2,5-双氯甲基-1,3,4-噁二唑 | 541540-90-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 2,5-双氯甲基-1,3,4-噁二唑
• 中文别名: 2,5-二氯甲基-1,3,4-氧杂二唑
• 英文名称: 2,5-bis(chloromethyl)-1,3,4-oxadiazole
• 英文别名: 2,5-Bischloromethyl-1,3,4-oxadiazole
• CAS: 541540-90-3
• 化学式: C₄H₄Cl₂N₂O
• mdl: MFCD07776575
• 分子量: 166.995
• InChiKey: SLJKGFLQONTCTF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  9
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  38.9
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2934999090

反应信息

• 作为反应物：
  描述：

  8-羟基喹啉 、 2,5-双氯甲基-1,3,4-噁二唑 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 以91%的产率得到2,5-Bis(quinolin-8-yloxymethyl)-1,3,4-oxadiazole
  参考文献：
  名称：

  Design of a Semirigid Molecule as a Selective Fluorescent Chemosensor for Recognition of Cd(II)

  摘要：

  A new 8-hydroxyquinoline-based chemosensor possessing a semirigid structure was designed, and its fluorescent sensing behavior toward metalions was investigated. A prominent fluorescence enhancement only for Cd2+ was found in aqueous methanol solution. The results clearly suggest that the specific semirigid structure could selectively accommodate Cd2+ according to ionic radius, which would effectively suppress the intramolecular radiationless transitions from the n pi* state to enhance the fluorescence response.

  DOI：

  10.1021/ol801382f
• 作为产物：
  描述：

  氯乙酰氯 在 sodium carbonate 、 一水合肼 、 高氯酸 作用下， 以 乙醚 为溶剂， 生成 2,5-双氯甲基-1,3,4-噁二唑
  参考文献：
  名称：

  Design of a Semirigid Molecule as a Selective Fluorescent Chemosensor for Recognition of Cd(II)

  摘要：

  A new 8-hydroxyquinoline-based chemosensor possessing a semirigid structure was designed, and its fluorescent sensing behavior toward metalions was investigated. A prominent fluorescence enhancement only for Cd2+ was found in aqueous methanol solution. The results clearly suggest that the specific semirigid structure could selectively accommodate Cd2+ according to ionic radius, which would effectively suppress the intramolecular radiationless transitions from the n pi* state to enhance the fluorescence response.

  DOI：

  10.1021/ol801382f

文献信息

• A highly sensitive and selective fluorescent probe for Fe3+ based on 2-(2-hydroxyphenyl)benzothiazole
  作者：Shu-di Liu、Liang-wei Zhang、Xiang Liu

  DOI：10.1039/c2nj40978j

  日期：——

  A novel fluorescent Fe3+ probe (L)based on 2-(2-hydroxyphenyl)benzothiazole has been synthesized and characterized. Both UV-vis and fluorescence spectroscopic studies demonstrated that L was highly sensitive and selective towards Fe3+ over other metal ions in acetonitrile. Upon binding with Fe3+, the emission band of L red-shifted from 370 nm to 420 nm and the fluorescence intensity was enhanced ∼103-fold. The lowest detection limit for L is 6.04 × 10−8 M and the dissociation constants Kd is 1.13 × 10−11 M, which were calculated from the fluorescence titration curves. The detailed UV-vis and fluorescent titrations studies suggested that the binding stoichiometry of the L–Fe3+ complex was 2 : 1, and the structure between L and the Fe3+ complex was confirmed by the 1H NMR titration. Then IR spectra provided further proof of the binding mode of the L–Fe3+ complex.

  合成并表征了一种基于2-(2-羟基苯基)苯噻唑的新型荧光Fe3+探针（L）。UV-Vis和荧光光谱研究表明，L对Fe3+具有高度的敏感性和选择性，相对于其他金属离子在乙腈中的表现尤为明显。与Fe3+结合后，L的发射波段从370 nm红移到420 nm，并且荧光强度增强约103倍。L的最低检出限为6.04 × 10−8 M，解离常数Kd为1.13 × 10−11 M，这些数据是通过荧光滴定曲线计算得出的。详细的UV-Vis和荧光滴定研究表明，L–Fe3+复合物的结合化学计量比为2:1，并通过1H NMR滴定确认了L与Fe3+复合物之间的结构。随后，红外光谱进一步证明了L–Fe3+复合物的结合方式。
• Chiral and Achiral 1,3,4-Oxadiazolophanes: A New Class of Cyclophanes in Supramolecular Chemistry
  作者：Raja Sebastian、Thirunarayanan Ayyavu、Rajakumar Perumal

  DOI：10.1002/jhet.2308

  日期：2016.5

  The synthesis of novel oxadiazolophanes with chiral (S)‐BINOL and methylene bis‐naphthyl as building blocks has been achieved by one pot reaction with simple and mild condition.

  通过简单和温和的条件下的一锅反应，可以合成具有手性（S）-BINOL和亚甲基双萘基的新型恶二唑烷。
• The First 1,3,4‐Oxadiazole Based Dinuclear Iron(II) Complexes Showing Spin Crossover Behavior with Hysteresis
  作者：Christian Köhler、Eva Rentschler

  DOI：10.1002/ejic.201501278

  日期：2016.5

  Three new dinuclear complexes [FeII2(μ-L)2]X4 (L is the bis-tridentate ligand 2,5-bis[(2-pyridylmethyl)amino]methyl}-1,3,4-oxadiazole and X = ClO4–, BF4– and CF3SO3–) have been synthesized and fully characterized by single-crystal X-ray diffraction, Mossbauer spectroscopy and magnetic susceptibility measurements. Upon cooling, a trapped [high-spin–low-spin] state of the iron(II) centres is detected

  三个新的双核配合物 [FeII2(μ-L)2]X4（L 是双三齿配体 2,5-bis[(2-pyridylmethyl)amino]methyl}-1,3,4-oxadiazole and X = ClO4 –、BF4– 和 CF3SO3–) 已经合成并通过单晶 X 射线衍射、穆斯堡尔光谱和磁化率测量进行了充分表征。冷却后，检测到铁（II）中心的被困[高自旋-低自旋]状态。根据反离子，发现明显的热滞后。在一种情况下，可以观察到伴随自旋跃迁的空间群变化。这是第一个显示基于恶二唑配体的自旋交叉的系统。
• L-cysteine recognition triggered by Zn2+ complexation with ligand
  作者：Min Joung Kim、Hemant Sharma、Narinder Singh、Doo Ok Jang

  DOI：10.1016/j.inoche.2013.08.006

  日期：2013.10

  A new type of benzimidazole-based imine-linked fluorescence chemosensor for Zn2+ was synthesized. Coordination of Zn2+ with the receptor led to enhanced fluorescence while other metals quenched the receptor fluorescence. The resulting complex had a supramolecular assembly with a 1:1 host-guest ratio with variable size. The (1.Zn2+)(n) assembly showed high selectivity towards the complexation of L-cysteine even in the presence of other potentially competitive biologically important anionic species. (C) 2013 Elsevier B.V. All rights reserved.