[2-(3-chlorophenoxy)-1-ethyl]ethanol | 157943-97-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: [2-(3-chlorophenoxy)-1-ethyl]ethanol
• 英文别名: 1-(3-Chlorophenoxy)-2-Butanol；1-(3-chlorophenoxy)butan-2-ol
• CAS: 157943-97-0
• 化学式: C₁₀H₁₃ClO₂
• 分子量: 200.665
• InChiKey: WGYVVPPSQMRBJN-UHFFFAOYSA-N

物化性质

• 沸点：
  301.6±17.0 °C(Predicted)
• 密度：
  1.161±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  [2-(3-chlorophenoxy)-1-ethyl]ethanol 在 吡啶 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 27.0h， 生成 O-[2-(3-chlorophenoxy)-1-ethyl]ethyl-N-benzylcarbamate
  参考文献：
  名称：

  Phytoene Desaturase Inhibition by O-(2-Phenoxy)ethyl-N-aralkylcarbamates

  摘要：

  O-[1-Ethyl-2-(3-trifluoromethylphenoxy)]ethyl-N-benzylcarbamate exhibits a marked inhibition of carotenoid biosynthesis. Forty-one analogues were synthesized and assayed for plant-type phytoene desaturase (PDS) and zeta-carotene desaturase (ZDS) inhibition in a cell-free system using recombinant enzymes obtained from Escherichia coli transformants. The target enzyme of all carbamates synthesized in this study is PDS and not ZDS; no inhibition of ZDS was observed using a 10(-4) M inhibitor concentration. Four compounds, O-[1-ethyl-2-(3-trifluoromethylphenoxy)]ethyl-N-(2-phenylethyl)carbamate (23), O-[1-ethyl-2-(3-trifluoromethylphenoxy)]ethyl-N-(2-chlorobenzyl)carbamate (25), O-[1-ethyl-2-(3-trifluoromethylphenoxy)]ethyl-N-(2-chlorobenzyl)carbamate (26), and a[1-methyl-2(3-trifluoromethylphenoxy)]ethyl-N-benzylcarbamate (30), were the most potent PDS inhibitors. Their p/(50) values, the negative logarithms of the molar concentration that produces a 50% inhibition, were 7.5, representing the same inhibitory activity as norflurazon. With respect to a structure-activity relationship the oxygen atom of the phenoxy group and a carbamate structure in O-(1-ethyl-2-phenoxy) ethyl-N-aralkylcarbamates studied were found to be essential for strong PDS inhibitors. Also, introduction of an ethyl group at the alpha-position of the ethylene bridge between the phenoxy group and the carbamate was important for a strong PDS inhibitor. Substituents at the 2- and/or 3-position of the phenoxybenzene ring were found to be favorable to a strong PDS inhibition of the analogues.

  DOI：

  10.1021/jf0262413
• 作为产物：
  描述：

  1,2-环氧丁烷 、 3-氯苯酚 在 lithium hydroxide monohydrate 作用下， 生成 [2-(3-chlorophenoxy)-1-ethyl]ethanol
  参考文献：
  名称：

  Carbamate herbicides

  摘要：

  式(I)中的N-苯基和N-杂环烷基氨基甲酸酯，其中Q是基团(1)、(2)或(3)；R是卤素、三氟甲基、氰基、硝基或C.sub.1-C.sub.3卤代烷氧基；Z是氢或卤素；或Z和R在苯环的2-和3-位置一起形成基团--OCF.sub.2 O--；R.sub.1是C.sub.1-C.sub.5烷基；R.sub.2、R.sub.3、R.sub.4和R.sub.5，彼此独立地，是氢、甲基或乙基；X是氧、硫、--SO--或--SO.sub.2--，Y是氢、卤素、C.sub.1-C.sub.3烷基、C.sub.1-C.sub.3卤代烷基、C.sub.1-C.sub.3烷氧基或氰基；n为0、1或2；n.sub.1为0或1；m为0或1，但若Q为基团(1)或(2)，则m为1；其对映异构体具有除草前后性能。描述了这些化合物的制备和它们作为除草活性成分的用途。

  公开号：

  US05831114A1

文献信息

• Substituted benzyl carbamates with herbicial properties
  申请人：Ciba-Geigy Corporation

  公开号：US05399545A1

  公开（公告）日：1995-03-21

  Substituted benzyl carbamates of formula I ##STR1## wherein R is halogen, trifluoromethyl, cyano, nitro or C.sub.1 -C.sub.3 haloalkoxy; Z is hydrogen or halogen; or Z and R together in 2- and 3-position of the phenyl ring form the group --OCF.sub.2 O--; R.sub.1 is C.sub.1 -C.sub.5 alkyl; wherein in case R and Z together in 2- and 3-position of the phenyl ring form the group --OCF.sub.2 --, R.sub.2 and R.sub.3 are each independently of the other hydrogen, methyl or ethyl; and in case R is halogen, trifluoromethyl, cyano, nitro or C.sub.1 -C.sub.3 haloalkoxy, R.sub.2 is methyl or ethyl; and R.sub.3 is hydrogen, methyl or ethyl; X is oxygen, sulfur, --SO-- or --SO.sub.2 --; Y is hydrogen, halogen, C.sub.1 -C.sub.3 alkyl, C.sub.1 -C.sub.3 haloalkyl, C.sub.1 -C.sub.3 alkoxy or cyano; and n is 0, 1 or 2; and the diastereoisomers thereof, have pre- and postemergence herbicidal properties. The preparation of these compounds and the use thereof as herbicides are described.

  式I的取代苄基氨基甲酸酯其中R为卤素、三氟甲基、氰基、硝基或C.sub.1-C.sub.3卤代烷氧基；Z为氢或卤素；或Z和R在苯环的2-和3-位形成--OCF.sub.2 O--基团；R.sub.1为C.sub.1-C.sub.5烷基；其中如果R和Z在苯环的2-和3-位形成--OCF.sub.2--基团，则R.sub.2和R.sub.3分别独立地为氢、甲基或乙基；如果R为卤素、三氟甲基、氰基、硝基或C.sub.1-C.sub.3卤代烷氧基，则R.sub.2为甲基或乙基；而R.sub.3为氢、甲基或乙基；X为氧、硫、--SO--或--SO.sub.2--；Y为氢、卤素、C.sub.1-C.sub.3烷基、C.sub.1-C.sub.3卤代烷基、C.sub.1-C.sub.3烷氧基或氰基；n为0、1或2；及其对映异构体，具有前、后除草性能。描述了这些化合物的制备以及其用作除草剂的用途。
• SUBSTITUTED BENZYL CARBAMATES WITH HERBICIDAL PROPERTIES
  申请人：Novartis AG

  公开号：EP0625139B1

  公开（公告）日：1997-04-16
• CARBAMATE HERBICIDES
  申请人：Novartis AG

  公开号：EP0800518B1

  公开（公告）日：1999-05-06
• US5399545A
  申请人：——

  公开号：US5399545A

  公开（公告）日：1995-03-21
• US5831114A
  申请人：——

  公开号：US5831114A

  公开（公告）日：1998-11-03