2-(3-oxo-1,3-diphenylpropylsulfanyl)acetic acid | 16111-22-1

• 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: 2-(3-oxo-1,3-diphenylpropylsulfanyl)acetic acid
• 英文别名: 2-(3-oxo-1,3-diphenylpropylthio)acetic acid；(3-oxo-1,3-diphenyl-propylsulfanyl)-acetic acid；(3-Oxo-1,3-diphenyl-propylmercapto)-essigsaeure；3-Oxo-1--1,3-diphenyl-propan；2-(3-Oxo-1,3-diphenylpropyl)sulfanylacetic acid
• CAS: 16111-22-1
• 化学式: C₁₇H₁₆O₃S
• 分子量: 300.378
• InChiKey: BIBXUPBRIRHCSH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  21
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  79.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  对硝基甲苯 、 2-(3-oxo-1,3-diphenylpropylsulfanyl)acetic acid 生成 巯基乙酸 、 反式-查耳酮
  参考文献：
  名称：

  THE MECHANISM OF SULFUR LABILITY IN CYSTEINE AND ITS DERIVATIVES. I. SOME THIO ETHERS READILY SPLIT BY ALKALI

  摘要：

  DOI：

  10.1021/ja01359a032
• 作为产物：
  描述：

  3-chloro-3-phenylpropiophenone 、 disodium thioglycolate 在 丙酮 作用下， 生成 2-(3-oxo-1,3-diphenylpropylsulfanyl)acetic acid
  参考文献：
  名称：

  Behaghel; Ratz, Chemische Berichte, 1939, vol. 72, p. 1257,1269

  摘要：

  DOI：

文献信息

• THE THERMAL REVERSIBILITY OF THE MICHAEL REACTION: IV. THIOL ADDUCTS
  作者：C. F. H. Allen、J. O. Fournier、W. J. Humphlett

  DOI：10.1139/v64-383

  日期：1964.11.1

  The hydrochlorides of 27 Michael adducts, formed from alkylthiols and chalcones mono-substituted successively in each ring by nitro, chloro, and methoxy groups, were thermally cleaved by hot water. The amount of cleavage was readily determined iodimetrically.

  27个迈克尔加合物的盐酸盐，是由烷基硫醇和分别在每个环上连续单取代的硝基、氯和甲氧基的查尔酮形成的，通过热水进行热解。裂解量可以通过碘滴定法容易地确定。
• Amino acid catalyzed thio-Michael addition reactions
  作者：Atul Kumar、Akanksha

  DOI：10.1016/j.tet.2007.08.033

  日期：2007.11

  Using amino acid as a catalyst, an inexpensive, nontoxic, environmentally friendly, metal-free reaction procedure for C-S bond formation via thio-Michael addition reaction has been developed. The thio-Michael addition products were obtained in excellent yields under mild and neutral conditions. This metal-free catalytic protocol was found to be a good alternative to the existing metal catalyst methodology for the thio-Michael addition reaction. (c) 2007 Elsevier Ltd. All rights reserved.
• Gezegen, Hayreddin; Karaman, Isa; Ceylan, Mustafa, Acta poloniae pharmaceutica, 2012, vol. 69, # 5, p. 893 - 900
  作者：Gezegen, Hayreddin、Karaman, Isa、Ceylan, Mustafa、Dilmac, Merve

  DOI：——

  日期：——
• SYNTHESIS AND C-S BOND FISSION OF 1,3-DIARYL-3-THIOGLYCOLIC ACID-1-PROPANONES
  作者：Mohamed E. Elba

  DOI：10.1080/10426500008043683

  日期：2000.5.1

  1,3-Diaryl-3-thioglycolic acid-1-propanones 3a-k have been synthesized by the reaction of either erythro-2,3-dibromo-1,3-diaryl-1-propanones 1a-k or their corresponding trans-chalcones 2(a-k) with disodio-thioglycolate in absolute ethanol. The structure of the products was proven by UV, IR, NMR spectra and elemental analysis. A reaction mechanism leading to the products, and the carbon-sulfur bond fission in alkaline medium were discussed.
• Synthesis of carboxylic acid derivatives of dihydrochalcones
  作者：Albert L�vai

  DOI：10.1007/bf00815173

  日期：——

  Reaction of chalcones 1-8 with thioglycolic acid, 3-mercaptopropionic acid or thiosalicylic acid gives dihydrochalcone derivatives 9-23.