tetrafluoroboranuide; triethyloxidanium

• ChemBase编号: 99456
• 分子式: C6H15BF4O
• 平均质量: 189.9873128
• 单一同位素质量: 190.11520838
• SMILES: [O+](CC)(CC)CC.[B-](F)(F)(F)F
• Canonical SMILES: F[B-](F)(F)F.CC[O+](CC)CC
• InChI: InChI=1S/C6H15O.BF4/c1-4-7(5-2)6-3;2-1(3,4)5/h4-6H2,1-3H3;/q+1;-1
• InChIKey: IYDQMLLDOVRSJJ-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: tetrafluoroboranuide; triethyloxidanium
• IUPAC传统名: triethyloxidanium tetrafluoroborate
• 别名: 三乙基氧鎓四氟硼酸盐, 1.0M 二氯甲烷溶液; 三乙基氧鎓四氟硼酸盐 溶液; 三乙基氧鎓四氟硼酸盐; 三乙基氧鎓四氟硼酸盐, 1.0M二氯甲烷溶液, 氩气下可重封的ChemSeal™瓶包装; Triethyloxonium tetrafluoroborate 95%; Triethyloxonium tetraflouroborate; MEERWEIN'S REAGENT; Triethyloxonium tetrafluoroborate, 1.0M in dichloromethane; Triethyloxonium tetrafluoroborate; Triethyloxonium tetrafluoroborate solution; Triethyloxonium tetrafluoroborate; Triethyloxonium tetrafluoroborate, 1.0 M in dichloromethane

登记号

• CAS号: 368-39-8
• EC号: 206-705-1
• MDL号: MFCD00044423
• Beilstein号: 3598090
• PubChem SID: 24850566; 162085721; 24889377; 24889378
• PubChem CID: 2723982
• Chemspider ID: 2006158
• 维基百科标题: Triethyloxonium_tetrafluoroborate

理论计算性质

• 质子受体: 1
• 质子供体: 0
• LogD (pH = 5.5): 0.589
• LogD (pH = 7.4): 0.589
• Log P: 0.589
• 摩尔折射率: 44.4508 cm^3
• 极化性: 14.022011 Å^3
• 极化表面积: 13.59 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: methylene chloride: soluble20 mg/mL, clear, colorless; Reacts in water
• 外观: Liquid
• 熔点: 84-89°C; 84-89°C; 91 - 92°C
• 密度: 1.305 g/mL at 20 °C; 1.328; 1.328 g/mL at 25 °C

安全信息

• 保存条件: Room Temperature (15-30°C)
• 保存注意事项: Highly Flammable/Corrosive/Moisture Sensitive/Keep Cold/Store under Argon; Moisture Sensitive
• RTECS编号: RR4584700
• 欧盟危险性物质标志: 腐蚀性(Corrosive) (C); 易燃性(Flammable) (F); X
• 联合国危险货物编号: 3261; 3265; UN2922; UN2925
• 德国WGK号: 3
• 联合国危险货物等级: 4.1; 8
• 联合国危险货物包装类别(PG): 2; II
• 危险公开号: 11-34; 14-34; 14-34-40; 34-40; R14, R34
• 安全公开号: 16-26-36/37/39-45; 23-26-36/37/39-45; 26-36/37/39-45; S22, S26, S36/37/39
• TSCA收录: 是
• GHS危险品标识: GHS02; GHS05; GHS08
• GHS警示词: Danger
• GHS危险声明: H228-H314-H318; H314; H314-H318-H351; H314-H351
• GHS警示性声明: P210-P280-P303+P361+P353-P305+P351+P338-P310; P260-P303+P361+P353-P305+P351+P338-P301+P330+P331-P405-P501A; P261-P280-P303+P361+P353-P305+P351+P338-P310; 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; Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 3261 8/PG 2; UN 3265 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: ≥97.0% (T); 95%, stab. with 3-5% diethyl ether
• 浓度: ~1 M in methylene chloride; 1.0 M in methylene chloride; 1.0M in dichloromethane
• 级别: purum
• 包装: packaged under Argon in resealable ChemSeal? bottles
• 其他组分: 1-3% ether as stabilizer
• 线性分子式: (C2H5)3O(BF4)

详细说明

Apollo Scientific Ltd - PC7110

Powerful alkylating reagent for many reactions. Stabilised with diethyl ether

Sigma Aldrich - 176230

包装
100 mL in Sure/Seal™
Application
用于由内酰胺制备 ω-氨基酯。1

Sigma Aldrich - 90520

Other Notes
强效乙基化剂1,2；用于酸的酯化反应3；以及蛋白质羧基残基的改性4,5
包装
25, 100 g in glass bottle

参考文献

• Trialkyloxonium salts, also known as Meerwein's salts, are powerful alkylating agents: Chem. Ber., 89, 209, 2060 (1956). For a brief feature on uses of Meerwein's salts in synthesis, see: Synlett, 195 (2004).
• In combination with a hindered base, e.g. N-Ethyldiisopropylamine, A11801, is a convenient reagent for the conversion of carboxylic acids to their ethyl esters by O-alkylation: Tetrahedron Lett., 4741 (1971); Org. Synth. Coll., 6, 576 (1988).
• Secondary and tertiary amides are O-alkylated to give immonium salts and imino ethers, respectively. Reduction with borohydride provides an effective amide to amine conversion: Tetrahedron Lett., 61 (1968):
  
• Likewise, N-alkylation of nitriles results in their activation to reduction by triethylsilane to give aldehydes, via the imines: Synthesis, 420 (1973); J. Chem. Soc., Chem. Commun., 45 (1974); J. Org. Chem., 46, 602 (1981).
• For further reactions of trialkyloxonium salts, see Trimethyloxonium tetrafluoroborate, A15175.