4-(dihydroxyboranyl)benzoic acid

• ChemBase编号: 2840
• 分子式: C7H7BO4
• 平均质量: 165.93908
• 单一同位素质量: 166.0437391
• SMILES: OB(O)c1ccc(cc1)C(=O)O
• Canonical SMILES: OB(c1ccc(cc1)C(=O)O)O
• InChI: InChI=1S/C7H7BO4/c9-7(10)5-1-3-6(4-2-5)8(11)12/h1-4,11-12H,(H,9,10)
• InChIKey: SIAVMDKGVRXFAX-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 4-(dihydroxyboranyl)benzoic acid
• IUPAC传统名: 4-carboxyphenylboronic acid
• 别名: 4-硼酸苯甲酸; 4-羧基苯基硼酸; 4-羧基苯硼酸; 4-Carboxyphenylboronic Acid; 4-(Dihydroxyboronyl)benzoic acid; 4-Boronobenzoic acid; 4-Carboxybenzeneboronic acid; 4-(dihydroxyboryl)benzoic acid; 4-Carboxybenzeneboronic acid; 4-Carboxylphenylboronic acid; 4-Hydroxycarbonylphenyl boronic acid; NSC 221170; p-Carboxybenzeneboronic acid; p-Carboxyphenylboronic acid; p-Boronobenzoic acid; 4-(Dihydroxyboryl)benzoic acid; 4-Carboxyphenylboronic acid; 4-Carboxyphenylboronic acid; 4-Carboxybenzeneboronic acid; 4-Boronobenzoic acid; 4-(dihydroxyboranyl)benzoic acid

登记号

• CAS号: 14047-29-1
• EC号: 000-000-0
• MDL号: MFCD00151801
• Beilstein号: 3031088
• PubChem SID: 24869234; 160966288; 46505503
• PubChem CID: 312183

理论计算性质

JChem

• Acid pKa: 3.585995
• 质子受体: 4
• 质子供体: 3
• LogD (pH = 5.5): -0.7564002
• LogD (pH = 7.4): -2.301376
• Log P: 1.1557
• 摩尔折射率: 37.8597 cm^3
• 极化性: 15.906028 Å^3
• 极化表面积: 77.76 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: 0.3
• LOG S: -2.15
• 溶解度: 1.17e+00 g/l

分子性质

理化性质

• 熔点: 218 - 220°C; 220 °C (dec.)(lit.); 220°C; 238-240°C; ca 220°C dec.
• 疏水性(logP): 1.338

安全信息

• 保存注意事项: IRRITANT; Irritant
• RTECS编号: CY8925000
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 2
• 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-H303
• 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: 95%; 97%; 98%
• 线性分子式: HO2CC6H4B(OH)2

详细说明

DrugBank - DB03140

Drug information: experimental

Sigma Aldrich - 456772

包装
1, 10 g in glass bottle
Application
Reactant involved in:
• Condensation reactions with stabilizer chains at the surface of polystyrene latex1
• Suzuki coupling reactions2
• Esterification3
• Derivatization of polyvinylamine4
• Synthesis of isotopically labeled mercury5
• Functionalization of poly-SiNW for detection of dopamine6
Reagent used for
• Suzuki-Miyaura cross-coupling
• Induction of pH sensitivity on fluorescence lifetime of quantum dots by NIR fluorescent dyes
• Bio-supported palladium nanoparticles as phosphine-free catalyst for Suzuki reaction in water
• Chan-Lam-type Copper (Cu)-catalyzed S-arylation with aryl boronic acids at room temperatureReagent used in Preparation of
• Isoquinolones via regioselective Suzuki-Miyaura cross-coupling and tandem palladium-catalyzed intramolecular aminocarbonylation and annulation
• Amprenavir-based P1-substituted bi-aryl derivatives as ultra-potent HIV-1 protease inhibitors
• Phenols via visible-light initiated aerobic oxidative hydroxylation of arylboronic acids using air as oxidant catalyzed by Ruthenium (Ru)-complex
• Glucose sensitive boronic acid-bearing block copolymers
• Trisulfonated calixarene upper-rim sulfonamido derivatives and their complexation with the trimethyllysine epigenetic mark