5,6-bis(bromomethyl)-4,7-diphenylisobenzofuran-1,3-dione | 1354036-05-7

• 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: 5,6-bis(bromomethyl)-4,7-diphenylisobenzofuran-1,3-dione
• 英文别名: 5,6-Bis(bromomethyl)-4,7-diphenyl-2-benzofuran-1,3-dione
• CAS: 1354036-05-7
• 化学式: C₂₂H₁₄Br₂O₃
• 分子量: 486.159
• InChiKey: IKVYEQUQXCSSOH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5,6-bis(bromomethyl)-4,7-diphenylisobenzofuran-1,3-dione 、 足球烯 在 18-冠醚-6 、 potassium iodide 作用下， 以 甲苯 为溶剂， 反应 14.0h， 以32%的产率得到65,71-Diphenyl-68-oxatetratriacontacyclo[62.7.0.03,58.03,62.04,20.05,57.06,18.07,55.08,17.09,53.010,15.011,52.012,49.013,47.014,44.016,43.019,42.021,41.022,62.023,39.024,61.025,37.026,35.027,60.028,33.029,59.030,56.031,54.032,51.034,50.036,48.038,46.040,45.066,70]henheptaconta-1(64),4(20),5(57),6(18),7(55),8(17),9(53),10(15),11,13,16(43),19(42),21(41),22,24(61),25,27(60),28,30(56),31(54),32,34,36,38(46),39,44,47,49,51,58,65,70-dotriacontaene-67,69-dione
  参考文献：
  名称：

  Probing Intramolecular CH−π Interactions in o-Quinodimethane Adducts of [60]Fullerene Using Variable Temperature NMR

  摘要：

  Several o-quinodimethane adducts of [60]fullerene were synthesized and their intramolecular aryl CH-fullerene pi interactions were studied using variable temperature-NMR (VT-NMR). Evaluation of the rate constants associated with the first-order transition states for cyclohexene boat-to-boat inversions enables quantification of Delta G(double dagger) values for each inversion. A comparison between two constitutional isomers, only one of which is capable of intramolecular CH-pi interactions, provides a lower limit of 0.95 kcal/mol for each aryl CH-fullerene pi interaction.

  DOI：

  10.1021/jo201921h
• 作为产物：
  描述：

  4,5-Dimethyl-3,6-diphenyl-phthalsaeureanhydrid 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 54.0h， 以88%的产率得到5,6-bis(bromomethyl)-4,7-diphenylisobenzofuran-1,3-dione
  参考文献：
  名称：

  Probing Intramolecular CH−π Interactions in o-Quinodimethane Adducts of [60]Fullerene Using Variable Temperature NMR

  摘要：

  Several o-quinodimethane adducts of [60]fullerene were synthesized and their intramolecular aryl CH-fullerene pi interactions were studied using variable temperature-NMR (VT-NMR). Evaluation of the rate constants associated with the first-order transition states for cyclohexene boat-to-boat inversions enables quantification of Delta G(double dagger) values for each inversion. A comparison between two constitutional isomers, only one of which is capable of intramolecular CH-pi interactions, provides a lower limit of 0.95 kcal/mol for each aryl CH-fullerene pi interaction.

  DOI：

  10.1021/jo201921h