3-oxo-3-phenylpropanenitrile

• ChemBase编号: 9995
• 分子式: C9H7NO
• 平均质量: 145.15798
• 单一同位素质量: 145.05276385
• SMILES: O=C(CC#N)c1ccccc1
• Canonical SMILES: N#CCC(=O)c1ccccc1
• InChI: InChI=1S/C9H7NO/c10-7-6-9(11)8-4-2-1-3-5-8/h1-5H,6H2
• InChIKey: ZJRCIQAMTAINCB-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 3-oxo-3-phenylpropanenitrile
• IUPAC传统名: benzoylacetonitrile
• 别名: 苯酰乙腈; 苯甲酰乙腈; Benzoylacetonitrile; β-Oxohydrocinnamonitrile; Benzoylacetonitrile; Phenacyl Cyanide; α-Cyanoacetophenone; NSC 4713; 3-oxo-3-phenylpropanenitrile; 3-Oxo-3-phenylpropanenitrile; 3-Oxo-3-phenylpropionitrile; omega-Cyanoacetophenone; beta-Oxohydrocinnamonitrile; Benzoyl acetonitrile

登记号

• CAS号: 614-16-4
• EC号: 210-369-1
• MDL号: MFCD00001942
• Beilstein号: 386745
• PubChem SID: 24856193; 160973302
• PubChem CID: 64799

理论计算性质

• Acid pKa: 13.053396
• 质子受体: 2
• 质子供体: 0
• LogD (pH = 5.5): 1.4810706
• LogD (pH = 7.4): 1.4810697
• Log P: 1.4810706
• 摩尔折射率: 41.7842 cm^3
• 极化性: 15.743013 Å^3
• 极化表面积: 40.86 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: 79-83°C; 82 - 83°C; 82-83 °C(lit.); 82-83°C; 82-83°C
• 沸点: 159-160°C/10mm; 159-160°C/10mm; 160 °C/10 mmHg(lit.); 160°C 10mm
• 疏水性(logP): 0.719

安全信息

• 保存注意事项: Harmful/Irritant/Light Sensitive; IRRITANT
• 欧盟危险性物质标志: X; 有害性(Harmful) (Xn)
• 德国WGK号: 3
• 危险公开号: 20/21/22-36/37/38; 22-36/37/38
• 安全公开号: 26-36; 26-36/37
• TSCA收录: false; 是
• GHS危险品标识: GHS06; GHS07
• GHS警示词: Warning
• GHS危险声明: H301-H315-H319-H335; H302-H312-H315-H319-H332-H335
• GHS警示性声明: P261-P280-P305 + P351 + P338; P261-P301+P310-P305+P351+P338-P302+P352-P405-P501A
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves

产品相关信息

• 纯度: 95%; 98%; 98+%; 99%
• 线性分子式: C6H5COCH2CN

详细说明

Sigma Aldrich - 272728

包装
5 g in glass bottle
Application
制备 4H-吡喃1,2,3、2-吡啶酮4,5、呋喃6 和碳环7,8,9 的结构单元。

Toronto Research Chemicals - B207920

Used as a building block for the preparation of 4H-pyrans, 2-pyridones, furans and carbocyclics.

参考文献

• Herschhorn, A., et al.: J. Med. Chem., 50, 3402 (2007)
• Active methylene compound, useful in heterocyclic synthesis, e.g. polyfunctional pyridines and pyrimidines: Synthesis, 775 (1989). Reaction with tosic anhydride, followed by diethyl aminomalonate provides a short, facile synthesis of 3-aminopyrrole-2-carboxylates: J. Org. Chem., 65, 2603 (2000):