Acetic acid, [[1-(4-chlorophenyl)-3-oxo-3-phenylpropyl]thio]-, ethyl ester | 497172-12-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: Acetic acid, [[1-(4-chlorophenyl)-3-oxo-3-phenylpropyl]thio]-, ethyl ester
• 英文别名: ethyl 2-[1-(4-chlorophenyl)-3-oxo-3-phenylpropyl]sulfanylacetate
• CAS: 497172-12-0
• 化学式: C₁₉H₁₉ClO₃S
• 分子量: 362.877
• InChiKey: MRHABCSLOWZSJQ-UHFFFAOYSA-N

物化性质

• 沸点：
  502.4±50.0 °C(Predicted)
• 密度：
  1.232±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  24
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  68.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (E)-beta-(4-氯苯基)丙烯酰苯 、 巯基乙酸乙酯 在 potassium fluoride 、 natural phosphate 作用下， 以 甲醇 为溶剂， 反应 0.08h， 以97%的产率得到Acetic acid, [[1-(4-chlorophenyl)-3-oxo-3-phenylpropyl]thio]-, ethyl ester
  参考文献：
  名称：

  A natural phosphate and doped-catalyzed Michael addition of mercaptans to α,β-unsaturated carbonyl compounds

  摘要：

  The natural phosphate and doped by potassium fluoride catalyzed Michael addition of mercaptans to chalone derivatives with high yields in few minutes and under mild reaction conditions. Products of undesirable side reactions resulting from 1,2-addition, polymerisation and bis-addition are not observed. The work-up procedure is simplified by simple filtration with the use of natural phosphate alone or doped with potassium fluoride. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)02146-9

文献信息

• Animal Bone Meal (ABM): A Novel Natural Catalyst for Thia-Michael Addition
  作者：Yassine Riadi、Rachid Mamouni、Younes Abrouki、Mohammadine El Haddad、Nabil Saffaj、Said El Antri、Sylvain Routier、Gerald Guillaumet、Said Lazar

  DOI：10.2174/157017810791112397

  日期：2010.4.1

  The preparation and use of Animal Bone Meal (ABM) as natural catalyst is described for C-S bond formation by thia-Michael addition. This new natural heterogeneous method led to β-sulfinyl adducts in very high yields after only a few minutes. Influence of the thiol derivatives and substitution on chalcones is discussed.

  描述了动物骨粉（ABM）作为天然催化剂在硫-迈克尔加成反应中形成C-S键的制备和使用。这种新的天然异相方法在仅几分钟内就能以非常高的产率生成β-磺酰衍生物。讨论了硫醇衍生物和香豆素上的取代基的影响。
• Fluorapatite: efficient catalyst for the Michael addition
  作者：Mohamed Zahouily、Younes Abrouki、Ahmed Rayadh、Saı̈d Sebti、Hamid Dhimane、Marc David

  DOI：10.1016/s0040-4039(03)00323-x

  日期：2003.3

  A Michael addition assisted by fluorapatite in heterogeneous media is described. Reaction between mercaptans and chalcone derivatives was studied at room temperature in methanol as solvent. By-products of usual undesirable reactions in Michael addition such as 1,2-addition, bis-addition and polymerisation are not observed. The yields obtained are good to excellent. (C) 2003 Elsevier Science Ltd. All rights reserved.
• Na2CaP2O7, a new catalyst for Michael addition
  作者：Mohamed Zahouily、Younes Abrouki、Ahmed Rayadh

  DOI：10.1016/s0040-4039(02)01846-4

  日期：2002.10

  The synthetic diphosphate Na2CaP2O7 is a new basic catalyst for Michael addition of mercaptans to chalcone derivatives with high yields in a few minutes and mild reaction conditions. Products of undesirable side reactions resulting from 1,2-addition, polymerisation and bis-addition are not observed. (C) 2002 Elsevier Science Ltd. All rights reserved.