tetrafluoroboranuide; trimethyloxidanium

• ChemBase编号: 99822
• 分子式: C3H9BF4O
• 平均质量: 147.9075728
• 单一同位素质量: 148.06825819
• SMILES: [B-](F)(F)(F)F.[O+](C)(C)C
• Canonical SMILES: F[B-](F)(F)F.C[O+](C)C
• InChI: InChI=1S/C3H9O.BF4/c1-4(2)3;2-1(3,4)5/h1-3H3;/q+1;-1
• InChIKey: CZVZBKHWOFJNCR-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: tetrafluoroboranuide; trimethyloxidanium
• IUPAC传统名: trimethyloxidanium tetrafluoroborate
• 别名: 三甲基氧鎓四氟硼酸盐; 三甲基钖四氟硼酸; Trimethyloxonium tetrafluoroborate 95%; Trimethyloxonium tetrafluoroborate; Trimethyloxonium fluoborate; Trimethyloxonium tetrafluoroborate

登记号

• CAS号: 420-37-1
• EC号: 206-994-4
• MDL号: MFCD00011798
• Beilstein号: 3597303
• PubChem SID: 162086069; 24889679; 24856967
• PubChem CID: 2735153
• Chemspider ID: 2016863
• 维基百科标题: Trimethyloxonium_tetrafluoroborate

理论计算性质

• 质子受体: 0
• 质子供体: 0
• LogD (pH = 5.5): -1.13
• LogD (pH = 7.4): -1.13
• Log P: -1.13
• 摩尔折射率: 6.0052 cm^3
• 极化性: 3.1085358 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: 200°C; ca 190°C dec.
• 闪点: >110°C

安全信息

• 保存注意事项: Corrosive/Harmful/Moisture Sensitive/Keep Cold/Store under Argon; 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: 3261; UN3261
• 德国WGK号: 3
• 联合国危险货物等级: 8
• 联合国危险货物包装类别(PG): 2; II
• 危险公开号: 14-34; 34
• 安全公开号: 26-36/37/39-43-45; 26-36/37/39-45
• TSCA收录: 是
• GHS危险品标识: GHS05
• GHS警示词: Danger
• GHS危险声明: H314; H314-H318
• GHS警示性声明: P260-P303+P361+P353-P305+P351+P338-P301+P330+P331-P405-P501A; P280-P305 + P351 + P338-P310
• 个人保护装置: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 3261 8/PG 2
• 欧盟补充危害声明: Reacts violently with water.
• 保存温度: -20°C; 2-8°C

产品相关信息

• 纯度: ≥98.0% (T); 95%; 96%
• 级别: purum
• 线性分子式: (CH3)3O(BF4)

详细说明

Apollo Scientific Ltd - PC7865

Versatile mild methylating agent

Sigma Aldrich - 281077

Application
进行羟基甲基化，最近用于复杂、多步定向合成海洋天然产物 spirastrellolide。1
包装
1, 10 g in poly bottle

Sigma Aldrich - 92605

Application
一种 Meerwein 盐，强亲电甲基化试剂

参考文献

• Trialkyloxonium salts, also known as Meerwein's salts, are powerful alkylating agents under mild conditions. For general reactions of trialkyloxonium salts, see Triethyloxonium tetrafluoroborate, A14420. For a brief feature of their uses in synthesis, see: Synlett, 195 (2004).
• Alkylation of ethylene thioacetals proceeds only to the monoalkyl salt unless water is added, when the thioacetal is cleaved to give the carbonyl compound and the tetraalkyl ethane bis-sulfonium salt: Synthesis, 135 (1981). Alkylation on S to promote leaving group ability has also been used in a synthesis of oxiranes from ?-hydroxy sulfides: J. Am. Chem. Soc., 95, 3429 (1973); J. Chem. Soc., Chem. Commun., 714 (1975).
• N,N-Dialkyl arylcarboxamides, useful as substrates for directed metallation reactions, can be converted to methyl esters in high yield: Tetrahedron, 56, 9875 (2000).