苯硫酚

• 产品号: A15916
• CAS号: 108-98-5
• 分子式: C6H6S
• 分子量: 110.17684
• 纯 度: 99+%

产品别名

• 标题: Thiophenol
• IUPAC标准名: benzenethiol
• IUPAC传统名: thiophenol
• 别名: Phenyl mecaptan; Benzenethiol

产品登记号

• 默克索引号: 149355
• CAS号: 108-98-5
• MDL号: MFCD00004826
• Beilstein号: 506523
• EC号: 203-635-3

产品性质

• 纯度: 99+%
• 沸点: 168-169°C
• 密度: 1.075
• 闪点: 55°C(131°F)
• 熔点: -15°C
• 折射率: 1.5900
• GHS危险声明: H300-H310-H330-H315-H335-H318-H226-H361
• 欧盟危险性物质标志: 剧毒(Highly toxic) (T+)
• GHS警示性声明: P260-P280-P305+P351+P338-P302+P352-P309-P310
• 危险公开号: 10-24/25-26-37/38-41-63
• RTECS编号: DC0525000
• 安全公开号: 23-26-28-36/37/39-45
• 保存注意事项: Air Sensitive
• TSCA收录: 是
• 联合国危险货物等级: 6.1
• 联合国危险货物编号: UN2337
• 联合国危险货物包装类别(PG): I

参考文献

• For a detailed investigation of alkylation using, e.g. K₂CO₃ in acetone, see: Synth. Commun., 22, 1691 (1992). Unactivated aryl chlorides undergo nucleophilic substitution in the presence of K₂CO₃ in NMP to give aryl sulfides: J. Org. Chem., 56, 862 (1991).
• Michael additions occur readily with electron deficient alkenes. Subsequent chlorination with NCS and dehydrochlorination provides a stereoselective route to vinyl thioethers: J. Org. Chem., 46, 235 (1981):
  
• The Cu(I) derivative, phenylthiocopper forms complexes with alkyllithiums, which are useful alkyl transfer reagents, undergoing conjugate addition to enones, coupling with alkyl iodides to alkanes, and converting acid halides to ketones: J. Am. Chem. Soc., 95, 7788 (1973); Synthesis, 662 (1974); Org. Synth. Coll., 6, 248 (1988).
• Chlorination of PhSH with NCS: J. Org. Chem., 37, 1367 (1972), or SO₂Cl₂: Org. Synth. Coll., 8, 550 (1993), gives the useful reagent benzenesulfenyl chloride, PhSCl.
• Dilithiation of PhSH with n-BuLi and TMEDA gives exclusive ortho-metallation: J. Am. Chem. Soc., 111, 654, 665, 2327 (1989). Subsequent treatment of the dilithio species with DMF, followed by in situ reaction with chloroacetone provides a useful route to the benzo[b]thiophene system: J. Org. Chem., 58, 1293 (1993):
  
• Interception of the DMF adduct provides a source of the unstable 2-mercaptobenzaldehyde. Alternatively, ortho-metallated thiophenols can be formed by lithiation of the THP ether, in which coordination by oxygen favors ortho-lithiation: J. Am. Chem. Soc., 111, 658 (1989).