S-(2-Hydroxy-3-phenoxypropyl) benzenecarbothioate | 926626-51-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: S-(2-Hydroxy-3-phenoxypropyl) benzenecarbothioate
• CAS: 926626-51-9
• 化学式: C₁₆H₁₆O₃S
• 分子量: 288.367
• InChiKey: AWBFHXSNIRTZPL-UHFFFAOYSA-N

物化性质

• 沸点：
  452.9±45.0 °C(Predicted)
• 密度：
  1.231±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  20
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  71.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  S-(2-Hydroxy-3-phenoxypropyl) benzenecarbothioate 、 六甲基二硅氮烷 以 neat (no solvent) 为溶剂， 生成 S-{3-phenoxy-2-[(trimethylsilyl)oxy]propyl} benzenecarbothioate
  参考文献：
  名称：

  One-Pot Tandem Synthesis of β-Trimethylsilyloxy Thioesters from Thioacids, Epoxides, and HMDS Catalyzed by Silica Gel Under Solvent-Free Conditions

  摘要：

  A procedure for one-pot preparation of beta-trimethylsilyloxy thioesters from epoxides, thioacids, and hexamethyl disilazane (HMDS) in the presence of silica gel under solvent-free condition was developed. The desired silylated products were isolated in good to excellent yields after silica-gel column chromatography.Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications (R) to view the free supplemental file.

  DOI：

  10.1080/00397911.2012.667183
• 作为产物：
  描述：

  硫代苯甲酸 、 苯基缩水甘油醚 以 水 为溶剂， 反应 10.0h， 以85%的产率得到S-(2-Hydroxy-3-phenoxypropyl) benzenecarbothioate
  参考文献：
  名称：

  水中含硫代酸的环氧乙烷的无催化剂有效区域选择性开环

  摘要：

  摘要 在无催化剂条件下，在水存在下研究了硫代乙酸和硫代苯甲酸的环氧化物开环。这种绿色和简单的过程产生了极好的产量。通过简单的滗析，获得高纯度和大规模的产品。在这个过程中，没有观察到烷基卤和酯裂解。

  DOI：

  10.1080/00397911.2010.491172

文献信息

• Efficient Regioselective Ring Opening of Oxiranes with Thioacids in the Presence of β‐Cyclodextrin in Water
  作者：B. Srinivas、R. Sridhar、K. Surendra、N. Srilakshmi Krishnaveni、V. Pavan Kumar、Y. V. D. Nageswar、K. Rama Rao

  DOI：10.1080/00397910600775572

  日期：2006.11.1

  Abstract A mild and convenient synthesis of β‐hydroxy thioesters has been achieved by the regioselective ring opening of oxiranes using thioacetic acid and thiobenzoic acid in the presence of β‐cyclodextrin in water at room temperature. β‐Hydroxy thioesters are realized in high yields, and β‐cyclodextrin can also be recovered and reused. IICT Communication No. 060302.

  摘要 在室温下，在 β-环糊精的存在下，通过使用硫代乙酸和硫代苯甲酸对环氧乙烷进行区域选择性开环，实现了温和而方便的 β-羟基硫酯合成。β-羟基硫酯的收率很高，β-环糊精也可以回收再利用。IICT 通讯第 060302 号。
• Catalyst-Free Efficient Regioselective Ring Opening of Oxiranes with Thioacids in Water
  作者：Azim Ziyaei Halimehjani、Aazam Jalali、Maryam Khalesi、Akram Ashouri、Katayoun Marjani

  DOI：10.1080/00397911.2010.491172

  日期：2011.5.3

  Abstract Epoxide ring opening with thioacetic acid and thiobenzoic acid was investigated in the presence of water under catalyst-free conditions. This green and simple process gave an excellent yield. With simple decanting, the products were obtained in high purity and on a large scale. In this process, alkyl halide and ester cleavage were not observed.

  摘要 在无催化剂条件下，在水存在下研究了硫代乙酸和硫代苯甲酸的环氧化物开环。这种绿色和简单的过程产生了极好的产量。通过简单的滗析，获得高纯度和大规模的产品。在这个过程中，没有观察到烷基卤和酯裂解。
• One-Pot Tandem Synthesis of <font>β</font>-Trimethylsilyloxy Thioesters from Thioacids, Epoxides, and HMDS Catalyzed by Silica Gel Under Solvent-Free Conditions
  作者：Mohammad Abbasi

  DOI：10.1080/00397911.2012.667183

  日期：2013.7.3

  A procedure for one-pot preparation of beta-trimethylsilyloxy thioesters from epoxides, thioacids, and hexamethyl disilazane (HMDS) in the presence of silica gel under solvent-free condition was developed. The desired silylated products were isolated in good to excellent yields after silica-gel column chromatography.Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications (R) to view the free supplemental file.