双(4-甲基苯甲酰基)二硫化物 | 15088-74-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 双(4-甲基苯甲酰基)二硫化物
• 英文名称: 4-methylbenzoic dithioperoxyanhydride
• 英文别名: bis(4-methylbenzoyl) disulfide；di-p-toluoyl-disulfane；Di-p-toluoyl-disulfan；Bis-(4-methyl-benzoyl)-disulfid；Di-p-toluyl-disulfid；S-(4-methylbenzoyl)sulfanyl 4-methylbenzenecarbothioate
• CAS: 15088-74-1
• 化学式: C₁₆H₁₄O₂S₂
• 分子量: 302.418
• InChiKey: UWPBXMRGXGXWMM-UHFFFAOYSA-N

物化性质

• 熔点：
  119 °C
• 沸点：
  481.5±48.0 °C(Predicted)
• 密度：
  1?+-.0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  84.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  双(4-甲基苯甲酰基)二硫化物 在 汞 、 xylene 作用下， 生成 4-methyl-thiobenzoic acid ; mercury (I)-salt
  参考文献：
  名称：

  Szperl, Roczniki Chemii, 1931, vol. 11, p. 753,758

  摘要：

  DOI：
• 作为产物：
  描述：

  对甲基苯甲酰氯 在 Amberlyst A-26 (OH)^- 、 sulfur 作用下， 生成 双(4-甲基苯甲酰基)二硫化物
  参考文献：
  名称：

  使用聚合物负载试剂合成二酰基二硫化物

  摘要：

  摘要 使用从元素硫和 Amberlyst (OH) 获得的聚合物负载的试剂，在温和和非水条件下，由相应的酰氯以高收率轻松制备各种二酰基二硫化物。聚合物试剂是可再生的。

  DOI：

  10.1080/00397919808005969
• 作为试剂：
  描述：

  1-((E)-2-溴乙烯基)-4-甲氧基苯 在 copper(l) iodide 、 双(4-甲基苯甲酰基)二硫化物 作用下， 以 六甲基磷酰三胺 为溶剂， 以57%的产率得到2,4-bis(4-methoxyphenyl)thiophene
  参考文献：
  名称：

  铜 (I) 盐促进硫亲核试剂与乙烯基溴的反应。S-乙烯基硫代苯甲酸酯和S,S'-亚乙烯基双硫代苯甲酸酯的简单直接制备

  摘要：

  铜 (I) 盐促进乙烯基溴化物与二苯甲酰二硫化物在热非质子极性溶剂中的反应以中等产率产生噻吩衍生物，而与硫代苯甲酸钠的相应反应以良好的产率产生 S-乙烯基硫代苯甲酸酯。

  DOI：

  10.1246/cl.1992.1947

文献信息

• <i>Se</i>-Aryl Alkane- or Arenecarboselenothioates: Synthesis and Some Reactions
  作者：Shinzi Kato、Eiji Yasui、Kiyomitsu Terashima、Hideharu Ishihara、Toshiaki Murai

  DOI：10.1246/bcsj.61.3931

  日期：1988.11

  A series of Se-aryl carboselenothioates 3 (RCSSeAr, R=alkyl, aryl) were synthesized and characterized from the reaction of bis(thioacyl) sulfides 1 with sodium areneselenolates. The thionselenolesters 3 are stable (liquid or crystals) both thermally and to moisture. Reactions of 3 with aliphatic primary and secondary amines gave the corresponding ammonium carbodithioates 8 together with diphenyl diselenide

  通过双（硫代酰基）硫化物 1 与芳烃烯醇钠的反应，合成并表征了一系列 Se-芳基碳硒硫酸酯 3（RCSSeAr，R=烷基，芳基）。硫代硒醇酯3对热和湿气都是稳定的（液体或晶体）。3 与脂肪族伯胺和仲胺反应得到相应的二硫代碳化铵 8 和联苯二硒化物 7。相反，用芳香胺或醇钠处理得到相应的硫代酰胺或 O-烷基或 O-芳基硫酯，收率良好。3 用间氯过苯甲酸氧化得到相应的硫化物 12 [RCS(O)SeAr] 和酰基芳基硒硫化物 13 [RCOSSeAr]，它们是通过将 ass 基团重排为硫代羰基硫原子而形成的。
• Diacyl Disulfide: A Reagent for Chemoselective Acylation of Phenols Enabled by 4-(<i>N</i>,<i>N</i>-Dimethylamino)pyridine Catalysis
  作者：Hong-Xin Liu、Ya-Qian Dang、Yun-Fei Yuan、Zhi-Fang Xu、Sheng-Xiang Qiu、Hai-Bo Tan

  DOI：10.1021/acs.orglett.6b02818

  日期：2016.11.4

  A general and excellent acylation reagent, diacyl disulfide, was uncovered for efficient ester formation enabled by DMAP (4-(N,N-dimethylamino)pyridine) catalysis. This protocol offered a promising synthetic platform on site-selective acylation of phenolic and primary aliphatic hydroxyl groups, which greatly expanded the realm of protecting group chemistry. The importance of the reagent was also reflected

  为了通过DMAP（4-（N，N-二甲基氨基）吡啶）催化实现有效的酯形成，发现了通用且优异的酰化试剂二酰基二硫化物。该方案为酚和伯脂族羟基的位点选择性酰化提供了一个有希望的合成平台，这大大扩展了保护基化学的领域。该试剂的重要性还体现在其出色的耐湿性，高效率以及在合成化学和生物学上有意义的天然产物修饰方面的潜力。
• PHOTOOXIDATION OF SOME MESOIONIC AND RELATED SYSTEMS
  作者：Hiroshi Kato、Kazue Tani、Haruki Eurumisawa、Yoshiko Tamura

  DOI：10.1246/cl.1980.717

  日期：1980.6.5

  Photooxidation of several mesoionic compounds gave ring cleavage products, some of which were apparently formed via the endoperoxides of the mesoionic rings. Photooxidation of a Δ2-oxazolin-4-one and a Δ2-thiazolin-4-one gave the corresponding 4,4′-bisoxa- and bisthiazolinone in dichloromethane, whereas the former gave benzamide in dimethylformamide.

