potassium trifluoro[(E)-2-phenylethenyl]boranuide

• ChemBase编号: 153024
• 分子式: C8H7BF3K
• 平均质量: 210.0456896
• 单一同位素质量: 210.02299696
• SMILES: [B-](/C=C/c1ccccc1)(F)(F)F.[K+]
• Canonical SMILES: F[B-](/C=C/c1ccccc1)(F)F.[K+]
• InChI: InChI=1S/C8H7BF3.K/c10-9(11,12)7-6-8-4-2-1-3-5-8;/h1-7H;/q-1;+1/b7-6+
• InChIKey: NONAUTDEFRJJII-UHDJGPCESA-N

名称和登记号

名称

• IUPAC标准名: potassium trifluoro[(E)-2-phenylethenyl]boranuide
• IUPAC传统名: potassium trifluoro[(E)-2-phenylethenyl]boranuide
• 别名: 反式-β-苯乙烯三氟硼酸钾; 反式-苯乙烯基三氟硼酸钾; beta-Styryltrifluoroboric acid potassium salt; Potassium trans-beta-styryltrifluoroborate; Potassium trifluoro(E)-2-phenyl-1-ethenylborate; Potassium trifluoro(E)-2-phenylethenylborate; Potassium trans-styryltrifluoroborate

登记号

• CAS号: 201852-49-5
• EC号: 000-000-0
• MDL号: MFCD02093981
• Beilstein号: 7782992
• PubChem SID: 162247164; 24880844
• PubChem CID: 23664278

理论计算性质

• 质子受体: 0
• 质子供体: 0
• LogD (pH = 5.5): 2.8751
• LogD (pH = 7.4): 2.8751
• Log P: 2.8751
• 摩尔折射率: 39.7547 cm^3
• 极化性: 15.315548 Å^3
• 极化表面积: 0.0 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true

分子性质

理化性质

• 熔点: >300 °C(lit.); >300°C

安全信息

• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 3
• 危险公开号: 36/37/38
• 安全公开号: 26-36; 26-37
• TSCA收录: 否
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H315-H319-H335
• GHS警示性声明: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves

产品相关信息

• 纯度: 98%
• 线性分子式: C6H5(CH)2BF3K

详细说明

Sigma Aldrich - 576158

包装
1, 5 g in poly bottle
Application
Reactant for:
• Suzuki-Miyaura cross-coupling1,2
• Enantioselective total synthesis of naseseazines A and B via regioselective Friedel-Crafts based arylative dimerization3
• Metal-free chlorodeboronation reactions4
• Preparation of aryl ketones via Lewis acid-catalyzed nucleophilic substitution5
• Preparation of Weinreb amides by palladium-catalyzed cross-coupling reactions6
Protocols & Applications
Suzuki Cross-Coupling using Organotrifluoroborates as Potent Boronic Acid Surrogates

参考文献

• Undergoes cross-coupling reactions with arenediazonium tetrafluoroborates, catalyzed by the palladacycle trans-Di-?-acetatobis[2-(di-o-tolylphosphino)benzyl]dipalladium(II), L16948, to give substituted stilbenes in high yield: Tetrahedron Lett., 39, 5045 (1998); Eur. J. Org. Chem., 1875 (1999).