1,1-dichloro-2,2-bis(2,4-dimethoxyphenyl)ethene | 116045-96-6

• 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: 1,1-dichloro-2,2-bis(2,4-dimethoxyphenyl)ethene
• 英文别名: 1-[2,2-dichloro-1-(2,4-dimethoxyphenyl)ethenyl]-2,4-dimethoxybenzene
• CAS: 116045-96-6
• 化学式: C₁₈H₁₈Cl₂O₄
• 分子量: 369.245
• InChiKey: KSVNVQZKRFDCAM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.92
• 重原子数：
  24.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  36.92
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  1,1,1-trichloro-2,2-bis(2,4-dimethoxyphenyl)ethane 在 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 96.0h， 以45%的产率得到1,1-dichloro-2,2-bis(2,4-dimethoxyphenyl)ethene
  参考文献：
  名称：

  甲醇促进某些1,1,1-三氯-2,2-双（苯基取代）乙烷乙烷消除反应的动力学研究

  摘要：

  研究了一些1,1,1-三氯-2,2-双（苯基取代）乙烷（1）的甲醇盐促进的消除反应。的邻位被发现是比相应的反应性较低的取代衍生物邻-未被取代的衍生物，不论其取代基的性质。反应性数据与1,1,1,1-三氯-2,2-双（苯基取代）乙烷或1,1-二氯-2,2-bis的C-β的13 C NMR化学位移值相关（苯基取代的）乙烯，对于前一种相关性获得了更好的结果。由甲醇盐促进消除1的活化参数显示出与邻位非常相似的值取代的衍生物。即使没有说服力，总数据集似乎也更能说明不可逆的E 1 cB机制。版权所有©2001 John Wiley＆Sons，Ltd.

  DOI：

  10.1002/poc.459

文献信息

• Novel friedel - crafts reactions of some arenes
  作者：Shashi B. Mahato、Nirup B. Mandal、Anil K. Pal、Swapan K. Mitra

  DOI：10.1016/s0040-4020(01)90320-5

  日期：1987.1

  electrophilicity of the acyl carbonyl of the initially formed acylated product. Higher molar proportion of the arene and sometimes elevated temperature are necessary for generation of the products. The reaction pathway has been shown to be incluenced by the formation of the possible complex of AlCl3 and dichloro-acetylchloride with the groups adjacent to the dichloroacetyl function, especially at higher

  的芳烃的新颖二次Friedel-Crafts酰化产物，二甲基间苯二酚，米二甲苯，米-methylanisole和米使用二氯乙酰氯和无水氯化铝-chlorotoluene 3中描述。已经显示出意外产物的形成取决于芳烃的亲核性和最初形成的酰化产物的酰基羰基的亲电子性。生成产物需要较高的芳烃摩尔比例，有时需要升高的温度。已显示出可能的AlCl 3络合物的形成包含了反应途径和具有与二氯乙酰基相邻的基团的二氯乙酰氯，特别是在较高温度下。Dimethylresorcinol产生了独特的产品4，5，6，7和9和米二甲苯，米-methylanisole和米-chlorotoluene配料10，13和15分别。讨论了负责生成产品并合理化其形成的电子因素。
• Kinetic study of base-promoted elimination reactions of some 1,1,1-trihalo-2,2-bis(dimethoxyphenyl)ethanes in alcoholic solutions
  作者：Gianfranco Fontana、Vincenzo Frenna、Michelangelo Gruttadauria、Maria Concetta Natoli、Renato Noto

  DOI：10.1002/(sici)1099-1395(199801)11:1<54::aid-poc972>3.0.co;2-d

  日期：1998.1

  The base-promoted elimination reactions of 1,1,1-trichloro-2,2-bis(dimethoxyphenyl) ethanes were investigated. The bis(3,4-dimethoxyphenyl)ethane was found to be more reactive than the bis(2,5-dimethoxyphenyl)ethane and the latter more reactive than the bis(2,4-dimethoxyphenyl)ethane. Kinetic data relative to 1,1,1-trihalo(chloro or bromo)-2,2-bis(3,4-dimethoxyphenyl)ethanes show that the tribromo reacts faster than trichloro derivative and that the reactions are general-base promoted with Bronsted beta values of about 0.6. A kinetic isotope effect, with k(H)/k(D) ratio ranging from 3.5 to 5.7, for the base-promoted elimination reaction of 1,1,1-trichloro-2,2-bis(3,4-dimethoxyphenyl)ethane was found. Tunneling occurs for methoxide and ethoxide ion-promoted eliminations. Activation parameters for alkoxy-promoted elimination show a similar trend for chloride and bromide derivatives. The data collected seem to confirm that there is contiguity between E1cB(irr) and E2 mechanisms. (C) 1998 John Wiley & Sons, Ltd.
• MAHATO, SHASHI B.;MANDAL, NIRUP B.;PAL, ANIL K.;MAITRA, SWAPAN K., TETRAHEDRON, 43,(1987) N 19, 4439-4445
  作者：MAHATO, SHASHI B.、MANDAL, NIRUP B.、PAL, ANIL K.、MAITRA, SWAPAN K.

  DOI：——

  日期：——