2-(2-methylphenyl)-5-(4-tert-butylphenyl)-1,3,4-oxadiazole | 51038-46-1

• 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: 2-(2-methylphenyl)-5-(4-tert-butylphenyl)-1,3,4-oxadiazole
• 英文别名: 2-(4-Tert-butylphenyl)-5-(2-methylphenyl)-1,3,4-oxadiazole
• CAS: 51038-46-1
• 化学式: C₁₉H₂₀N₂O
• 分子量: 292.381
• InChiKey: UFXZPXDWAHTCLP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  38.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(2-methylphenyl)-5-(4-tert-butylphenyl)-1,3,4-oxadiazole 在 N-溴代丁二酰亚胺(NBS) 、 过氧化苯甲酰 作用下， 以 四氯化碳 为溶剂， 反应 5.0h， 以76%的产率得到2-[2-(bromomethyl)phenyl]-5-(4-tert-butylphenyl)-1,3,4-oxadiazole
  参考文献：
  名称：

  Zn2+ selective luminescent ‘off–on’ probes derived from diaryl oxadiazole and aza-15-crown-5

  摘要：

  New photo-induced electron transfer ( PET) probes OMOX and OBOX, carrying an additional binding site in the form of 'oxadiazole nitrogen' have been designed to evaluate binding interactions with biologically significant Li+, Na+, K+, Ca2+, Mg2+, and Zn2+ including environmentally toxic Ba2+ and Cd2+ using optical spectral techniques. While Li+, Na+, and K+ did not appreciably perturb either the absorption or emission spectra, Ba2+, Ca2+, Mg2+, Zn2+, and Cd2+ induced slight red shifts (2-8 nm) in the UV-visible spectra as well as pronounced chelation induced enhanced fluorescence ( CHEF). Both OMOX and OBOX exhibited the highest CHEF in contact with the zinc ion, whereas Ba2+, Ca2+, Mg2+, and Cd2+ induced relatively less emission enhancements. OBOX, which is a poorer emitter (Phi(f) = 0.0062) than OMOX (Phi(f) = 0.015), showed highly promising 160-fold emission enhancement in the presence of Zn2+. Potential, therefore is available in OBOX to function as a selective luminescent 'off-on' sensor for Zn2+ in the presence of coordinatively competing Ba2+, Ca2+, Mg2+, and Cd2+ ions. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.08.031
• 作为产物：
  描述：

  对甲苯甲酸 在 氯化亚砜 作用下， 以 1,4-二氧六环 、 苯 为溶剂， 反应 7.0h， 生成 2-(2-methylphenyl)-5-(4-tert-butylphenyl)-1,3,4-oxadiazole
  参考文献：
  名称：

  Zn2+ selective luminescent ‘off–on’ probes derived from diaryl oxadiazole and aza-15-crown-5

  摘要：

  New photo-induced electron transfer ( PET) probes OMOX and OBOX, carrying an additional binding site in the form of 'oxadiazole nitrogen' have been designed to evaluate binding interactions with biologically significant Li+, Na+, K+, Ca2+, Mg2+, and Zn2+ including environmentally toxic Ba2+ and Cd2+ using optical spectral techniques. While Li+, Na+, and K+ did not appreciably perturb either the absorption or emission spectra, Ba2+, Ca2+, Mg2+, Zn2+, and Cd2+ induced slight red shifts (2-8 nm) in the UV-visible spectra as well as pronounced chelation induced enhanced fluorescence ( CHEF). Both OMOX and OBOX exhibited the highest CHEF in contact with the zinc ion, whereas Ba2+, Ca2+, Mg2+, and Cd2+ induced relatively less emission enhancements. OBOX, which is a poorer emitter (Phi(f) = 0.0062) than OMOX (Phi(f) = 0.015), showed highly promising 160-fold emission enhancement in the presence of Zn2+. Potential, therefore is available in OBOX to function as a selective luminescent 'off-on' sensor for Zn2+ in the presence of coordinatively competing Ba2+, Ca2+, Mg2+, and Cd2+ ions. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.08.031

文献信息

• Zn2+ selective luminescent ‘off–on’ probes derived from diaryl oxadiazole and aza-15-crown-5
  作者：Sabir H. Mashraqui、Subramanian Sundaram、Tabrez Khan、A.C. Bhasikuttan

  DOI：10.1016/j.tet.2007.08.031

  日期：2007.11

  New photo-induced electron transfer ( PET) probes OMOX and OBOX, carrying an additional binding site in the form of 'oxadiazole nitrogen' have been designed to evaluate binding interactions with biologically significant Li+, Na+, K+, Ca2+, Mg2+, and Zn2+ including environmentally toxic Ba2+ and Cd2+ using optical spectral techniques. While Li+, Na+, and K+ did not appreciably perturb either the absorption or emission spectra, Ba2+, Ca2+, Mg2+, Zn2+, and Cd2+ induced slight red shifts (2-8 nm) in the UV-visible spectra as well as pronounced chelation induced enhanced fluorescence ( CHEF). Both OMOX and OBOX exhibited the highest CHEF in contact with the zinc ion, whereas Ba2+, Ca2+, Mg2+, and Cd2+ induced relatively less emission enhancements. OBOX, which is a poorer emitter (Phi(f) = 0.0062) than OMOX (Phi(f) = 0.015), showed highly promising 160-fold emission enhancement in the presence of Zn2+. Potential, therefore is available in OBOX to function as a selective luminescent 'off-on' sensor for Zn2+ in the presence of coordinatively competing Ba2+, Ca2+, Mg2+, and Cd2+ ions. (c) 2007 Elsevier Ltd. All rights reserved.