1-mercapto-3-chloro-2-propylacetate | 6478-05-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 1-mercapto-3-chloro-2-propylacetate
• 英文别名: 2-acetoxy-3-chloro-propane-1-thiol；acetic acid-(β-chloro-β'-mercapto-isopropyl ester)；Essigsaeure-(β-chlor-β'-mercapto-isopropylester)；(1-Chloro-3-sulfanylpropan-2-yl) acetate
• CAS: 6478-05-3
• 化学式: C₅H₉ClO₂S
• mdl: MFCD19232472
• 分子量: 168.644
• InChiKey: OLGNPBNXHSJKLD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  9
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  27.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-mercapto-3-chloro-2-propylacetate 在 乙氧基砷 作用下， 生成 Trithioarsenigsaeure-tris-<2-acetoxy-3-chlor-propylester>
  参考文献：
  名称：

  Chadaeva,N.A. et al., Journal of general chemistry of the USSR, 1966, vol. 36, # 4, p. 718 - 721

  摘要：

  DOI：
• 作为产物：
  描述：

  1-(acetylthio)-3-chloro-2-propanol 在 monolithic neat graphene oxide aerogel 作用下， 以 乙酸乙酯 为溶剂， 反应 5.0h， 生成 1-mercapto-3-chloro-2-propylacetate
  参考文献：
  名称：

  Monolithic Neat Graphene Oxide Aerogel for Efficient Catalysis of S → O Acetyl Migration

  摘要：

  Graphene oxide (GO) is highly attractive for catalysis because of its large specific surface area and rich chemical structures. However, it has generally been used as a catalyst carrier. Here, we designed a three-dimensional monolith of neat GO aerogel as a fixed bed carbocatalyst used in the reaction of S -> O acetyl migration for the synthesis of thiol compounds, showing the merits of ultrafast catalytic speed (5-8 h), high selectivity (100%), high yields (near 100%), easy isolation of products, and long -life recyclability (>18 times). Particularly, we achieved for the first time thiol compounds containing functional groups of halogen and hydroxyl, which cannot be synthesized using other currently reported catalysts Control experiments demonstrated that the efficient catalysis mechanism is mainly attributed to the protonic functional groups, ultralarge size, and unpaired electrons of GO, as well as the "cage effect" at nanoscale confined spaces of aerogel cells

  DOI：

  10.1021/acscatal.5b00233

文献信息

• 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。
• Sjoeberg, Chemische Berichte, 1941, vol. 74, p. 66
  作者：Sjoeberg

  DOI：——

  日期：——
• Cossar,B.C.; Reynolds,D.D., Journal of Heterocyclic Chemistry, 1965, vol. 2, p. 430 - 440
  作者：Cossar,B.C.、Reynolds,D.D.

  DOI：——

  日期：——
• MATTAY J.; DITTMER CH., J. ORG. CHEM., 51,(1986) N 10, 1894-1897
  作者：MATTAY J.、 DITTMER CH.

  DOI：——

  日期：——