bis(4-methylbenzoyl) diselenide | 65212-09-1

• 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: bis(4-methylbenzoyl) diselenide
• 英文别名: di-(4-methylbenzoyl) diselenide；bis(4-methylbenzoyl)diselenide；di-p-toluoyl diselenide；Di-p-toluyldiselenid；Se-(4-methylbenzoyl)selanyl 4-methylbenzenecarboselenoate
• CAS: 65212-09-1
• 化学式: C₁₆H₁₄O₂Se₂
• 分子量: 396.206
• InChiKey: QJNJJZXUXDPZAZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.61
• 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：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  bis(4-methylbenzoyl) diselenide 在 氢氧化钾 作用下， 以 甲醇 为溶剂， 反应 0.08h， 生成 potassium 4-methylselenobenzoate
  参考文献：
  名称：

  A Facile Method for β-Selenoglycoside Synthesis Using β-p-Methylbenzoyl Selenoglycoside as the Selenating Unit

  摘要：

  The reaction between alpha-glycosyl bromides and potassium p-methylselenobenzoate yields beta-p-methylbenzoyl selenoglycosides. The acyl selenoglycosides were activated by the action of a secondary amine and CS2CO3 to produce an anomeric selenolate anion, which reacted in situ with various electrophiles to yield novel selenoglycosides while retaining the anomeric stereochemistry.

  DOI：

  10.1021/ol051804s
• 作为产物：
  描述：

  sodium 4-methylbenzenecarboselenoate 在 碘 、 potassium iodide 作用下， 以 甲醇 为溶剂， 生成 bis(4-methylbenzoyl) diselenide
  参考文献：
  名称：

  Kato, Shinzi; Kageyama, Hideki; Kawahara, Yasuyuki, Chemische Berichte, 1992, vol. 125, # 2, p. 417 - 422

  摘要：

  DOI：

文献信息

• Synthesis, Structures, and Some Reactions of [(Thioacyl)thio]- and (Acylseleno)antimony and -bismuth Derivatives ((RCSS)xMR and (RCOSe)xMR with M = Sb, Bi andx = 1–3)
  作者：Mitsutoshi Kimura、Akiyuki Iwata、Masahiro Itoh、Kazuki Yamada、Tsutomu Kimura、Noriyuki Sugiura、Masaru Ishida、Shinzi Kato

  DOI：10.1002/hlca.200690070

  日期：2006.4

  Despite the large atomic radii, the CS ⋅⋅⋅ Sb distances in (RCSS)2MR1 (M = As, Sb, Bi; R1 = aryl) and the CO ⋅⋅⋅ Sb distances in (RCOS)xMR (M = As, Sb, Bi; x = 2, 3) are comparable to or shorter than those of the corresponding arsenic derivatives (Tables 2 and 3). A molecular-orbital calculation performed on the model compounds (MeC(E)E1)3−xMMex (M = As, Sb, Bi; E = O, S; E1 = S, Se; x = 1, 2) at the

  一系列[（硫代酰基）硫代]-和（酰基硒代）锑和[（硫代酰基）硫代]-和（酰基硒代）铋，即（RCSS）x MR和（RCOSe）x MR（M = Sb，Bi，R 通过用锑和卤化铋处理哌啶鎓或碳二硫代硫酸钠和-硒酸酯，可以中等至良好的产率合成1  =芳基，x = 1-3）。（4-MeC 6 H 4 CSS）2 Sb（4-MeC 6 H 4）（9b'），（4-MeOC 6 H 4 COSe）2 Sb（4-MeC 6 H 4）（12c'）的晶体结构），（4-MeOC 6 H 4 COS）2 Bi（4-MeC 6 H 4）（15c'）和（4-MeOC 6 H 4 CSS）2 BiPh（18c）以及（4-MeC 6 H 4确定了COS）2 SbPh（6b）和（4-MeC 6 H 4 COS）3 Sb（7b）（图1和2）。这些化合物具有扭曲的方形锥体结构，其中中心Sb-或Bi原子上的芳基或碳硫基（=酰基硫
• A Facile Preparation of Aliphatic and Aromatic Primary Selenoamides Using 4-Methylselenobenzoate as a New Selenating Reagent
  作者：Hideharu Ishihara、Katsuhiro Yosimura、Mamoru Kouketsu

  DOI：10.1246/cl.1998.1287

  日期：1998.12

  Aliphatic and aromatic primary selenoamides 2 were isolated by the reaction of the corresponding aliphatic and aromatic nitriles with potassium 4-methylselenobenzoate in the presence of BF3·Et2O in moderate from high yields.

  脂肪族和芳香族伯硒酰胺 2 是通过相应的脂肪族和芳香族腈与 4-甲基硒苯甲酸钾在 BF3·Et2O 存在下以中等至高产率的反应分离的。
• A Convenient Preparation of Piperidinium Selenocarboxylates
  作者：Hideharu Ishihara、Shinya Muto、Shinzi Kato

  DOI：10.1055/s-1986-31494

  日期：——

  Piperidinium selenocarboxylates were isolated from the reaction of bis[acyl] diselenides with piperidine in high yields.

  从双[酰基]二硒化物与哌啶的反应中分离得到了哌啶类硒羧酸盐，且收率很高。
• Straightforward synthesis of non-natural chalcogen peptides via ring opening of aziridines
  作者：Ricardo S. Schwab、Paulo H. Schneider

  DOI：10.1016/j.tet.2012.08.082

  日期：2012.12

  The synthesis of new chiral non-natural seleno-, thio-, and telluro-peptides is described herein. These new compounds were prepared through simple and brief synthetic route, from inexpensive and commercially available amino acids. The products, possessing a highly modular character, were obtained in good to excellent yields (50–96%), via ring opening of aziridines with chalcogenolate anions, generated

  本文描述了新的手性非天然硒代，硫代和碲代肽的合成。这些新化合物是通过简单，简短的合成路线，由廉价且可商购的氨基酸制备的。通过使用碘化铟（I）作为还原剂生成的硫氰酸ogen酯与硫属ogen酸酯阴离子进行开环反应，可以得到具有良好模块化特性的产品，具有良好至极好的收率（50-96％）。
• Reactions of acyl chlorides with LiAlHSeH. Preparation of diacyl selenides, diacyl diselenides, selenocarboxylates and cyclic selenoanhydrides
  作者：Mamoru Koketsu、Futoshi Nada、Sohma Hiramatsu、Hideharu Ishihara

  DOI：10.1039/b200147k

  日期：2002.3.8

  Various diacyl selenides, diacyl diselenides and selenocarboxylates were synthesized by reaction of several acyl chlorides with LiAlHSeH. Reaction of diacyl chloride with LiAlHSeH afforded cyclic selenoanhydrides. In the 77Se NMR spectra, we found that the chemical shifts of the diacyl selenides and the diacyl diselenides could facilitate their distinction.

  几种酰基氯与 LiAlHSeH 反应合成了各种二酰基硒化物、二酰基二硒化物和硒羧酸盐。二酰氯与 LiAlHSeH 反应生成了环硒酸酐。在 77Se NMR 光谱中，我们发现二酰基硒化物和二酰基二硒化物的化学位移有助于区分它们。