1,1-dichloro-2,2-bis-(5-chloro-2-methoxy-phenyl)-ethane | 35374-20-0

• 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-(5-chloro-2-methoxy-phenyl)-ethane
• 英文别名: 1,1-Dichlor-2,2-bis-(5-chlor-2-methoxy-phenyl)-aethan；4-Chloro-2-[2,2-dichloro-1-(5-chloro-2-methoxyphenyl)ethyl]-1-methoxybenzene
• CAS: 35374-20-0
• 化学式: C₁₆H₁₄Cl₄O₂
• 分子量: 380.098
• InChiKey: OFFHYWWEYNAESE-UHFFFAOYSA-N

物化性质

• 熔点：
  172-174 °C(Solv: methanol (67-56-1))
• 沸点：
  474.4±45.0 °C(Predicted)
• 密度：
  1.351±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  2.0
• 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：

  1,1-dichloro-2,2-bis-(5-chloro-2-methoxy-phenyl)-ethane 在 氢氧化钾 作用下， 以 甲醇 为溶剂， 生成
  参考文献：
  名称：

  Alkenylidene bisphenols, a new class of bisphenol bactericide

  摘要：

  Alkenylidene bisphenols are prepared by condensation of an appropriate phenol with a haloacetaldehyde, followed by base-induced elimination, or by condensation of the corresponding aryl methyl ether, elimination, and deprotection of the phenol with boron tribromide. The resulting compounds may be further elaborated by reactions on the aromatic nucleus. A series of 13 such compounds showed activity against Staphylococcus aureus; the most active was 1,1-dichloro-2-(3-allyl-5-chloro-2-hydroxphenyl)-2-(5-chloro-2-hydroxyphenyl)ethylene (16), MIC 0.16 microgram/mL. 1,1-Dichloro-2,2-bis(5-chloro-2-hydroxyphenyl)ethylene (6) was similar in its activity and spectrum to hexachlorophene.

  DOI：

  10.1021/jm00194a022
• 作为产物：
  描述：

  4-氯-1-甲氧基-2-[2,2,2-三氯-1-(5-氯-2-甲氧基苯基)乙基]苯 以 环己烷 为溶剂， 生成 1,1-dichloro-2,2-bis-(5-chloro-2-methoxy-phenyl)-ethane
  参考文献：
  名称：

  The Photodecomposition of an Analogue of DDT

  摘要：

  1,1,1-三氯-2,2-双(5'-氯-2'-甲氧基苯基)乙烷（MPA）的光解反应在溶液和固态中均以激发光>300nm进行。固态光解产物主要为HCl和1,1-二氯-2,2-双(5'-氯-2'-甲氧基苯基)乙烯（MPE）、5,5'-氯-2,2'-甲氧基苯酮（MPO）、1,1-二氯-2,2-双(5'-氯-2'-甲氧基苯基)乙烷（MPD）和1-氯-2,2-双(5'-氯-2'-甲氧基苯基)乙烷（MPC）。在液态和氧气存在的情况下，光解反应会产生许多产物，主要产物除了HCl外还有MPE、MPD、MPC和MPO。在液态无氧气存在的情况下，只观察到HCl、MPD、MPC和MPE。在无氧气的光解反应中，MPD和MPC的产量比MPE大。初步调查表明，λ>300nm的MPE也会光解。加拿大农业部的检查表明，MPA是一种杀虫剂，尽管可能不像DDT那样有效。

  DOI：

  10.1139/v72-009

文献信息

• Alkenylidene bisphenols, a new class of bisphenol bactericide
  作者：Robert A. Conradi、James C. Vander Wyk、Stephen B. Bowlus

  DOI：10.1021/jm00194a022

  日期：1979.8

  Alkenylidene bisphenols are prepared by condensation of an appropriate phenol with a haloacetaldehyde, followed by base-induced elimination, or by condensation of the corresponding aryl methyl ether, elimination, and deprotection of the phenol with boron tribromide. The resulting compounds may be further elaborated by reactions on the aromatic nucleus. A series of 13 such compounds showed activity against Staphylococcus aureus; the most active was 1,1-dichloro-2-(3-allyl-5-chloro-2-hydroxphenyl)-2-(5-chloro-2-hydroxyphenyl)ethylene (16), MIC 0.16 microgram/mL. 1,1-Dichloro-2,2-bis(5-chloro-2-hydroxyphenyl)ethylene (6) was similar in its activity and spectrum to hexachlorophene.
• The Photodecomposition of an Analogue of DDT
  作者：H. J. Liu、P. J. Silk、I. Unger

  DOI：10.1139/v72-009

  日期：1972.1.1

  The photodecomposition of 1,1,1-trichloro-2,2-bis(5′-chloro-2′-methoxyphenyl)ethane (MPA) has been carried out both in solution and solid phase with exciting light > 300 nm. The major products of the solid phase photolyses are HCl and 1,1-dichloro-2,2-bis(5′-chloro-2′-methoxyphenyl)ethylene (MPE), 5,5′-chloro-2,2′-methoxybenzophenone (MPO), 1,1-dichloro-2,2-bis(5′-chloro-2′-methoxyphenyl)ethane (MPD), and 1-chloro-2,2-bis(5′-chloro-2′-methoxyphenyl)ethane (MPC). In liquid phase and in the presence of O₂ the photodecomposition yields many products, the major ones, in addition to HCl, being MPE, MPD, MPC, and MPO. In the absence of O₂ in liquid phase only HCl, MPD, MPC, and MPE were observed. In the O₂ free photolysis MPD and MPC are produced in larger quantity than MPE. A preliminary investigation has shown that MPE irradiated at λ > 300 nm also photodecomposes. A check carried out by the Canada Department of Agriculture indicates that MPA is a pesticide although it may not be as effective as DDT.

  1,1,1-三氯-2,2-双(5'-氯-2'-甲氧基苯基)乙烷（MPA）的光解反应在溶液和固态中均以激发光>300nm进行。固态光解产物主要为HCl和1,1-二氯-2,2-双(5'-氯-2'-甲氧基苯基)乙烯（MPE）、5,5'-氯-2,2'-甲氧基苯酮（MPO）、1,1-二氯-2,2-双(5'-氯-2'-甲氧基苯基)乙烷（MPD）和1-氯-2,2-双(5'-氯-2'-甲氧基苯基)乙烷（MPC）。在液态和氧气存在的情况下，光解反应会产生许多产物，主要产物除了HCl外还有MPE、MPD、MPC和MPO。在液态无氧气存在的情况下，只观察到HCl、MPD、MPC和MPE。在无氧气的光解反应中，MPD和MPC的产量比MPE大。初步调查表明，λ>300nm的MPE也会光解。加拿大农业部的检查表明，MPA是一种杀虫剂，尽管可能不像DDT那样有效。