methyl 5-nitrofuran-2-carboxylate

• ChemBase编号: 85731
• 分子式: C6H5NO5
• 平均质量: 171.1076
• 单一同位素质量: 171.01677227
• SMILES: [N+](=O)(c1ccc(o1)C(=O)OC)[O-]
• Canonical SMILES: [O-][N+](=O)c1ccc(o1)C(=O)OC
• InChI: InChI=1S/C6H5NO5/c1-11-6(8)4-2-3-5(12-4)7(9)10/h2-3H,1H3
• InChIKey: UTLKCGPAJUYGOM-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: methyl 5-nitrofuran-2-carboxylate
• IUPAC传统名: methyl 5-nitrofuran-2-carboxylate
• 别名: 5-硝基-2-糠酸甲酯; 5-甲基-2-糠酸甲酯; Methyl 5-nitro-2-furoate; Methyl 5-nitro-2-furoate; Methyl 5-nitrofuran-2-carboxylate; 5-Nitrofuran-2-carboxylic acid methyl ester; methyl 5-nitrofuran-2-carboxylate

登记号

• CAS号: 1874-23-3
• EC号: 000-000-0
• MDL号: MFCD00051956
• Beilstein号: 165132
• PubChem SID: 24871689; 162072847
• PubChem CID: 94882

理论计算性质

• 质子受体: 3
• 质子供体: 0
• LogD (pH = 5.5): 1.0662446
• LogD (pH = 7.4): 1.0662446
• Log P: 1.0662446
• 摩尔折射率: 36.048 cm^3
• 极化性: 13.7913475 Å^3
• 极化表面积: 82.58 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: true

分子性质

理化性质

• 熔点: 78-82 °C(lit.); 78-82°C; 79 - 81°C
• 疏水性(logP): 1.03

安全信息

• 保存注意事项: Irritant
• RTECS编号: LV2013000
• 德国WGK号: 3
• 危险公开号: 68
• 安全公开号: 36/37
• TSCA收录: 否
• GHS危险品标识: GHS08
• GHS危险声明: H341
• GHS警示性声明: P281-P201-P202-P308+P313-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): C6H5NO5

详细说明

Sigma Aldrich - 480509

包装
1, 5 g in glass bottle

参考文献

• For a review of vicarious nucleophilic substitution in heterocyclic compounds, see: Synthesis, 103 (1991).
• The nitro-group is susceptible to nucleophilic displacement (compare 1,4-Dinitrobenzene, A10293): J. Heterocycl. Chem., 18, 1241 (1981). This has been used as the basis of a synthesis of diaryl ethers involving Diels-Alder addition and decarboxylative aromatization of the adduct: J. Chem. Soc., Perkin 1, 1231 (1990):
  
• Undergoes vicarious nucleophilic substitution of hydrogen at the 3-position. For example with chloromethyl phenyl sulfone and base, 2-nitro-3-(phenylsulfonylmethyl)furan is formed in 75% yield: Tetrahedron, 51, 8339 (1995). For analogous example and reaction scheme, see 2-Nitrothiophene, A17464.