bis(4-methoxyphenyl thiocarbonyl)disulfide | 20710-49-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: bis(4-methoxyphenyl thiocarbonyl)disulfide
• 英文别名: bis(4-methoxythiobenzoyl) disulfide；bis(4-methoxythiobenzoyl)disulfide；bis-p-thioanisoyl disulphide；bis-(4-methoxy-thiobenzoyl)-disulfane；Bis-(4-methoxy-thiobenzoyl)-disulfan；Bis-(4-methoxy-thiobenzoyl)-disulfid；(4-Methoxybenzenecarbothioyl)sulfanyl 4-methoxybenzenecarbodithioate
• CAS: 20710-49-0
• 化学式: C₁₆H₁₄O₂S₄
• 分子量: 366.55
• InChiKey: SOWFOOQZMOQYOD-UHFFFAOYSA-N

物化性质

• 熔点：
  161-163 °C
• 沸点：
  507.1±60.0 °C(Predicted)
• 密度：
  1.347±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  22
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  133
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  bis(4-methoxyphenyl thiocarbonyl)disulfide 在 Raney-Nickel W-2B 作用下， 以 苯 为溶剂， 反应 2.5h， 以62%的产率得到林可霉素 2,7-二乙酸酯
  参考文献：
  名称：

  Latif, K. A.; Ali, M. Umar, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1984, vol. 23, # 5, p. 471 - 473

  摘要：

  DOI：
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 potassium hexacyanoferrate(III) 作用下， 生成 bis(4-methoxyphenyl thiocarbonyl)disulfide
  参考文献：
  名称：

  Bruni; Levi, Gazzetta Chimica Italiana, 1924, vol. 54, p. 390

  摘要：

  DOI：

文献信息

• Facile preparation of bis(thiocarbonyl)disulfides via elimination
  作者：Wolfgang G. Weber、James B. McLeary、Ron D. Sanderson

  DOI：10.1016/j.tetlet.2006.04.031

  日期：2006.7

  preparation of bis(thiocarbonyl)disulfides is presented. The route follows an elimination mechanism rather than the more common oxidation. Addition of p-tosyl chloride to a thiocarbonyl thiolate results in the elimination of the chloride by the trithiocarbonate anion and subsequent elimination of the tosyl leaving group (by a second thiocarbonyl thiolate). The side products of the reaction are bis(4-methylphenyl)disulfone

  提出了一种鲁棒的，易于合成的双（硫代羰基）二硫化物的制备方法。该路线遵循消除机制，而不是更常见的氧化。的另外p甲苯磺酰氯于硫代羰基硫醇盐导致消除的氯化物通过三硫代碳酸酯阴离子和甲苯磺酰的离去基团的随后消除（由第二硫代羰基硫醇盐）。反应的副产物是双（4-甲基苯基）二砜和甲苯磺酸盐/酸。
• Kato, Shinzi; Goto, Masahisa; Hattori, Rikizoh, Chemische Berichte, 1985, vol. 118, # 4, p. 1668 - 1683
  作者：Kato, Shinzi、Goto, Masahisa、Hattori, Rikizoh、Nishiwaki, Koh-ichi、Mizuta, Masateru、Ishida, Masaru

  DOI：——

  日期：——
• Searching for More Effective Agents and Conditions for the RAFT Polymerization of MMA:  Influence of Dithioester Substituents, Solvent, and Temperature
  作者：Massimo Benaglia、Ezio Rizzardo、Angelo Alberti、Maurizio Guerra

  DOI：10.1021/ma0480650

  日期：2005.4.1

  A series of tertiary dithiobenzoates differently substituted on the phenyl group (Z) were synthesized in order to investigate the RAFT-mediated polymerization of MMA. The chain-transfer agent 2-eyanoprop-2-yl dithiobenzoate, although an excellent RAFT agent for polymerization of MMA, does not yield a very narrow polydispersed polymer at low conversion. The introduction of electron-withdrawing substituents on the dithiobenzoate aromatic ring improves the activity of the chain-transfer agent narrowing the molecular weight distribution, especially in the first 2 h of the process; conversely, electron-donating substituents deteriorate the performance of the process in the early stages. Substituents on the dithiobenzoate that, for reasons of steric hindrance reduce the conjugation of the phenyl with the C=S double bond of the dithiogroup, diminish the effectiveness of the chain-transfer agent. The nature of the leaving group (R) also has a strong influence on the process: the substitution of 2-cyanoprop-2-yl with the bulkier 2-cyano-4-methylpent-2-yl as leaving group improves remarkably the MMA polymerization, especially in the early stages. The solvent effect on MMA RAFT polymerization using benzene, acetonitrile, and DMF was also investigated. The lower propagation rate constant of MMA in benzene gives rise to reduced rates of polymerization but narrower polydispersities of the polymer, especially at low conversions. The RAFT polymerizations of MMA were carried out at 60 and 90 degrees C to assess the temperature dependence of the process. The higher temperature increases both the rate of polymerization and the transfer constant of the RAFT agent, resulting in lower polydispersities at a given conversion. Ab initio calculations confirmed the observed experimental results.
• Kato, Shinzi; Hattori, Eiji; Sato, Hiroyuki, Zeitschrift fur Naturforschung, Teil B: Anorganische Chemie, Organische Chemie, 1981, vol. 36, # 7, p. 783 - 790
  作者：Kato, Shinzi、Hattori, Eiji、Sato, Hiroyuki、Mizuta, Masateru、Ishida, Masaru

  DOI：——

  日期：——
• DE214888
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