bis(4,5-dimethyl-2-pyridyl)diselenide | 1400976-59-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: bis(4,5-dimethyl-2-pyridyl)diselenide
• 英文别名: 2-[(4,5-Dimethylpyridin-2-yl)diselanyl]-4,5-dimethylpyridine
• CAS: 1400976-59-1
• 化学式: C₁₄H₁₆N₂Se₂
• 分子量: 370.214
• InChiKey: VMWNBCDBUQXBTC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.98
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  25.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  bis(4,5-dimethyl-2-pyridyl)diselenide 在 溴 作用下， 以 二氯甲烷 为溶剂， 以100%的产率得到C₇H₈BrNSe
  参考文献：
  名称：

  A Study on the Antioxidant Activity of Pyridylselenium Compounds and their Slow Release from Poly(acrylamide) Hydrogels

  摘要：

  The antioxidant activity of pyridylselenium compounds has been evaluated by 1,1-diphenyl-2-picrylhydrazyl (DPPH) free radical and nitric oxide (NO) scavenging methods. Pyridylselenium compounds have shown far superior (100-1000 times) antioxidant property than ebselen. The control release of bis(2-pyridyl) diselenide from poly(acrylamide) hydrogels has been studied in order to evaluate its release mechanism and diffusion coefficient. The later study also demonstrates that the pyridylselenium loading into the polymer matrix increases the magnitude and the rate of the radical scavenging activity of the poly(acrylamide) hydrogels.

  DOI：

  10.1080/10426507.2013.844143
• 作为产物：
  描述：

  在 水 作用下， 以 乙醚 为溶剂， 反应 0.5h， 以3.17 g的产率得到bis(4,5-dimethyl-2-pyridyl)diselenide
  参考文献：
  名称：

  Synthesis, characterization and X-ray structure of 3,4-lutidinyl-, 3-/4-picolyl- and pyridylselenium compounds

  摘要：

  Bis(4,5-dimethyl-2-pyridyl)-, bis(5-methyl-2-pyridyl)- and bis(4-methyl-2-pyridyl) diselenide have been synthesized directly from 3,4-lutidine (1a), 3-picoline (1b) and 4-picoline (1c) respectively via BF3 aided lithiation reaction. The lithiation of 3,4-lutidinium-, 3- and 4-picolinium-BF3 adduct (2a/2b/2c) gives the corresponding carbanion (3a/3b/3c) which on subjecting to selenium insertion reaction followed by aerial oxidation affords the related diselenide in good yield. Reaction of BF3 complexed pyridylselenolate anion (4a/4b/4c) with diiodomethane gives the corresponding bis(2-pyridylseleno)methane. The dilithiation of 4-picolinium-/pyridinium-BF3 adduct (2c/2d) followed by reaction with 2.2 equiv. of selenium and iodomethane affords the related 2,6-bis(methylselenenyl)pyridine and 2-(methylselenenyl)pyridine in varying proportions. Preparation of tris(methylselenenyl) derivatives of 1a and 1c have been given in the present study. LiAlH4 has also been utilized to synthesize unsymmetrical monoselenides from the corresponding diselenides. Single crystal X-ray studies of bis(4,5-dimethyl-2-pyridyl) diselenide (5a), 3,4-dimethyl-2,6-bis(methylselenenyl)pyridine (9a), 4-methyl-2,6-bis(methylselenenyl)pyridine (9c), 2,6-bis(methylselenenyl)pyridine (9d) and 4-methyl-2,6-bis(methylselenenyl)-4-(methylselenenylmethyl)pyridine (12a) have also been carried out. The crystal data of these compounds reveals that the instances of Se center dot center dot center dot Se secondary interactions decreases with the increase in the number of methyl group attached to the pyridine ring. (C) 2012 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.ica.2012.03.043