[2-(ethoxycarbonyl)phenyl]boronic acid

• ChemBase编号: 32704
• 分子式: C9H11BO4
• 平均质量: 193.99224
• 单一同位素质量: 194.07503923
• SMILES: c1(c(cccc1)C(=O)OCC)B(O)O
• Canonical SMILES: CCOC(=O)c1ccccc1B(O)O
• InChI: InChI=1S/C9H11BO4/c1-2-14-9(11)7-5-3-4-6-8(7)10(12)13/h3-6,12-13H,2H2,1H3
• InChIKey: QZKVVOXAEBCLPZ-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: [2-(ethoxycarbonyl)phenyl]boronic acid
• IUPAC传统名: 2-(ethoxycarbonyl)phenylboronic acid
• 别名: 2-(乙氧羰基)苯硼酸; 2-Ethoxycarboxyphenylboronic acid; (2-Ethoxycarbonylphenyl)boronic acid; 2-(Ethoxycarbonyl)phenylboronic acid; Ethyl 2-boronobenzoate; 2-(Ethoxycarbonyl)benzeneboronic acid; 2-Ethoxycarbonylphenylboronic acid; 2-(ethoxycarbonyl)phenylboronic acid

登记号

• CAS号: 380430-53-5
• MDL号: MFCD02179453
• PubChem SID: 160996011
• PubChem CID: 2773405

理论计算性质

• Acid pKa: 8.210274
• 质子受体: 3
• 质子供体: 2
• LogD (pH = 5.5): 2.129059
• LogD (pH = 7.4): 2.0676978
• Log P: 2.1299
• 摩尔折射率: 47.3774 cm^3
• 极化性: 19.813156 Å^3
• 极化表面积: 66.76 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: true

分子性质

理化性质

• 熔点: 128-136 °C; 130-133°C

安全信息

• 保存注意事项: 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

产品相关信息

• 纯度: 97%; 98%
• 线性分子式: CH3CH2O2C(C6H4)B(OH)2

详细说明

Sigma Aldrich - 683833

包装
1, 5 g in glass bottle
Application
Reactant for:
• Synthesis of embelin derivatives via Suzuki-Miyaura reaction, cross metathesis and Wittig olefination1
• Asymmetric cyclopropanation of alkenes with di-Me diazomalonate catalyzed by chiral diene-rhodium complexes2
• Preparation of phenylalanines as selective AMPA- and kainate receptor ligands3
• Preparation of aryl pyrazinones via microwave-assisted palladium-catalyzed arylation of resin supported pyrazinones under simultaneous cooling condition4
• Regioselective preparation of (aryl)hydroxyquinolines via Suzuki-Miyaura cross-coupling with chloro(tosyloxy)quinoline under anhydrous conditions followed by nucleophilic deprotection of the tosyl group5