5-nitrothiophene-2-carbonitrile

• ChemBase编号: 68610
• 分子式: C5H2N2O2S
• 平均质量: 154.14658
• 单一同位素质量: 153.98369831
• SMILES: c1(ccc(s1)[N+](=O)[O-])C#N
• Canonical SMILES: N#Cc1ccc(s1)[N+](=O)[O-]
• InChI: InChI=1S/C5H2N2O2S/c6-3-4-1-2-5(10-4)7(8)9/h1-2H
• InChIKey: FLYONFCGDKAMIH-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 5-nitrothiophene-2-carbonitrile
• IUPAC传统名: 5-nitrothiophene-2-carbonitrile
• 别名: 2-氰基-5-硝基噻吩; 5-硝基噻酚-2-甲腈; 5-Nitrothiophene-2-carbonitrile; 5-Nitrothiophene-2-carbonitrile; 5-nitro-2-thiophenecarbonitrile; 2-Cyano-5-nitrothiophene; 5-Nitro-2-thiophenecarbonitrile

登记号

• CAS号: 16689-02-4
• EC号: 000-000-0
• MDL号: MFCD00052401
• Beilstein号: 123934
• PubChem SID: 162034340; 24846074
• PubChem CID: 519294

理论计算性质

• 质子受体: 3
• 质子供体: 0
• LogD (pH = 5.5): 1.8482035
• LogD (pH = 7.4): 1.8482035
• Log P: 1.8482035
• 摩尔折射率: 34.1499 cm^3
• 极化性: 12.896552 Å^3
• 极化表面积: 66.93 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; 43-45°C
• 疏水性(logP): 1.07

安全信息

• 保存注意事项: IRRITANT
• 欧盟危险性物质标志: X; 有害性(Harmful) (Xn)
• 联合国危险货物编号: 3439; UN3439
• 德国WGK号: 3
• 联合国危险货物等级: 6.1
• 联合国危险货物包装类别(PG): 3; III
• 危险公开号: 20/21/22-36/37/38; 22-37/38-41
• 安全公开号: 26-36/37/39; 9-26-36/37
• TSCA收录: false; 否
• GHS危险品标识: GHS05; GHS06
• GHS警示词: Danger
• GHS危险声明: H301-H315-H318-H335; H331-H302-H312-H315-H319-H335
• GHS警示性声明: P261-P280-P301 + P310-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• 个人保护装置: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
• RID/ADR: UN 3439 6.1/PG 3
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥97.0% (HPLC); 95%; 95+%; 97%; 98%; 98+%
• Empirical Formula (Hill Notation): C5H2N2O2S

参考文献

• For a review of vicarious nucleophilic substitution in heterocyclic compounds, see: Synthesis, 103 (1991).
• Undergoes vicarious nucleophilic substitution at the 4-position; e.g. with chloromethyl phenyl sulfone and base, 5-nitro-4-(phenylsulfonylmethyl)thiophene-2-carbonitrile is formed in 91% yield: Tetrahedron, 51, 8339 (1995). For analogous example and reaction scheme, see 2-Nitrothiophene, A17464.