5-(trifluoromethyl)benzoxadiazole | 541539-79-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶二唑类
• 英文名称: 5-(trifluoromethyl)benzoxadiazole
• 英文别名: 5-(Trifluoromethyl)-2,1,3-benzoxadiazole
• CAS: 541539-79-1
• 化学式: C₇H₃F₃N₂O
• mdl: MFCD03094538
• 分子量: 188.109
• InChiKey: NPNSLWNYSKEJOT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.142
• 拓扑面积：
  38.9
• 氢给体数：
  0
• 氢受体数：
  6

安全信息

• 海关编码：
  2934999090

反应信息

• 作为反应物：
  描述：

  5-(trifluoromethyl)benzoxadiazole 、 bis(4-methylphenyl)iodonium trifluoromethanesulfonate 在 copper(I) bromide 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 24.0h， 以53%的产率得到3-methyl-7-(trifluoromethyl)phenazine 5-oxide
  参考文献：
  名称：

  铜催化苯并恶二唑与二芳基碘鎓盐的π-核演化，用于区域选择性合成吩嗪骨架。

  摘要：

  由苯并恶二唑和二芳基碘鎓盐实现了铜催化的吩嗪N-氧化物的区域选择性合成。该过程通过苯并恶二唑与二芳基碘鎓盐的亲电芳基化反应开始，然后进行苯并环化反应。容易将原位N-氧化物进一步还原为吩嗪支架并偏离有机荧光材料。

  DOI：

  10.1021/acs.orglett.8b01748
• 作为产物：
  描述：

  4-氨基-3-硝基三氟甲苯 在 sodium hypochlorite 、 potassium hydroxide 、 亚磷酸三乙酯 作用下， 以 四氢呋喃 、 乙醇 、 水 为溶剂， 反应 7.0h， 生成 5-(trifluoromethyl)benzoxadiazole
  参考文献：
  名称：

  铜催化苯并恶二唑与二芳基碘鎓盐的π-核演化，用于区域选择性合成吩嗪骨架。

  摘要：

  由苯并恶二唑和二芳基碘鎓盐实现了铜催化的吩嗪N-氧化物的区域选择性合成。该过程通过苯并恶二唑与二芳基碘鎓盐的亲电芳基化反应开始，然后进行苯并环化反应。容易将原位N-氧化物进一步还原为吩嗪支架并偏离有机荧光材料。

  DOI：

  10.1021/acs.orglett.8b01748

文献信息

• Compound and electronic device
  申请人：SUMITOMO CHEMICAL COMPANY, LIMITED

  公开号：US10777746B2

  公开（公告）日：2020-09-15

  Compound comprising structural units represented by formula (1) and formula (2): wherein X1, X2, X3 and X4 are the same or mutually different and represent a nitrogen atom or ═CH—; Y1 and Y2 are the same or mutually different and represent a sulfur atom, an oxygen atom, a selenium atom, —N(R1)— or —CR2═CR3—; R1, R2 and R3 are the same or mutually different and represent a hydrogen atom, a halogen atom, an amino group, a cyano group or a monovalent organic group; W1 and W3 are the same or mutually different and represent a halogen atom, a cyano group or a monovalent organic group; W2 and W4 are the same or mutually different and represent a hydrogen atom, a halogen atom, a cyano group or a monovalent organic group. The structural unit represented by formula (1) and the structural unit represented by formula (2) are not the same.

  由式（1）和式（2）代表的结构单元组成的化合物： 其中X1、X2、X3和X4相同或互异，代表氮原子或═CH-；Y1和Y2相同或互异，代表硫原子、氧原子、硒原子、-N(R1)-或-CR2═CR3-；R1、R2和R3相同或互异，代表氢原子、卤素原子、氨基、氰基或一价有机基团；W1 和 W3 相同或互异，代表卤原子、氰基或一价有机基团； W2 和 W4 相同或互异，代表氢原子、卤原子、氰基或一价有机基团。式 (1) 所代表的结构单元与式 (2) 所代表的结构单元不相同。
• POLYMER COMPOUND
  申请人：Yoshimura Ken

  公开号：US20130026459A1

  公开（公告）日：2013-01-31

  A photoelectric conversion device that contains a polymer compound having a structural unit represented by formula (1) has high photoelectric conversion efficiency. (wherein, X 1 and X 2 are the same or different and represent a nitrogen atom or ═CH—. Y 1 represents a sulfur atom, an oxygen atom, a selenium atom, —N(R 1 )— or —CR 2 ═CR 3 —. R 1 , R 2 and R 3 are the same or different and represent a hydrogen atom or a substituent. W 1 represents a cyano group, a monovalent organic group having a fluorine atom or a halogen atom. W 2 represents a cyano group, a monovalent organic group having a fluorine atom, a halogen atom or a hydrogen atom.)
• COMPOUND AND ELECTRONIC DEVICE
  申请人：SUMITOMO CHEMICAL COMPANY, LIMITED

  公开号：US20160329495A1

  公开（公告）日：2016-11-10

  Compound comprising structural units represented by formula (1) and formula (2): wherein X 1 , X 2 , X 3 and X 4 are the same or mutually different and represent a nitrogen atom or ═CH—; Y 1 and Y 2 are the same or mutually different and represent a sulfur atom, an oxygen atom, a selenium atom, —N(R 1 )— or —CR 2 ═CR 3 —; R 1 , R 2 and R 3 are the same or mutually different and represent a hydrogen atom, a halogen atom, an amino group, a cyano group or a monovalent organic group; W 1 and W 3 are the same or mutually different and represent a halogen atom, a cyano group or a monovalent organic group; W 2 and W 4 are the same or mutually different and represent a hydrogen atom, a halogen atom, a cyano group or a monovalent organic group. The structural unit represented by formula (1) and the structural unit represented by formula (2) are not the same.
• US9601695B2
  申请人：——

  公开号：US9601695B2

  公开（公告）日：2017-03-21
• Cu-Catalyzed π-Core Evolution of Benzoxadiazoles with Diaryliodonium Salts for Regioselective Synthesis of Phenazine Scaffolds
  作者：Jinyu Sheng、Ru He、Jie Xue、Chao Wu、Juan Qiao、Chao Chen

  DOI：10.1021/acs.orglett.8b01748

  日期：2018.8.3

  The Cu-catalyzed regioselective synthesis of phenazine N-oxides was realized from benzoxadiazoles and diaryliodonium salts. The process was initiated by the electrophilic arylation of benzoxadiazoles with diaryliodonium salts and followed by benzocyclization reactions. The further reduction of N-oxides in situ to phenazine scaffolds and deviation to organic fluorescent materials were readily accomplished

  由苯并恶二唑和二芳基碘鎓盐实现了铜催化的吩嗪N-氧化物的区域选择性合成。该过程通过苯并恶二唑与二芳基碘鎓盐的亲电芳基化反应开始，然后进行苯并环化反应。容易将原位N-氧化物进一步还原为吩嗪支架并偏离有机荧光材料。