(quinolin-8-yl)boronic acid

• ChemBase编号: 8745
• 分子式: C9H8BNO2
• 平均质量: 172.97632
• 单一同位素质量: 173.0648089
• SMILES: c1cc(c2c(c1)cccn2)B(O)O
• Canonical SMILES: OB(c1cccc2c1nccc2)O
• InChI: InChI=1S/C9H8BNO2/c12-10(13)8-5-1-3-7-4-2-6-11-9(7)8/h1-6,12-13H
• InChIKey: KXJJSKYICDAICD-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: (quinolin-8-yl)boronic acid
• IUPAC传统名: 8-quinolineboronic acid
• 别名: 喹啉-8-硼酸; 喹啉-8-硼酸; 8-喹啉硼酸; Quinoline-8-boronic acid; 8-Boronoquinoline; Quinoline-8-boronic acid; 8-Quinolineboronic acid; 8-Quinolineboronic acid; 8-Quinolinylboronic acid; quinolin-8-ylboronic acid

登记号

• CAS号: 662138-96-7; 86-58-8
• EC号: 000-000-0
• MDL号: MFCD01114698
• Beilstein号: 147522
• 默克索引号: 148069
• PubChem SID: 24878641; 160972052
• PubChem CID: 2734380

理论计算性质

• Acid pKa: 8.332415
• 质子受体: 3
• 质子供体: 2
• LogD (pH = 5.5): 1.7236936
• LogD (pH = 7.4): 1.6813616
• Log P: 1.7292
• 摩尔折射率: 44.5248 cm^3
• 极化性: 20.179743 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: >300 °C(lit.); >300°C

安全信息

• 保存注意事项: IRRITANT; Irritant
• 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; 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: 97%; 98%; 99%
• 级别: technical grade
• Empirical Formula (Hill Notation): C9H8BNO2

详细说明

Apollo Scientific Ltd - OR4993

Exists as dimer.Note: NMR spectrum must be run in D2O.

Sigma Aldrich - 542865

Other Notes
含不定量的酸酐
包装
1 g in glass bottle
250 mg in glass bottle
Application
Reactant involved in:
• C-H and C-S bond activations1
• Synthesis of pyridazine via sequential amination / Suzuki coupling / alkylation reactions2
• Suzuki-Miyaura coupling reactions for synthesis of biaryl monophosphorus ligands3, fused tricyclic oxa-quinolones4, or substituted β-amino acids5
• Copper-catalyzed azidation with sodium azide6
• Studies of the affect of fluoride on the stability of boronic acids during click reactions7