1-(benzenesulfonyl)-1H-pyrrole

• ChemBase编号: 79058
• 分子式: C10H9NO2S
• 平均质量: 207.24896
• 单一同位素质量: 207.03539953
• SMILES: S(=O)(=O)(n1cccc1)c1ccccc1
• Canonical SMILES: O=S(=O)(n1cccc1)c1ccccc1
• InChI: InChI=1S/C10H9NO2S/c12-14(13,11-8-4-5-9-11)10-6-2-1-3-7-10/h1-9H
• InChIKey: PPPXRIUHKCOOMU-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 1-(benzenesulfonyl)-1H-pyrrole
• IUPAC传统名: 1-(benzenesulfonyl)pyrrole
• 别名: 1-(苯基磺酰基)吡咯; 1-(phenylsulphonyl)-1H-pyrrole; 1-(phenylsulfonyl)-1H-pyrrole; 1-(Benzenesulfonyl)pyrrole; 1-(Phenylsulfonyl)pyrrole; 1-(Phenylsulfonyl)pyrrole

登记号

• CAS号: 16851-82-4
• MDL号: MFCD00067739
• Beilstein号: 1619427
• PubChem SID: 162043821; 24867474
• PubChem CID: 140146

理论计算性质

• 质子受体: 2
• 质子供体: 0
• LogD (pH = 5.5): 1.982504
• LogD (pH = 7.4): 1.982504
• Log P: 1.982504
• 摩尔折射率: 53.8371 cm^3
• 极化性: 21.751894 Å^3
• 极化表面积: 39.07 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: 87-90°C; 88-91 °C(lit.)

安全信息

• 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: 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%
• Empirical Formula (Hill Notation): C10H9NO2S

详细说明

Sigma Aldrich - 438839

包装
1, 5 g in glass bottle

参考文献

• Useful protected pyrrole derivative which undergoes regioselective electrophilic substitution, e.g. Friedel-Crafts acylation, at the 3-position: Tetrahedron Lett., 22, 4899, 4901 (1981); Synthesis, 353 (1985) (review); J. Org. Chem., 48, 3214 (1983). The phenylsulfonyl group is readily cleaved by alkaline hydrolysis. For acylation followed by reduction as a route to 3-alkylpyrroles, see: J. Org. Chem., 64, 3379 (1999). See also 1-(Triisopropylsilyl)pyrrole, L13152.
• With a Grignard reagent, e.g. i-PrMgCl, transmetallation occurs at the 2-position, allowing access to 2-substituted derivatives by reaction with electrophiles: Org. Lett., 6, 293 (2004).