2-(phenylsulfanyl)acetonitrile

• ChemBase编号: 8851
• 分子式: C8H7NS
• 平均质量: 149.21288
• 单一同位素质量: 149.02992023
• SMILES: c1(ccccc1)SCC#N
• Canonical SMILES: N#CCSc1ccccc1
• InChI: InChI=1S/C8H7NS/c9-6-7-10-8-4-2-1-3-5-8/h1-5H,7H2
• InChIKey: QMJWPWCKRKHUNY-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2-(phenylsulfanyl)acetonitrile
• IUPAC传统名: acetonitrile, (phenylthio)-
• 别名: 苯基腈乙基硫醚; (苯硫基)乙腈; Phenylthioacetonitrile; 2-(phenylthio)acetonitrile; (Phenylmercapto)acetonitrile; (Phenylthio)acetonitrile; 2-(phenylsulfanyl)acetonitrile; Cyanomethyl phenyl sulfide; Phenylmercaptoacetonitrile

登记号

• CAS号: 5219-61-4
• EC号: 226-013-3
• MDL号: MFCD00019831
• Beilstein号: 2042078
• PubChem SID: 24887416; 160972158
• PubChem CID: 78891

理论计算性质

• 质子受体: 1
• 质子供体: 0
• LogD (pH = 5.5): 1.8260612
• LogD (pH = 7.4): 1.8260612
• Log P: 1.8260612
• 摩尔折射率: 44.0284 cm^3
• 极化性: 16.905497 Å^3
• 极化表面积: 23.79 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

• 沸点: 146-147 °C/14 mmHg(lit.); 146-147°C/14mm; 146-147°C/14mm
• 闪点: >110°C(230°F); 113 °C; 235.4 °F
• 密度: 1.142; 1.142 g/mL at 25 °C(lit.)
• 折射率: 1.5820; n20/D 1.583; n20/D 1.583(lit.)
• 疏水性(logP): 1.684

安全信息

• 保存注意事项: IRRITANT, STENCH
• RTECS编号: AM1900000
• 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: 22
• 安全公开号: 23-24/25; 36
• TSCA收录: false; 否
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H302
• GHS警示性声明: P280F
• 个人保护装置: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter

产品相关信息

• 纯度: ≥95% (GC); 95%; 97%; 98%
• 级别: technical
• 线性分子式: C6H5SCH2CN

详细说明

Sigma Aldrich - 79178

Other Notes
多功能 CH-酸性化合物1,2；Michael 加成反应3；芳基化合物中氢的替代亲核取代4,5
包装
10 mL in glass bottle

参考文献

• Electron-deficient aromatics undergo vicarious nucleophilic substitution (VNS) reactions with the anion. Thus the molecule is equivalent to an acetonitrile anion synthon with thiophenate as the leaving group. For example, in the presence of solid NaOH in DMSO, nitrobenzene gives predominantly 4-nitrophenylacetonitrile, along with some of the 2-isomer: J. Org. Chem., 45, 1534 (1980).
• Electrochemical ɑ-monofluorination with Triethylamine trihydrofluoride, L14417 occurs in good yield: J. Org. Chem., 60, 3459 (1995).