium; tetrafluoroboranuide

• ChemBase编号: 10324
• 分子式: C7H7BF4
• 平均质量: 177.9350928
• 单一同位素质量: 178.0576935
• SMILES: [B-](F)(F)(F)F.C1=CC=C[CH+]C=C1
• Canonical SMILES: C1=C[CH+]C=CC=C1.F[B-](F)(F)F
• InChI: InChI=1S/C7H7.BF4/c1-2-4-6-7-5-3-1;2-1(3,4)5/h1-7H;/q+1;-1
• InChIKey: SQVQHTIKOZVGLR-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: cyclohepta-2,4,6-trien-1-ylium; tetrafluoroboranuide
• IUPAC传统名: tropylium tetrafluoroborate
• 别名: 四氟硼酸卓鎓; Tropylium tetrafluoroborate; Cyclohepta-2,4,6-trienylium tetrafluoroborate 95%; Tropylium tetrafluoroborate; Tropylium tetrafluoroborate

登记号

• CAS号: 27081-10-3
• EC号: 248-214-5
• MDL号: MFCD00013402
• Beilstein号: 3574512
• PubChem SID: 160973631
• PubChem CID: 152926
• Chemspider ID: 134784
• 维基百科标题: Tropylium_tetrafluoroborate

理论计算性质

• 质子受体: 0
• 质子供体: 0
• LogD (pH = 5.5): -1.1260408
• LogD (pH = 7.4): -1.1260408
• Log P: -1.1260408
• 摩尔折射率: 30.401 cm^3
• 极化性: 12.014511 Å^3
• 极化表面积: 0.0 Å^2
• 可自由旋转的化学键: 0
• 里宾斯基五规则: true

分子性质

理化性质

• 熔点: 240°C; ca 240°C(dec); ca 240°C dec.

安全信息

• 保存注意事项: IRRITANT, MOISTURE SENSITIVE, KEEP COLD; Irritant/Keep Cold/Moisture Sensitive; Moisture Sensitive
• 欧盟危险性物质标志: 腐蚀性(Corrosive) (C)
• 联合国危险货物编号: UN1759
• 联合国危险货物等级: 8
• 联合国危险货物包装类别(PG): III
• 危险公开号: 34
• 安全公开号: 20-26-36/37/39-45-60
• TSCA收录: false; 是
• GHS危险品标识: GHS05
• GHS危险声明: H314-H318
• GHS警示性声明: P260-P303+P361+P353-P305+P351+P338-P301+P330+P331-P405-P501A

产品相关信息

• 纯度: 95%; 97%

参考文献

• 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).