苯甲硫醇

化合物

苯甲硫醇是一种有机化合物,化学式为C6H5CH2SH,它是具有恶臭的无色液体。

苯甲硫醇
Skeletal formula benzyl mercaptan
Ball-and-stick model of the benzyl mercaptan molecule
IUPAC名
Phenylmethanethiol
别名 苄基硫醇
苄硫醇
识别
CAS号 100-53-8  checkY
PubChem 7509
ChemSpider 13851383
SMILES
 
  • SCc1ccccc1
InChI
 
  • 1/C7H8S/c8-6-7-4-2-1-3-5-7/h1-5,8H,6H2
InChIKey UENWRTRMUIOCKN-UHFFFAOYAC
ChEBI 137674
性质
化学式 C7H8S
摩尔质量 124.20 g/mol g·mol⁻¹
外观 无色液体
气味 leek or garlic-like
密度 1.058 g/mL
熔点 -30 °C(243 K)
沸点 195 °C(468 K)
溶解性
溶解性 易溶于乙醇乙醚;可溶于CS2;微溶于CCl4
pKa 9.43 (H2O)[1]
折光度n
D
1.5751 (20 °C)
危险性
NFPA 704
2
2
0
 
致死量或浓度:
LD50中位剂量
493 mg/kg (rat, oral)
若非注明,所有数据均出自标准状态(25 ℃,100 kPa)下。

它存在于黄杨木Buxus sempervirens L.),也是某些葡萄酒烟味的来源。[2]

合成

编辑

它可由苄氯硫氢化钠反应制得[3],或硼氢化锌还原二苄基二硫世界语Dubenzila dusulfido得到。[4]

参考文献

编辑
  1. ^ Haynes, William M. (编). CRC Handbook of Chemistry and Physics 97th. CRC Press. 2016: 5–89. ISBN 978-1498754286. 
  2. ^ Tominaga, Takatoshi; Guimbertau, Guy; Dubourdieu, Denis. Contribution of Benzenemethanethiol to Smoky Aroma of Certain Vitis vinifera L. Wines. Journal of Agricultural and Food Chemistry. 2003, 51 (5): 1373–1376. PMID 12590483. doi:10.1021/jf020756c. 
  3. ^ Babasaheb P. Bandgar, Sanjay B. Pawar. Solid Supported Reagents and Reactions. Part 21.1 Rapid and Clean Synthesis of Thiols from Halides Using Polymer-supported Hydrosulfide†‡. Journal of Chemical Research. 1998, (4): 212–213 [2023-03-12]. doi:10.1039/a707241d. 
  4. ^ Tamami, Bahman; Goudarzian, Noredin. Polymer supported zinc borohydride: a stable, efficient, selective, and regenerable reducing agent for variety of organic compounds. Iranian Journal of Chemistry & Chemical Engineering, 1996. 15 (2): 63-71.