potassium ethenyltrifluoroboranuide

• ChemBase编号: 96817
• 分子式: C2H3BF3K
• 平均质量: 133.9497296
• 单一同位素质量: 133.99169684
• SMILES: [B-](F)(F)(F)C=C.[K+]
• Canonical SMILES: F[B-](C=C)(F)F.[K+]
• InChI: InChI=1S/C2H3BF3.K/c1-2-3(4,5)6;/h2H,1H2;/q-1;+1
• InChIKey: ZCUMGICZWDOJEM-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: potassium ethenyltrifluoroboranuide
• IUPAC传统名: potassium ion ethenyltrifluoroboranuide; potassium ethenyltrifluoroboranuide
• 别名: 乙烯三氟硼酸钾; potassium ethenyltrifluoroboranuide; Potassium ethenyltrifluoroborate; Potassium vinyltrifluoroborate; Potassium (ethenyl)trifluoroborate; Potassium vinyltrifluoroborate; Vinyltrifluoroboric acid potassium salt; Potassium trifluoro(vinyl)borate

登记号

• CAS号: 13682-77-4
• EC号: 000-000-0
• MDL号: MFCD02093335
• Beilstein号: 7777570
• PubChem SID: 162083463; 24884089
• PubChem CID: 23679353

理论计算性质

• 质子受体: 0
• 质子供体: 0
• LogD (pH = 5.5): 1.0586
• LogD (pH = 7.4): 1.0586
• Log P: 1.0586
• 摩尔折射率: 13.9862 cm^3
• 极化性: 5.988023 Å^3
• 极化表面积: 0.0 Å^2
• 可自由旋转的化学键: 1
• 里宾斯基五规则: true

分子性质

理化性质

• 熔点: 223 - 225°C; 230(dec.)°C; 230°C dec.
• 疏水性(logP): 0.0050

安全信息

• 保存注意事项: Corrosive; Hygroscopic
• 欧盟危险性物质标志: 腐蚀性(Corrosive) (C); 刺激性(Irritant) (Xi)
• 联合国危险货物编号: 3261
• 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
• 危险公开号: 34; 36/37/38
• 安全公开号: 26-36/37/39-45; 26-37
• TSCA收录: 否
• GHS危险品标识: GHS05; GHS07
• GHS警示词: Danger
• GHS危险声明: H314; H315-H319-H335
• GHS警示性声明: P261-P305+P351+P338-P302+P352-P321-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

产品相关信息

• 纯度: 95%; 97%
• 线性分子式: CH2=CHBF3K

详细说明

Sigma Aldrich - 655228

包装
1, 5, 25, 100 g in poly bottle
Application
Organotrifluoroborate involved in:
• Suzuki Miyaura cross-coupling reactions1,2 and polymerization reactions3
• Synthesis of photonic crystals4
• Synthesis of sensitizers for dye-sensitized solar cells5
• Mannich / diastereoselective hydroamination reaction sequence6Organotrifluoroborates as versatile and stable boronic acid surrogates.
Protocols & Applications
Suzuki Cross-Coupling using Organotrifluoroborates as Potent Boronic Acid Surrogates

参考文献

• Stable vinylating agent. Darses et al, reported the cross-coupling reaction with arenediazonium tetrafluoroborates to give styrenes in high yield, catalyzed by Pd(OAc)₂ (ligand-free) or the palladacycle trans-Di-?-acetatobis[2-(di-o-tolylphosphino)benzyl]dipalladium(II), L16948: Tetrahedron Lett., 39, 5045 (1998); Eur. J. Org. Chem., 1875 (1999). Molander has since described the direct cross-coupling of the reagent with aryl halides and triflates, catalyzed by [1,1'-Bis(diphenylphosphino)ferrocene]palladium(II) chloride, 41225: Org. Lett., 4, 107 (2002):