1,4-bis-((3,5-dimethylphenoxy)methyl)benzene | 37621-76-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1,4-bis-((3,5-dimethylphenoxy)methyl)benzene
• 英文别名: 1,4-Bis[(3,5-dimethylphenoxy)methyl]benzene；1-[[4-[(3,5-dimethylphenoxy)methyl]phenyl]methoxy]-3,5-dimethylbenzene
• CAS: 37621-76-4
• 化学式: C₂₄H₂₆O₂
• 分子量: 346.469
• InChiKey: MDKINCGSRZNBOS-UHFFFAOYSA-N

物化性质

• 沸点：
  503.1±45.0 °C(Predicted)
• 密度：
  1.069±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,4-bis-((3,5-dimethylphenoxy)methyl)benzene 在 四氯化碳 、 N-氯代丁二酰亚胺 、 三乙胺 、 过氧化苯甲酰 作用下， 以 乙腈 为溶剂， 反应 60.0h， 生成 1,4-bis((3,5-bis(triethylmethyleneammonium chloride)phenoxy)methyl)benzene
  参考文献：
  名称：

  New soluble multi-site phase transfer catalysts and their catalysis for dichlorocarbene addition to citronellal assisted by ultrasound—A kinetic study

  摘要：

  Two new soluble multi-site phase transfer catalysts (MPTCs), viz., 1,4-bis-(triethylmethylene ammonium chloride)-2,5-dimethyl benzene (BTMACD) containing di-site and 1.4-bis((3,5-bis(triethylmethyleneammonium chloride)phenoxy)methyl)benzene (TEMACPB) containing tetra-site were prepared and proved by FT-IR, H-1 NMR, C-13 NMR, mass and elemental analysis. The enhancement of C-N peak intensity at 1179 cm(-1) noticed in FT-IR, the agreement of m/z values, viz., 405 and 888 for di-site and tetra-site respectively with their theoretical values and the percentage of C. H, N elements noticed in elemental analysis has strongly supported the presence of di-site and tetra-site in the BTMACD and TEMACPB catalysts. Further, the presence of number of active-sites in each catalyst was again confirmed by determining their pseudo-first order rate constant for dichlorocarbene addition to citronellal in the presence of ultrasonic irradiation/mechanical stirring. The comparative study reveals that the k(obs), determined with the combination of ultrasound and mechanical stirring has shown more activity (3 fold) than with their individual effect. Further, the detailed kinetic study performed with superior tetra-site MPTC (TEMACPB) reveals that the k(obs) are dependent with the stirring speed, [substrate]center dot[catalyst]center dot[NaOH] and temperature. Based on the kinetic results, thermodynamic parameters are evaluated and an interfacial mechanism is proposed. (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molcata.2012.05.020
• 作为产物：
  描述：

  对二甲苯 在 四氯化碳 、 N-溴代丁二酰亚胺(NBS) 、 sodium hydroxide 、 过氧化苯甲酰 作用下， 以 甲醇 为溶剂， 反应 36.0h， 生成 1,4-bis-((3,5-dimethylphenoxy)methyl)benzene
  参考文献：
  名称：

  New soluble multi-site phase transfer catalysts and their catalysis for dichlorocarbene addition to citronellal assisted by ultrasound—A kinetic study

  摘要：

  Two new soluble multi-site phase transfer catalysts (MPTCs), viz., 1,4-bis-(triethylmethylene ammonium chloride)-2,5-dimethyl benzene (BTMACD) containing di-site and 1.4-bis((3,5-bis(triethylmethyleneammonium chloride)phenoxy)methyl)benzene (TEMACPB) containing tetra-site were prepared and proved by FT-IR, H-1 NMR, C-13 NMR, mass and elemental analysis. The enhancement of C-N peak intensity at 1179 cm(-1) noticed in FT-IR, the agreement of m/z values, viz., 405 and 888 for di-site and tetra-site respectively with their theoretical values and the percentage of C. H, N elements noticed in elemental analysis has strongly supported the presence of di-site and tetra-site in the BTMACD and TEMACPB catalysts. Further, the presence of number of active-sites in each catalyst was again confirmed by determining their pseudo-first order rate constant for dichlorocarbene addition to citronellal in the presence of ultrasonic irradiation/mechanical stirring. The comparative study reveals that the k(obs), determined with the combination of ultrasound and mechanical stirring has shown more activity (3 fold) than with their individual effect. Further, the detailed kinetic study performed with superior tetra-site MPTC (TEMACPB) reveals that the k(obs) are dependent with the stirring speed, [substrate]center dot[catalyst]center dot[NaOH] and temperature. Based on the kinetic results, thermodynamic parameters are evaluated and an interfacial mechanism is proposed. (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molcata.2012.05.020