[4-(dimethylamino)phenyl]boronic acid

• ChemBase编号: 10035
• 分子式: C8H12BNO2
• 平均质量: 164.99738
• 单一同位素质量: 165.09610903
• SMILES: c1c(ccc(c1)B(O)O)N(C)C
• Canonical SMILES: OB(c1ccc(cc1)N(C)C)O
• InChI: InChI=1S/C8H12BNO2/c1-10(2)8-5-3-7(4-6-8)9(11)12/h3-6,11-12H,1-2H3
• InChIKey: RIIPFHVHLXPMHQ-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: [4-(dimethylamino)phenyl]boronic acid
• IUPAC传统名: 4-(dimethylamino)phenylboronic acid
• 别名: 4-(二甲基氨基)苯硼酸; 4-(Dimethylamino)benzeneboronic acid; 4-(N,N-Dimethylamino)phenylboronic acid; 4-(N,N-Dimethylamino)phenylboronic acid; 4-N,N-Dimethylaminobenzeneboronic acid; 4-N,N-Dimethylphenylboronic acid; 4-Dimethylaminobenzeneboronic acid; p-(Dimethylamino)-benzeneboronic acid; [4-(Dimethylamino)phenyl-1-yl]boronic acid; [4-(Dimethylamino)phenyl]boric acid; 4-(Dimethylamino)phenylboronic acid; 4-(DIMETHYLAMINO)PHENYLBORONIC ACID

登记号

• CAS号: 28611-39-4
• MDL号: MFCD01074642
• PubChem SID: 160973342; 24871900
• PubChem CID: 2734344

理论计算性质

• Acid pKa: 9.090736
• 质子受体: 3
• 质子供体: 2
• LogD (pH = 5.5): 1.9016163
• LogD (pH = 7.4): 1.8954519
• Log P: 1.9042
• 摩尔折射率: 45.0321 cm^3
• 极化性: 18.353317 Å^3
• 极化表面积: 43.7 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: 227 °C(lit.)

安全信息

• 保存注意事项: Irritant; IRRITANT, AIR SENSITIVE, KEEP COLD
• 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
• TSCA收录: false
• 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
• 个人保护装置: Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter

产品相关信息

• 纯度: ≥95.0%; 97%; 98%
• 线性分子式: (CH3)2NC6H4B(OH)2

详细说明

Sigma Aldrich - 483532

包装
1, 5 g in glass bottle
Application
Reagent used for
• Suzuki-Miyaura cross-coupling reaction1
• Nickel (Ni)-catalyzed Suzuki-Miyaura cross-coupling2
• Rhodium (Rh)-catalyzed asymmetric addition reactions3
• Palladium (Pd)-catalyzed C-OH bond activation4 Reagent used in Preparation of
• Push-pull arylvinyldiazine chromophores5
• Helical ortho-phenylene oligomers with terminal push-pull substitution6
• Alginate-supported cation-Pd nanoparticle gels as catalysts for the Suzuki-Miyaura cross-coupling reaction7
• Organic dyes for dye-sensitized solar cells1