[3,5-bis(trifluoromethyl)phenyl]boronic acid

• ChemBase编号: 9526
• 分子式: C8H5BF6O2
• 平均质量: 257.9255192
• 单一同位素质量: 258.02867912
• SMILES: c1(cc(cc(c1)B(O)O)C(F)(F)F)C(F)(F)F
• Canonical SMILES: OB(c1cc(cc(c1)C(F)(F)F)C(F)(F)F)O
• InChI: InChI=1S/C8H5BF6O2/c10-7(11,12)4-1-5(8(13,14)15)3-6(2-4)9(16)17/h1-3,16-17H
• InChIKey: BPTABBGLHGBJQR-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: [3,5-bis(trifluoromethyl)phenyl]boronic acid
• IUPAC传统名: 3,5-bis(trifluoromethyl)phenylboronic acid
• 别名: 3,5-双(三氟甲基)苯硼酸; 3,5-Bis(trifluoromethyl)phenylboronic acid; 3,5-Bis(trifluoromethyl)benzeneboronic acid; (3,5-Bis(trifluoromethyl)phenyl)boronic acid; 3,5-Bis(trifluoromethyl)benzeneboronic acid 98%; 3,5-Bis(trifluoromethyl)benzeneboronic acid; 3,5-Di(trifluoromethyl)benzeneboronic acid; 3,5-Bis(trifluoromethyl)phenylboronic acid; 3,5-BIS(TRIFLUOROMETHYL)PHENYLBORONIC ACID

登记号

• CAS号: 73852-19-4
• EC号: 000-000-0
• MDL号: MFCD00051850
• Beilstein号: 7379990
• PubChem SID: 24870695; 160972833
• PubChem CID: 156265

理论计算性质

• Acid pKa: 8.570875
• 质子受体: 2
• 质子供体: 2
• LogD (pH = 5.5): 3.4050333
• LogD (pH = 7.4): 3.3771927
• Log P: 3.4054
• 摩尔折射率: 42.5509 cm^3
• 极化性: 16.471169 Å^3
• 极化表面积: 40.46 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

• 熔点: 217-220 °C(lit.); 219-221°C; 219-224°C

安全信息

• 保存注意事项: IRRITANT; Irritant
• 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: 26-37
• TSCA收录: false; 否
• GHS危险品标识: GHS07
• GHS危险声明: H315-H319-H335
• GHS警示性声明: P261-P305+P351+P338-P302+P352-P321-P405-P501A
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

产品相关信息

• 纯度: 97+%; 98%
• 线性分子式: (CF3)2C6H3B(OH)2

详细说明

Apollo Scientific Ltd - PC0540

GC reagent for diols: J. Chromat., 158,33 (1978), can also be used to form chiral catalysts for enantioselective Diels-Alder reactions: J. Org. Chem., 62, 3206 (1997).

Sigma Aldrich - 471070

Other Notes
含不定量的酸酐
包装
5 g in glass bottle
Application
Reactant involved in the synthesis of:
• Methylene-arylbutenones via carbonylative arylation of allenols1
• 4-aminoquinoline analogs via Ullman / Suzuki / Negishi coupling2
• Primary amino acid derivatives with anticonvulsant activity3
• Alkyl arylcarbamates via Cu-catalyzed coupling with potassium cyanate4
• Aryl-substituted succinimides and cyclic ketones by asymmetric conjugate addition5
• Axially chiral dicarboxylic acids for asymmetric Mannich-type reactions6

参考文献

• Has been used to form chiral catalysts for use in enantioselective Diels-Alder reactions; see, for example: J. Org. Chem., 62, 3026 (1997) and references therein. See Appendix 5.
• GC reagent for diols: J. Chromat., 158, 33 (1978); 186, 307 (1979).
• Has been used to protect a 1,3-diamine as the 2-aryl-1,3,2-diazaborinane, permitting selective reaction at a remote amine function: J. Am. Chem. Soc., 118, 1569 (1996).