[4-(methoxycarbonyl)phenyl]boronic acid

• ChemBase编号: 10043
• 分子式: C8H9BO4
• 平均质量: 179.96566
• 单一同位素质量: 180.05938917
• SMILES: c1c(ccc(c1)B(O)O)C(=O)OC
• Canonical SMILES: COC(=O)c1ccc(cc1)B(O)O
• InChI: InChI=1S/C8H9BO4/c1-13-8(10)6-2-4-7(5-3-6)9(11)12/h2-5,11-12H,1H3
• InChIKey: PQCXFUXRTRESBD-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: [4-(methoxycarbonyl)phenyl]boronic acid
• IUPAC传统名: 4-(methoxycarbonyl)phenylboronic acid
• 别名: 4-甲酸甲酯苯硼酸; 4-甲氧羰基苯硼酸; (4-(Methoxycarbonyl)phenyl)boronic acid; 4-Methoxycarbonylphenylboronic acid; Methyl 4-boronobenzoate; Methyl 4-boronobenzoate; 4-(Methoxycarbonyl)benzeneboronic acid; (4-Carbomethoxyphenyl)boronic acid; 4-Carbomethoxybenzeneboronic acid; 4-Methoxycarbonylbenzeneboronic acid; 4-borono-benzoic acid 1-methyl ester; p-(Methoxycarbonyl)boronic acid; p-(Methoxycarbonyl)phenylboronic acid; p-borono-benzoic acid methyl ester; Methyl p-boronobenzoate; 4-Methoxycarbonylphenylboronic acid

登记号

• CAS号: 99768-12-4
• MDL号: MFCD01632203
• PubChem SID: 160973350; 24881520
• PubChem CID: 2734369

理论计算性质

• 极化性: 17.978323 Å^3
• 极化表面积: 66.76 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: true
• Acid pKa: 8.510869
• 质子受体: 3
• 质子供体: 2
• LogD (pH = 5.5): 1.786979
• LogD (pH = 7.4): 1.7551634
• Log P: 1.7874
• 摩尔折射率: 42.6288 cm^3

分子性质

理化性质

• 熔点: 197-200 °C(lit.); 197-200°C

安全信息

• 保存注意事项: IRRITANT; Irritant
• 德国WGK号: 3
• TSCA收录: false
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

产品相关信息

• 纯度: 96%; 97%; 98%
• Empirical Formula (Hill Notation): C8H9BO4

详细说明

Sigma Aldrich - 594539

Other Notes
含不定量的酸酐
包装
1, 5 g in glass bottle
Application
Reagent used for
• Tandem-type Pd(II)-catalyzed oxidative Heck reaction and intramolecular C-H amidation sequence1
• Copper-mediated ligandless aerobic fluoroalkylation of arylboronic acids with fluoroalkyl iodides2
• One-pot ipso-nitration of arylboronic acids3
• Copper-catalyzed nitration4
• Cyclocondensation followed by palladium-phosphine-catalyzed Suzuki-Miyaura coupling5
• Reagent used in Preparation of
• Biaryls via nickel-catalyzed Suzuki-Miyaura cross-coupling reaction of aryl halides with arylboronic acid6†
• Chromenones and their bradykinin B1 antagonistic activit7†
• Pt nanoparticles@Photoactive metal-organic frameworks resulting in efficient hydrogen evolution via synergistic photoexcitation and electron injectio8†
• Salicylate-based thienylbenzoic acids as E. coli methionine aminopeptidase inhibitor9†