物质信息
ID:713399
名称和标识
IUPAC传统名
thiophenol
别名
Benzenethiol苯硫酚ThiophenolPhenyl mecaptan
IUPAC标准名
benzenethiol
化合物性质
理化性质
闪点
55°C(131°F)
折射率
1.5900
熔点
-15°C
沸点
168-169°C
密度
1.075
安全信息
保存注意事项
Air Sensitive
GHS危险声明
H300-H310-H330-H315-H335-H318-H226-H361
GHS危险品标识
易燃气体类别1
易燃气溶胶，第1,2类
易燃液体，类别1,2,3
自反应物质和混合物，类型B，C，D，E，F
自燃液体类别1
自燃固体类别1
自我放热物质和混合物，类别1,2
与水接触的物质和混合物，放出易燃气体类别1,2,3
有机过氧化物，类别B，C，D，E，F
腐蚀金属，类别1
腐蚀皮肤，类别1A，1B，1C
严重眼损伤，类别1
急性毒性（口服，皮肤接触，吸入），类别1,2,3
呼吸道过敏，类别1
生殖细胞突变，类别1A，1B，2
致癌性，类别1A，1B，2
生殖毒性，类别1A，1B，2
特定目标器官毒性 – 一次接触，类别1,2
特定目标器官毒性 – 反复接触，类别1,2
吸入危险，类别1
联合国危险货物编号
UN2337
GHS警示性声明
P260-P280-P305+P351+P338-P302+P352-P309-P310
RTECS编号
DC0525000
TSCA收录
是
欧盟危险性物质标志
剧毒 (T+)安全公开号
23-26-28-36/37/39-45
联合国危险货物等级
6.1
联合国危险货物包装类别(PG)
I
危险公开号
10-24/25-26-37/38-41-63
产品相关信息
纯度
99+%
描述信息
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分子图谱
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参考文献
• 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).
• 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.
• 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).
• 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):
• 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).