2-bromo-5-nitrothiophene

• ChemBase编号: 74519
• 分子式: C4H2BrNO2S
• 平均质量: 208.03318
• 单一同位素质量: 206.89896131
• SMILES: [N+](=O)(c1ccc(s1)Br)[O-]
• Canonical SMILES: [O-][N+](=O)c1ccc(s1)Br
• InChI: InChI=1S/C4H2BrNO2S/c5-3-1-2-4(9-3)6(7)8/h1-2H
• InChIKey: ZPNFMDYBAQDFDY-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2-bromo-5-nitrothiophene
• IUPAC传统名: 2-bromo-5-nitrothiophene
• 别名: 2-溴-5-硝基噻吩; 2-Bromo-5-nitrothiophene; 2-Bromo-5-nitrothiophene

登记号

• CAS号: 13195-50-1
• EC号: 236-155-8
• MDL号: MFCD00022493
• Beilstein号: 120955
• PubChem SID: 24878772; 162039438
• PubChem CID: 83222

理论计算性质

• 质子受体: 2
• 质子供体: 0
• LogD (pH = 5.5): 2.7944164
• LogD (pH = 7.4): 2.7944164
• Log P: 2.7944164
• 摩尔折射率: 35.4269 cm^3
• 极化性: 14.1662655 Å^3
• 极化表面积: 43.14 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: 42-46°C; 44-48 °C(lit.); 44-48°C
• 沸点: 235-237°C; 235-237°C
• 疏水性(logP): 2.499

安全信息

• 保存注意事项: Irritant/Light Sensitive/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: 26-36; 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: 95%; 97%
• Empirical Formula (Hill Notation): C4H2BrNO2S

详细说明

Sigma Aldrich - 544531

包装
1, 5 g in glass bottle

参考文献

• Undergoes vicarious nucleophilic substitution of hydrogen at the 4-position; e.g., with chloromethyl phenyl sulfone and base, 2-bromo-5-nitro-4-(phenylsulfonylmethyl)thiophene is formed in 92% yield: Tetrahedron, 51, 8339 (1995). For an analogous example and reaction scheme, see 2-Nitrothiophene, A17464.
• For a review of vicarious nucleophilic substitution in heterocyclic compounds, see: Synthesis, 103 (1991).