2-(3,4-dimethoxyphenyl)acetonitrile

• ChemBase编号: 53515
• 分子式: C10H11NO2
• 平均质量: 177.19984
• 单一同位素质量: 177.0789786
• SMILES: N#CCc1cc(c(cc1)OC)OC
• Canonical SMILES: N#CCc1ccc(c(c1)OC)OC
• InChI: InChI=1S/C10H11NO2/c1-12-9-4-3-8(5-6-11)7-10(9)13-2/h3-4,7H,5H2,1-2H3
• InChIKey: ASLSUMISAQDOOB-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2-(3,4-dimethoxyphenyl)acetonitrile
• IUPAC传统名: benzylcyanide,3,4-dimethoxy
• 别名: 高藜芦腈; 3,4-二甲氧基苯乙腈; (3,4-二甲氧苯基)乙腈; 3,4-二甲氧基苯乙腈; 高藜芦腈; (3,4-二甲氧苯基)乙腈; (3,4-Dimethoxyphenyl)acetonitrile; VERATRYLCYANIDE; Homoveratronitrile; 3,4-Dimethoxyphenylacetonitrile; 2-(3,4-Dimethoxyphenyl)acetonitrile; 3,4-Dimethoxybenzeneacetonitrile; 3,4-Dimethoxybenzyl cyanide; NSC 6324; Veratryl Cyanide; Homoveratronitrile; 3,4-Dimethoxyphenylacetonitrile; (3,4-Dimethoxyphenyl)acetonitrile; 3,4-Dimethoxybenzylcyanide; Homoveratronitrile; (3,4-Dimethoxyphenyl)acetonitrile

登记号

• CAS号: 93-17-4
• EC号: 202-225-1
• MDL号: MFCD00001911
• Beilstein号: 1956100
• PubChem SID: 162058278; 24847718
• PubChem CID: 66727

理论计算性质

• Acid pKa: 13.910174
• 质子受体: 3
• 质子供体: 0
• LogD (pH = 5.5): 1.3536004
• LogD (pH = 7.4): 1.3536003
• Log P: 1.3536004
• 摩尔折射率: 49.2713 cm^3
• 极化性: 18.8871 Å^3
• 极化表面积: 42.25 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

• 溶解度: Chloroform; DMSO; Ethyl Acetate; methanol: soluble0.1 g/mL, clear
• 外观: White Solid; yellow
• 熔点: 62-63.5 °C(lit.); 62-64 °C; 62-65°C; 64-66°C
• 沸点: 171-178 °C/10 mmHg(lit.); 177-178°C/10mm
• 闪点: 250 °C; 482 °F
• 荧光: λex 430 nm; λem 511 nm (pH 7.1)

安全信息

• 保存条件: Refrigerator
• 保存注意事项: IRRITANT
• RTECS编号: AL9325000
• 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: 21/22; 22
• 安全公开号: 36/37
• TSCA收录: false; 否
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H302; H302-H312
• GHS警示性声明: P280H
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves

产品相关信息

• 纯度: ≥98.0% (GC); 98%
• 级别: purum
• 线性分子式: (CH3O)2C6H3CH2CN

详细说明

MP Biomedicals - 05202826

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 126349

包装
100, 500 g in glass bottle

Toronto Research Chemicals - H669530

An impurity of Verapamil (V125000). An intermediate in the preparation of the muscle relaxant Papverine (P190500).

参考文献

• Marek, E.M. et al.: Khim.-Farmat. Zhur., 17, 1377 (1983)
• Lacroix, P. et al.: J. Pharmac. Biomed. Anal., 9, 817 (1983)
• Reaction with dimethylamine in the presence of CuCl gives the N,N-dimethylamidine, which, on borohydride reduction, provides an efficient route to the N,N-dimethylphenethylamine: Tetrahedron Lett., 34, 6395 (1993); Org. Synth., 76, 133 (1998). The method is applicable to other alkyl nitriles and to both primary and secondary amines, providing a general route to secondary and tertiary amines from the corresponding nitriles: