Selenobenzoesaeure | 38572-19-9

• 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: Selenobenzoesaeure
• 英文别名: benzenecarboselenoic Se-acid
• CAS: 38572-19-9
• 化学式: C₇H₆OSe
• 分子量: 185.084
• InChiKey: CPPIWWONXCQFEZ-UHFFFAOYSA-N

物化性质

• 熔点：
  133 °C(Solv: methanol (67-56-1))
• 沸点：
  274.4±23.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.73
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  Selenobenzoesaeure 在 偶氮二异丁腈 、 4,4-bis(methoxymethyl)hepta-1,6-diyne 作用下， 生成 dibenzoyl diselenide
  参考文献：
  名称：

  自由基级联的3,4-环取代的噻吩

  摘要：

  已经开发出在催化量的偶氮二（异丁腈）作为自由基引发剂的存在下，二炔和硫代乙酸的单步分子内自由基级联反应以合成噻吩。该方法允许容易且有效地构建具有3，4-稠环取代和未取代的2，5-位的噻吩支架，用于进一步的官能化和聚合。使用该方法，合成了环戊[ c ]噻吩，3,4-乙撑二氧噻吩和含噻吩的螺环化合物的衍生物。

  DOI：

  10.1021/acs.orglett.8b01577
• 作为产物：
  描述：

  bis(benzoyl) selenide 在 氢氧化钾 作用下， 以 甲醇 为溶剂， 生成 Selenobenzoesaeure
  参考文献：
  名称：

  THE SYNTHESES OF POTASSIUM SELENOCARBOXYLATES AND THEIR DERIVATIVES

  摘要：

  在甲醇钾与二酰基硒反应下，成功制备了高产率的钾硒羧酸盐。这些化合物在氮气环境下相当稳定，并且可作为制备硒羧酸衍生物的起始材料，包括甲基硒苯甲酸酯、α-（硒苯甲酰基）乙酰苯、苯基对氯苯甲酰二硒化物、O-三甲基硅基硒苯甲酸酯、双（硒硬脂酰基）甲烷，以及二苯甲酰二硒化物。

  DOI：

  10.1246/cl.1976.203

文献信息

• Acyl carbamoyl selenides and related sulfur isologues: synthesis and x-ray structural analyses
  作者：Hideki Kageyama、Kazuyasu Tani、Shinzi Kato、Takahiro Kanda

  DOI：10.1002/hc.1040

  日期：——

  found to readily react with aryl, acyl, and arenesulfonyl isocyanates to give the corresponding acyl carbamoyl selenides 3 [RC(=O)SeC(=O)NHR′, R′ = aryl, C6H5CO, and 4-MeC6H4SO2] in good yields. Their tautomers [RC(=O)SeC(=NR′)OH] were also detected by 1H, 13C, and 77Se NMR spectroscopies. The structure of 3 [R = 2,6-(MeO)2C6H3, R′ = 4-MeC6H4] was characterized by X-ray crystallography, which showed that

  发现硒羧酸 [RC(=O)SeH] 容易与芳基、酰基和芳烃磺酰基异氰酸酯反应生成相应的酰基氨基甲酰基硒化物 3 [RC(=O)SeC(=O)NHR', R' = 芳基， C6H5CO 和 4-MeC6H4SO2] 收率良好。它们的互变异构体 [RC(=O)SeC(=NR')OH] 也被 1H、13C 和 77Se NMR 光谱检测到。3 [R = 2,6-(MeO)2C6H3, R' = 4-MeC6H4] 的结构通过 X 射线晶体学表征，表明该分子通过羰基氧和 NH 之间的分子内氢键稳定氢形成平面六元环，并通过邻甲氧基氧与羰基氧或硒原子的非键相互作用。4-甲氧基苯甲酰基和 4-甲氧基硫代苯甲酰基 N-（4-甲基苯基）氨基甲酰基硫化物（4 和 5）通过 X 射线晶体学显示同样具有由羰基氧或硫羰基硫之间的氢键形成的平面分子内六元环和 NH 氢原子。互变异构体 [RC(=E)SC(=NR')OH;
• Advances in Proline Ligation
  作者：Steven D. Townsend、Zhongping Tan、Suwei Dong、Shiying Shang、John A. Brailsford、Samuel J. Danishefsky

  DOI：10.1021/ja212182q

  日期：2012.2.29

  Application of native chemical ligation logic to the case of an N-terminal proline is described. Two approaches were studied. One involved incorporation of a 3R-substituted thiyl-proline derivative. Improved results were obtained from a 3R-substituted selenol function, incorporated in the context of an oxidized dimer.
• Lewis, Journal of the Chemical Society, 1940, p. 832
  作者：Lewis

  DOI：——

  日期：——
• Synthesis, in silico Study and Antimicrobial Evaluation of New Selenoglycolicamides
  作者：Helivaldo Souza、Roxana de Sousa、Bruno Lira、Raquel Vilela、Nathalie Borges、José de Siqueira‑Junior、Edeltrudes Lima、Jeane Jardim、Gracielle da Silva、José Barbosa‑Filho、Petrônio de Athayde‑Filho

  DOI：10.21577/0103-5053.20180148

  日期：——

  Nine new compounds derived from selenoglycolic acid were synthesized, and their structures were fully characterized by elemental analysis, infrared (IR), H-1 and C-13 nuclear magnetic resonance (NMR). The compounds were evaluated in an in silico study and showed strong to moderate antibacterial activity against several strains of Staphylococcus aureus. In particular. three compounds exhibited excellent antibacterial activity, with minimum inhibitory concentrations (MICs) between 16 and 64 mu g mL(-1). Furthermore, two of the nine compounds showed antifungal activity, with MIC of 1024 and 512 mu g mL(-1). In silico studies of the parameters of Lipinski's rule of five indicate that these compounds have potential to be new drug candidates.
• THE SYNTHESES OF POTASSIUM SELENOCARBOXYLATES AND THEIR DERIVATIVES
  作者：Hideharu Ishihara、Yoshio Hirabayashi

  DOI：10.1246/cl.1976.203

  日期：1976.3.5

  Potassium selenocarboxylates were prepared in good yields on the reaction of diacyl selenides with methanolic potassium hydroxide. They were fairly stable under nitrogen and useful as starting material for the preparation of selenocarboxylic acid derivatives; methyl selenobenzoate, α-(selenobenzoyl)acetophenone, phenyl p-chlorobenzoyl diselenide, O-trimethylsilyl selenobenzoate, bis(selenostearoyl)methane, and dibenzoyl diselenide.

  在甲醇钾与二酰基硒反应下，成功制备了高产率的钾硒羧酸盐。这些化合物在氮气环境下相当稳定，并且可作为制备硒羧酸衍生物的起始材料，包括甲基硒苯甲酸酯、α-（硒苯甲酰基）乙酰苯、苯基对氯苯甲酰二硒化物、O-三甲基硅基硒苯甲酸酯、双（硒硬脂酰基）甲烷，以及二苯甲酰二硒化物。