2-nitrobenzene-1-sulfonamide

• ChemBase编号: 92275
• 分子式: C6H6N2O4S
• 平均质量: 202.18784
• 单一同位素质量: 202.00482768
• SMILES: S(=O)(=O)(c1c(cccc1)[N+](=O)[O-])N
• Canonical SMILES: [O-][N+](=O)c1ccccc1S(=O)(=O)N
• InChI: InChI=1S/C6H6N2O4S/c7-13(11,12)6-4-2-1-3-5(6)8(9)10/h1-4H,(H2,7,11,12)
• InChIKey: GNDKYAWHEKZHPJ-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2-nitrobenzene-1-sulfonamide
• IUPAC传统名: 2-nitrobenzenesulfonamide
• 别名: 2-硝基苯磺酰胺; NSC 23381; NSC 629275; 2-Nitrobenzenesulfonamide; 2-Sulphamoylnitrobenzene; 2-(Aminosulphonyl)nitrobenzene; 2-Nitrobenzenesulphonamide 98%; 2-Nitrobenzenesulfonamide

登记号

• CAS号: 5455-59-4
• EC号: 000-000-0
• MDL号: MFCD00009807
• Beilstein号: 2214215
• PubChem SID: 24853717; 162078973
• PubChem CID: 138510

理论计算性质

• Acid pKa: 8.597971
• 质子受体: 4
• 质子供体: 1
• LogD (pH = 5.5): 0.51895386
• LogD (pH = 7.4): 0.49569595
• Log P: 0.51926076
• 摩尔折射率: 44.5364 cm^3
• 极化性: 17.645538 Å^3
• 极化表面积: 103.3 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: 188-194°C; 190-192 °C(lit.); 190-192°C

安全信息

• 保存注意事项: 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; 26-37/39
• 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: 98%; 98+%
• 线性分子式: O2NC6H4SO2NH2

详细说明

Sigma Aldrich - 228907

包装
25 g in poly bottle
5 g in glass bottle
Application
Reactant involved in synthesis of:
• Cyclic nitrogen compounds via intramolecular hydroamination1
• Pentacyclic lycopodium alkaloid huperzine-Q2
• Pyrrolidines3
• Intermolecular C-H insertion reactions4,5Reactant involved in intermolecular amination of allyl alcohols6

参考文献

• Reagent for synthesis of medium-ring amines via N-alkylation, e.g. with ω-bromo alkanols under Mitsunobu conditions (DEAD/PPh₃), and cyclization of the resulting ω-bromo alkylsulfonamides (Cs₂CO₃/Bu₄NI): Synlett, 697 (2002) and references therein. See also 2-Nitrobenzenesulfonyl chloride, B21522.