(4-nitrophenyl)boronic acid

• ChemBase编号: 64737
• 分子式: C6H6BNO4
• 平均质量: 166.92714
• 单一同位素质量: 167.03898808
• SMILES: [N+](=O)(c1ccc(B(O)O)cc1)[O-]
• Canonical SMILES: OB(c1ccc(cc1)[N+](=O)[O-])O
• InChI: InChI=1S/C6H6BNO4/c9-7(10)5-1-3-6(4-2-5)8(11)12/h1-4,9-10H
• InChIKey: NSFJAFZHYOAMHL-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: (4-nitrophenyl)boronic acid
• IUPAC传统名: 4-nitrophenylboronic acid
• 别名: 4-硝基苯硼酸; 4-Nitrophenylboronic acid; 4-Borononitrobenzene; 4-Nitrobenzeneboronic acid; 4-Nitrobenzeneboronic acid; p-Nitrophenylboronic acid; p-nitro-benzeneboronic acid; 4-Nitrophenylboronic acid; 4-Nitrophenylboronic acid; 4-Nitrobenzeneboronic acid

登记号

• CAS号: 24067-17-2
• MDL号: MFCD00161360
• PubChem SID: 24885181; 162030476
• PubChem CID: 2773552

理论计算性质

• Acid pKa: 8.378958
• 质子受体: 4
• 质子供体: 2
• LogD (pH = 5.5): 1.5928296
• LogD (pH = 7.4): 1.5502713
• Log P: 1.5934
• 摩尔折射率: 36.924 cm^3
• 极化性: 15.466752 Å^3
• 极化表面积: 83.6 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: 285-290 °C (dec.); 285-290(dec.)°C; ca 285°C dec.

安全信息

• 保存注意事项: Harmful/Irritant/Keep Cold/Store under Argon; IRRITANT
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi); 有害性(Harmful) (Xn)
• 德国WGK号: 3
• 危险公开号: 22; 36/37/38
• 安全公开号: 26-37
• TSCA收录: false; 否
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H302; H315-H319-H335
• GHS警示性声明: P261-P305+P351+P338-P302+P352-P321-P405-P501A
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves

产品相关信息

• 纯度: ≥95.0%; 95%; 95+%; 98%
• 线性分子式: (O2N)C6H4(B(OH)2)

详细说明

Sigma Aldrich - 673854

Other Notes
可能含不定量的酸酐
包装
1, 5 g in glass bottle
Application
Reagent used for
• Ligand-free palladium-catalyzed Suzuki-Miyaura cross-couplings1
• Ruthenium catalyzed direct arylation of benzylic sp3 carbons of acyclic amines2
• Diels-Alder or C-H activation reactions3
• Regioselective Suzuki-Miyaura coupling and tandem palladium-catalyzed intramolecular aminocarbonylation and annulations4
• N-arylation of phenylurea using copper acetylacetonate catalyst5
• Environmentally benign one-pot synthesis through a double arylation process6
• Copper-mediated cyanations7
• copper-catalyzed arylations8
• Regioselective glycosylations9
• Suzuki couplings followed by arylations10
• X-ray absorption on rhodium-grafted hydrotalcite catalyst for heterogeneous 1,4-addition reaction of organoboron reagents to electron deficient olefins11 Reagent used in Preparation of
• Combretastatin analogs as potential antitumor agents12
• Human immunodeficiency virus (HIV) protease inhibitors with antiviral activities against drug-resistant viruses13