(4-methoxyphenyl)boronic acid

• ChemBase编号: 9450
• 分子式: C7H9BO3
• 平均质量: 151.95556
• 单一同位素质量: 152.06447455
• SMILES: c1c(ccc(c1)B(O)O)OC
• Canonical SMILES: COc1ccc(cc1)B(O)O
• InChI: InChI=1S/C7H9BO3/c1-11-7-4-2-6(3-5-7)8(9)10/h2-5,9-10H,1H3
• InChIKey: VOAAEKKFGLPLLU-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: (4-methoxyphenyl)boronic acid
• IUPAC传统名: 4-methoxyphenylboronic acid
• 别名: 对甲氧基苯硼酸; 4-甲氧基苯硼酸; (4-Methoxyphenyl)boronic Acid; [4-(Methyloxy)phenyl]boronic Acid; 4-Methoxylphenylboronic Acid; (4-Methoxyphenyl)boric acid; (p-Methoxyphenyl)boronic acid; 4-Anisylboronic acid; p-Methoxybenzeneboronic acid; p-Anisylboronic acid; 4-Methoxybenzeneboronic acid; 4-Methoxyphenylboronic acid; 4-Methoxyphenylboronic acid; 4-Methoxyphenylboronic acid; 4-Methoxybenzeneboronic acid; (4-methoxyphenyl)boranediol; (4-methoxyphenyl)boronic acid; 4-Boronoanisole; 4-Methoxybenzeneboronic acid

登记号

• CAS号: 5720-07-0
• MDL号: MFCD00039139
• Beilstein号: 2936912
• PubChem SID: 160972757; 24883853; 24866163
• PubChem CID: 201262

理论计算性质

• Acid pKa: 8.881573
• 质子受体: 3
• 质子供体: 2
• LogD (pH = 5.5): 1.3869206
• LogD (pH = 7.4): 1.3730782
• Log P: 1.3871
• 摩尔折射率: 37.0667 cm^3
• 极化性: 16.051516 Å^3
• 极化表面积: 49.69 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

• 溶解度: DMSO; Methanol
• 外观: White Solid
• 熔点: 202-208°C; 204-206 °C(lit.); 204-206°C; 205 - 206°C; 208-211°C; 209-212 °C
• 疏水性(logP): 1.514

安全信息

• 保存条件: Refrigerator
• 保存注意事项: IRRITANT; Irritant/Keep Cold/Store under Argon
• RTECS编号: CY8975000
• 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; 26-37
• TSCA收录: false; 否
• 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; 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% (TLC); ≥95.0%; 95%; 97%; 97+%; 98%
• 级别: technical
• 线性分子式: CH3OC6H4B(OH)2

详细说明

Sigma Aldrich - 417599

Other Notes
含不定量的酸酐
包装
1, 5, 25 g in glass bottle
Application
Reagent used for
• Suzuki-Miyaura cross-coupling reactions1
• Pd-catalyzed direct arylation2
• Highly effective synthesis using palladium-catalyzed arylation Suzuki-Miyaura cross-coupling in water3
• Palladium-catalyzed stereoselective Heck-type reaction4
• Tandem-type Pd(II)-catalyzed oxidative Heck reaction and intramolecular C-H amidation sequence5
• Copper-mediated ligandless aerobic fluoroalkylation of arylboronic acids with fluoroalkyl iodides6
• Ruthenium catalyzed direct arylation7
• Rh-catalyzed asymmetric conjugate addition8
• Ligand-free copper-catalyzed coupling9 Reagent used in Preparation of
• Palladium(II) thiocarboxamide complexes as Suzuki coupling catalyst10
• Push-pull arylvinyldiazine chromophores with photophysical properties11

Sigma Aldrich - 65168

Other Notes
含不定量的酸酐

Toronto Research Chemicals - M260945

4-Methoxylphenylboronic Acid is a phenylboronic acid used to investigate boron function in plants.

参考文献

• Baldwin, T., et al.: Plant Physiol., 103, 115 (1993)
• Andeme-Onzighi, C., et al.: Planta, 215, 949 (1993)
• Brown, P., et al.: Plant Biol. 4, 205 (1993)
• GC reagent for diols: J. Chromat., 158, 33 (1978), 186, 307 (1979).
• For an illustrative example of the silver oxide promoted Suzuki coupling with sensitive ɑ-halo enones, under extremely mild conditions, see: Org. Synth., 75, 69 (1997):