phenyl(pyren-1-ylmethyl)selane | 1386958-88-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 芘
• 英文名称: phenyl(pyren-1-ylmethyl)selane
• 英文别名: 1-(Phenylselanylmethyl)pyrene；1-(phenylselanylmethyl)pyrene
• CAS: 1386958-88-8
• 化学式: C₂₃H₁₆Se
• 分子量: 371.34
• InChiKey: AXRKIYHCLCRTDO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.11
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  phenyl(pyren-1-ylmethyl)selane 在 双氧水 作用下， 以 甲醇 、 水 为溶剂， 生成 1-乙烯
  参考文献：
  名称：

  Selenium Blue-α and -β: turning on the fluorescence of a pyrenyl fluorophore via oxidative cleavage of the Se–C bond by reactive oxygen species

  摘要：

  Rapid oxidation of nonfluorescent pyrenyl-CH2SeAr (Ar = o-nitrophenyl) by hypochlorite yielded pyrenyl-CH2Cl and pyrenyl-CH2OH and turns on blue fluorescence, while slow oxidation of pyrenyl-CH2SeAr with excess H2O2 leads to pyrenyl-CHO which emits a bluish-green fluorescence. The homolog, pyrenyl-CH2CH2SeAr' (Ar' = o-nitrophenyl) reacts slower with H2O2 and CIO- giving the same product, vinyl pyrene. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.05.022
• 作为产物：
  描述：

  硒氰酸苯酯 、 1-(溴甲基)芘 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 以75%的产率得到phenyl(pyren-1-ylmethyl)selane
  参考文献：
  名称：

  Selenium Blue-α and -β: turning on the fluorescence of a pyrenyl fluorophore via oxidative cleavage of the Se–C bond by reactive oxygen species

  摘要：

  Rapid oxidation of nonfluorescent pyrenyl-CH2SeAr (Ar = o-nitrophenyl) by hypochlorite yielded pyrenyl-CH2Cl and pyrenyl-CH2OH and turns on blue fluorescence, while slow oxidation of pyrenyl-CH2SeAr with excess H2O2 leads to pyrenyl-CHO which emits a bluish-green fluorescence. The homolog, pyrenyl-CH2CH2SeAr' (Ar' = o-nitrophenyl) reacts slower with H2O2 and CIO- giving the same product, vinyl pyrene. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.05.022

文献信息

• Selenium Blue-α and -β: turning on the fluorescence of a pyrenyl fluorophore via oxidative cleavage of the Se–C bond by reactive oxygen species
  作者：Wei Chen、Wan Ping Bay、Ming Wah Wong、Dejian Huang

  DOI：10.1016/j.tetlet.2012.05.022

  日期：2012.7

  Rapid oxidation of nonfluorescent pyrenyl-CH2SeAr (Ar = o-nitrophenyl) by hypochlorite yielded pyrenyl-CH2Cl and pyrenyl-CH2OH and turns on blue fluorescence, while slow oxidation of pyrenyl-CH2SeAr with excess H2O2 leads to pyrenyl-CHO which emits a bluish-green fluorescence. The homolog, pyrenyl-CH2CH2SeAr' (Ar' = o-nitrophenyl) reacts slower with H2O2 and CIO- giving the same product, vinyl pyrene. (C) 2012 Elsevier Ltd. All rights reserved.