(6-bromopyridin-3-yl)boronic acid

• ChemBase编号: 12389
• 分子式: C5H5BBrNO2
• 平均质量: 201.8137
• 单一同位素质量: 200.95967081
• SMILES: c1(ccc(cn1)B(O)O)Br
• Canonical SMILES: Brc1ccc(cn1)B(O)O
• InChI: InChI=1S/C5H5BBrNO2/c7-5-2-1-4(3-8-5)6(9)10/h1-3,9-10H
• InChIKey: BCYWDUVHAPHGIP-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: (6-bromopyridin-3-yl)boronic acid
• IUPAC传统名: (6-bromopyridin-3-yl)boronic acid; 6-bromopyridin-3-ylboronic acid
• 别名: 6-溴吡啶-3-硼酸; 2-溴吡啶-5-硼酸; 6-溴-3-吡啶基硼酸; 2-Bromopyridine-5-boronic acid 97%; 2-Bromopyridine-5-boronic acid; 2-Bromopyridyl-5-boronic acid; 2-Bromo-5-pyridylboronic acid; 6-Bromopyridine-3-boronic acid; 2-Bromo-5-pyridineboronic acid; (6-bromopyridin-3-yl)boranediol; 2-Bromopyridine-5-boronic acid; 6-Bromo-3-pyridinylboronic acid

登记号

• CAS号: 223463-14-7
• EC号: 000-000-0
• MDL号: MFCD03411558
• Beilstein号: 9119918
• PubChem SID: 160975696; 24884805
• PubChem CID: 2762706

理论计算性质

• Acid pKa: 8.351354
• 质子受体: 3
• 质子供体: 2
• LogD (pH = 5.5): 1.51659
• LogD (pH = 7.4): 1.4713871
• Log P: 1.5172
• 摩尔折射率: 36.9116 cm^3
• 极化性: 15.63643 Å^3
• 极化表面积: 53.35 Å^2
• 可自由旋转的化学键: 1
• 里宾斯基五规则: true

分子性质

理化性质

• 熔点: 161 - 166°C; 161-166 °C; 161-166(dec.)°C; ca 165°C dec.
• 疏水性(logP): 1.045

安全信息

• 保存注意事项: IRRITANT; Irritant/Light Sensitive/Store under Argon/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: 26-37
• TSCA收录: false; 否
• GHS危险品标识: GHS07
• GHS危险声明: H315-H319-H335
• GHS警示性声明: P261-P305+P351+P338-P302+P352-P321-P405-P501A
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥95%; 95%; 96%; 97%; 98%
• 线性分子式: Br(C5H3N)B(OH)2

详细说明

Sigma Aldrich - 666556

General description
可能含不定量的酸酐
包装
1, 5 g in glass bottle
Application
Reactant involved in:
• Iterative cross-coupling reactions for synthesis of non-cytotoxic terpyridines1
• The Garlanding approach for synthesis of phenyl-pyridyl scaffolds2
• Cyanation for synthesis of aromatic nitriles3
• Suzuki-Miyaura cross-coupling with dihalopyridines and dihalobipyridines4
• Petasis boronic Mannich reaction5