(2-formylthiophen-3-yl)boronic acid

• ChemBase编号: 64503
• 分子式: C5H5BO3S
• 平均质量: 155.9674
• 单一同位素质量: 156.00524542
• SMILES: c1(c(scc1)C=O)B(O)O
• Canonical SMILES: O=Cc1sccc1B(O)O
• InChI: InChI=1S/C5H5BO3S/c7-3-5-4(6(8)9)1-2-10-5/h1-3,8-9H
• InChIKey: BBENFHSYKBYWJX-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: (2-formylthiophen-3-yl)boronic acid
• IUPAC传统名: 2-formylthiophen-3-ylboronic acid
• 别名: 2-甲酰基噻吩-3-硼酸; 2-醛基噻吩-3-硼酸; 2-甲酰基噻吩-3-硼酸; 3-Boronothiophene-2-carboxaldehyde; 3-Borono-2-formylthiophene; 2-Formylthien-3-ylboronic acid; 2-Formylthiophen-3-ylboronic acid; 2-Formyl-3-thiopheneboronic acid; 2-Formyl-3-thienylboronic acid; 2-Formylthiophene-3-boronic acid; 2-Formylthiophene-3-boronic acid

登记号

• CAS号: 4347-31-3
• MDL号: MFCD01075678
• Beilstein号: 4393584
• PubChem SID: 162030242; 24873308
• PubChem CID: 2773426

理论计算性质

• Acid pKa: 8.108252
• 质子受体: 3
• 质子供体: 2
• LogD (pH = 5.5): 1.1368368
• LogD (pH = 7.4): 1.0606012
• Log P: 1.1379
• 摩尔折射率: 34.0774 cm^3
• 极化性: 14.1970215 Å^3
• 极化表面积: 57.53 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: 167-193 °C(lit.); ca 200°C dec.

安全信息

• 保存注意事项: Air Sensitive; Harmful/Irritant/Air Sensitive/Store under Argon/Keep Cold; 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: 26-37
• 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
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

产品相关信息

• 纯度: 95%; 97%; 98%
• Empirical Formula (Hill Notation): C5H5BO3S

详细说明

Sigma Aldrich - 499900

Other Notes
含不定量的酸酐
包装
5 g in glass bottle
Application
Reactant for:
• Suzuki cross-coupling reactions1
• Preparation of boronic acid esters2

参考文献

• Suzuki coupling (see Appendix 5) with amino bromo- or iodo-pyridine derivatives is accompanied by in situ cyclization to the thieno[2,3-c]-1,7-naphthyridine ring system: J. Heterocycl. Chem., 31, 11 (1994):