2,2'-((4-chlorophenyl)methylene)bis(sulfanediyl)diacetic acid | 99854-22-5

• 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: 2,2'-((4-chlorophenyl)methylene)bis(sulfanediyl)diacetic acid
• 英文别名: (4-chloro-benzylidenedimercapto)-di-acetic acid；(4-Chlor-benzylidendimercapto)-di-essigsaeure；4-Chlor-α,α-bis-carboxymethylmercapto-toluol；4-Chlor-benzyliden-bis-thioglykolsaeure；2,2'-{[(4-Chlorophenyl)methanediyl]disulfanediyl}diacetic acid；2-[carboxymethylsulfanyl-(4-chlorophenyl)methyl]sulfanylacetic acid
• CAS: 99854-22-5
• 化学式: C₁₁H₁₁ClO₄S₂
• 分子量: 306.791
• InChiKey: ALAHYDJJVUIRAB-UHFFFAOYSA-N

物化性质

• 熔点：
  155-156 °C
• 沸点：
  510.5±50.0 °C(Predicted)
• 密度：
  1.521±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  18
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  125
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2,2'-((4-chlorophenyl)methylene)bis(sulfanediyl)diacetic acid 、 硫代卡巴肼 反应 0.25h， 以85%的产率得到
  参考文献：
  名称：

  Syntheses of some novel and symmetrical bis(4-amino-4H-1,2,4-triazole-3-thiols)

  摘要：

  A series of bis(4-amino-4H-1,2,4-triazole-3-thiols) 3a-e were prepared by condensation reactions of 2,2'-(phenylmethylene) bis(sulfanediyl) diacetic acids 2a-e with thiocarbohydrazide. The starting diacid 2a-e was prepared by reactions of aromatic aldehydes 1a-e with 2-mercaptoacetic acid. The structures of these newly synthesized compounds are characterized by elemental analysis, and infrared and NMR spectroscopy.

  DOI：

  10.1080/17415993.2012.721367
• 作为产物：
  描述：

  4-氯苯甲醛 、 巯基乙酸 在 2,6,8-Trioxopurine-1,3,7,9-tetrasulfonic acid 作用下， 以 水 为溶剂， 以99 %的产率得到2,2'-((4-chlorophenyl)methylene)bis(sulfanediyl)diacetic acid
  参考文献：
  名称：

  使用[尿酸]SO3H作为有效绿色催化剂一锅法合成新型偶氮连接的2,2'-双(磺基)二乙酸

  摘要：

  发表于《国际有机制备和程序：有机合成新杂志》（第 56 卷，第 5 期，2024 年）

  DOI：

  10.1080/00304948.2024.2321005

文献信息

• Solvent-free mechanochemical synthesis of bisthioglycolic acid derivatives: an efficient and versatile strategy for carbon–sulfur bond formation
  作者：Rayees Ahmad Naikoo、Parvesh Singh、Rupesh Kumar、Gaurav Bhargava

  DOI：10.1080/17415993.2021.1983574

  日期：2022.3.4

  has been explored to synthesize functionalized bisthioglycolic acids using a variety of aldehydes and thioglycolic acid. The employed protocol is solvent free and provides the desirable products in excellent yields (90–99%) with atom economy. Besides, cost effectiveness, short reaction times and milder reaction conditions are among other captivating benefits of the reported methodology.

  已经探索了一种环保、易于实现且有效的策略，以使用各种醛和巯基乙酸合成功能化的二巯基乙酸。所采用的协议不含溶剂，并以优异的收率 (90–99%) 提供理想的产品，并具有原子经济性。此外，成本效益、短反应时间和更温和的反应条件是所报告方法的其他迷人优势。
• Kishimoto et al., Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan, 1958, vol. 78, p. 447,448,449
  作者：Kishimoto et al.

  DOI：——

  日期：——
• Gohar, Gamal A., Phosphorus, Sulfur and Silicon and the Related Elements, 1993, vol. 79, # 1,4, p. 171 - 178
  作者：Gohar, Gamal A.

  DOI：——

  日期：——
• Deep eutectic solvents with ultrasonic energy as an environmentally benign and green approach for the synthesis of bisthioglycolic acid derivatives
  作者：Gobind Kumar、Parvesh Singh、Gaurav Bhargava、Baljinder Singh Gill、Jaspreet Kaur Rajput、Rupesh Kumar

  DOI：10.1080/17415993.2023.2242994

  日期：2023.11.2
• Syntheses of some novel and symmetrical bis(4-amino-4H-1,2,4-triazole-3-thiols)
  作者：Sattar Ebrahimi、Masoomeh Sayadi

  DOI：10.1080/17415993.2012.721367

  日期：2012.12

  A series of bis(4-amino-4H-1,2,4-triazole-3-thiols) 3a-e were prepared by condensation reactions of 2,2'-(phenylmethylene) bis(sulfanediyl) diacetic acids 2a-e with thiocarbohydrazide. The starting diacid 2a-e was prepared by reactions of aromatic aldehydes 1a-e with 2-mercaptoacetic acid. The structures of these newly synthesized compounds are characterized by elemental analysis, and infrared and NMR spectroscopy.