  几种介离子化合物的光氧化产生环裂解产物，其中一些显然是通过介离子环的内过氧化物形成的。Δ2-oxazolin-4-one 和 Δ2-thiazolin-4-one 的光氧化在二氯甲烷中产生相应的 4,4'-bisoxa- 和双噻唑啉酮，而前者在二甲基甲酰胺中产生苯甲酰胺。
• PROCESS FOR PRODUCING POLYMER TERMINATED WITH OPTIONALLY PROTECTED FUNCTIONAL GROUP
  申请人：KURARAY Co. LTD.

  公开号：EP0704460A1

  公开（公告）日：1996-04-03

  A process for producing polymers having terminal functional group which may be protected, comprises polymerizing a radical-polymerizable monomer with a polymerization initiator comprising at least one member selected from the group (A) consisting of thio-S-carboxylic acids represented by the following general formula (1) and dithiocarboxylic acids represented by the following general formula (2) and at least one member selected from the group (B) consisting of polysulfides represented by the following general formula (3), polysulfides represented by the following general formula (4) and sulfoxides: wherein R¹ represents a hydrocarbon group which may have a substituent including functional group; wherein R² represents a hydrocarbon group which may have a substituent including functional group; wherein R³ and R⁴ each represents a hydrocarbon group which may have a substituent including functional group and n is an integer of 2 or more; and         R⁵- (S)m- R⁶     (4) wherein R⁵ and R⁶ each represents a hydrocarbon group having a functional group and m is an integer of 2 or more. This process can produce polymers with which functional groups have been introduced into one end or both ends thereof, irrespective of the rate of polymerization or the degree of polymerization of the polymer that forms.

  一种生产具有可被保护的末端官能团的聚合物的工艺，包括用聚合引发剂聚合可自由基聚合的单体，聚合引发剂包括至少一种选自以下通式(1)代表的硫代-S-羧酸和以下通式(2)代表的二硫代羧酸组成的基团(A)，以及至少一种选自以下通式(3)代表的多硫化物、以下通式(4)代表的多硫化物和氧化硫组成的基团(B)： 其中 R¹ 代表烃基，该烃基可能具有包括官能团在内的取代基； 其中 R² 代表可具有包括官能团在内的取代基的烃基； 其中 R³ 和 R⁴ 各自代表一个可具有包括官能团在内的取代基的烃基，且 n 为 2 或 2 以上的整数；以及 R⁵- (S)m- R⁶ (4) 其中，R⁵ 和 R⁶ 分别代表具有官能团的烃基，m 为 2 或 2 以上的整数。无论聚合速度或形成的聚合物的聚合度如何，该工艺都能生产出在一端或两端引入官能团的聚合物。
• Group 13 metal carbochalcogenoato complexes: Synthesis, X-ray structure analysis, and reactions
  作者：Norio Nakata、Shinzi Kato、Osamu Niyomura、Masahiro Ebihara

  DOI：10.1002/hc.21445

  日期：2018.12

  AbstractA series of alkali metal tetrakis(carbochalcogenoato)‐gallates and ‐indates M[M′(EOCR)4](solv.) (M = alkali metal; M′ = Ga, In; E = S, Se) and tris(carbodithioato)aluminum, ‐gallates and ‐indates M′ (SSCR)3 (M′ = Al, Ga, In) were prepared by the reactions of alkali metal carbochalcogenate with metal trihalogenides (M′X3; M′ = Al, Ga, In; X = Cl, Br) and by those of piperidinium carbodithioates or carbodithioic and carboselenoic acids with M′X3, respectively. An X‐ray molecular structure analysis revealed that they have an acetone molecule as a crystal solvent. The reactions of the potassium complexes K[M′ (EOCR)4](H2O) (E = S, Se) with methanol and primary and secondary amines gave the corresponding methyl ester and amides in good yields, while the reactions with iodomethane and iodine gave S‐ and Se‐methyl chalcogenoesters RCOEMe (E = S, Se) in good yields. Similar reactions of the tris(carbodithioato)gallates and ‐indates led to the corresponding O‐methyl thioesters, thioamides, and S‐methyl dithioesters in moderate to good yields. Oxidation of the tetrakis‐ and tris‐derivatives with iodine afforded the corresponding diacyl dichalcogenides (RCOE)2 (E = S, Se) and di(carbothioyl) disulfides in quantitative yields. These reactions appeared to occur on the carbonyl or selenium atom of the tetrakis compounds and on the sulfide sulfur or thiocarbonyl carbon atom of the tris‐compounds, respectively. A possible mechanism for these I2‐oxidation reactions is discussed.