1-(3-trifluoromethylphenoxy)-2-butanol | 139478-58-3

• 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-(3-trifluoromethylphenoxy)-2-butanol
• 英文别名: 2-Butanol, 1-[3-(trifluoromethyl)phenoxy]-；1-[3-(trifluoromethyl)phenoxy]butan-2-ol
• CAS: 139478-58-3；179186-90-4
• 化学式: C₁₁H₁₃F₃O₂
• 分子量: 234.218
• InChiKey: LKDLJNRBLNAIDF-UHFFFAOYSA-N

物化性质

• 沸点：
  278.9±40.0 °C(Predicted)
• 密度：
  1.205±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-(3-trifluoromethylphenoxy)-2-butanol 在 吡啶 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 1-[3-(trifluoromethyl)phenoxy]butan-2-yl N-phenylcarbamate
  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 、 间三氟甲基苯酚 在 lithium hydroxide monohydrate 作用下， 以 乙酸乙酯 为溶剂， 生成 1-(3-trifluoromethylphenoxy)-2-butanol
  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
• 作为试剂：
  描述：

  间三氟甲基苯酚 、 1,2-环氧丁烷 、 单水氢氧化锂 在 水 、 Sodium sulfate-III 、 1-(3-trifluoromethylphenoxy)-2-butanol 作用下， 以 乙酸乙酯 为溶剂， 反应 16.0h， 以the desired product 1-(3-trifluoromethylphenoxy)-2-butanol is obtained in a yield of 54.0 g and in high purity的产率得到1-(3-trifluoromethylphenoxy)-2-butanol
  参考文献：
  名称：

  Carbamate herbicides

  摘要：

  公式（I）中的替代N-苯基和N-杂环烷基氨基甲酸酯，其中Q是群（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; 或者Z和R在苯环的2-和3-位置上形成一个群-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，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为群（1）或（2），则m为1;其对映异构体和对映体表现出前和后出现的除草特性。描述了这些化合物的制备以及它们作为除草活性成分的用途。

  公开号：

  US05831114A1

文献信息

• Substituted benzyl carbamates and their use as herbicides
  申请人：ICI Americas Inc.

  公开号：US05194661A1

  公开（公告）日：1993-03-16

  Substituted benzyl carbamates of the formula ##STR1## in which: R is a member selected from the group consisting of halogen, trifluoromethyl, cyano, NO.sub.2, C.sub.1 -C.sub.3 haloalkyloxy, phenoxy, pyridyloxy, and substituted phenoxy and substituted pyridyloxy substituted with one or more members of the group consisting of halogen and trifluoromethyl; R.sub.1 is C.sub.1 -C.sub.4 alkyl; and R.sub.2 is a member selected from the group consisting of pyridyl, phenyl and substituted pyridyl and substituted phenyl substituted with one or more of the group consisting of H, cyano, halogen,C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy and C.sub.1 -C.sub.4 haloalkyl; and their use as herbicides are disclosed herein.

  该公式的取代苄基氨基甲酸酯：其中：R是从卤素、三氟甲基、氰基、NO.sub.2、C.sub.1-C.sub.3卤代烷氧基、苯氧基、吡啶氧基、以及取代苯氧基和取代吡啶氧基中选择的一种成员，且取代苯氧基和取代吡啶氧基被取代为由卤素和三氟甲基组成的一种或多种成员；R.sub.1是C.sub.1-C.sub.4烷基；R.sub.2是从吡啶基、苯基、以及取代吡啶基和取代苯基中选择的一种成员，取代为由H、氰基、卤素、C.sub.1-C.sub.4烷基、C.sub.1-C.sub.4烷氧基和C.sub.1-C.sub.4卤代烷基中的一种或多种成员；以及其作为除草剂的用途在此披露。
• 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 alkyl carbamates and their use as herbicides
  申请人：Imperial Chemical Industries plc

  公开号：US05078783A1

  公开（公告）日：1992-01-07

  Substituted 1-alkyl carbamates of the formula ##STR1## in which: R is a member selected from the group consisting of halogen, trifluoromethyl, cyano, NO.sub.2 and C.sub.1 -C.sub.3 haloalkyloxy; R.sub.1 is selected from the group consisting of C.sub.1 -C.sub.4 alkyl and C.sub.1 -C.sub.4 haloalkyl; and R.sub.2 is selected from the group consisting of H, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 alkoxyalkyl, C.sub.1 -C.sub.4 haloalkyl and C.sub.1 -C.sub.4 alkenyl; and their use as herbicides is disclosed herein.

  化学式为##STR1##的1-烷基氨基甲酸酯，其中：R为从卤素、三氟甲基、氰基、NO.sub.2和C.sub.1 -C.sub.3卤代烷氧基组成的基团中选取的成员；R.sub.1选自由C.sub.1 -C.sub.4烷基和C.sub.1 -C.sub.4卤代烷基组成的基团中选取的成员；R.sub.2选自H、C.sub.1 -C.sub.4烷基、C.sub.1 -C.sub.4烷氧基、C.sub.1 -C.sub.4烷氧基烷基、C.sub.1 -C.sub.4卤代烷基和C.sub.1 -C.sub.4烯基组成的基团；并且本文中公开了它们作为除草剂的用途。
• Substituted phenyl carbamates and their use as herbicides
  申请人：——

  公开号：US05099059A1

  公开（公告）日：1992-03-24

  Substituted phenyl carbamates of the formula ##STR1## in which: R is a member selected from the group consisting of halogen, trifluoromethyl, cyano, NO.sub.2 and C.sub.1 -C.sub.3 haloalkyloxy; R.sub.1 is methyl or ethyl; R.sub.2 is independently selected from the group consisting of H, cyano, halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy and C.sub.1 -C.sub.4 haloalkyl; and n is the number of R.sub.2 substituents other than hydrogen and equals 1-5; and their use as herbicides are disclosed herein.

  公开了公式为##STR1##的取代苯基氨基甲酸酯，其中：R是从卤素、三氟甲基、氰基、NO.sub.2和C.sub.1-C.sub.3卤代烷氧基组成的群体中选择的成员；R.sub.1是甲基或乙基；R.sub.2独立地选自H、氰基、卤素、C.sub.1-C.sub.4烷基、C.sub.1-C.sub.4烷氧基和C.sub.1-C.sub.4卤代烷基组成的群体；n是除氢外的R.sub.2取代基的数量，等于1-5；以及其作为除草剂的用途在此披露。
• Complex catalyst, process for producing the complex catalyst, and process for producing alchohol derivative with the complex catalyst
  申请人：——

  公开号：US20040077487A1

  公开（公告）日：2004-04-22

  There are provided (asymmetric) complex catalysts comprising metal complexes and Lewis acids as components, the metal complex being of formula (1): 1 wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 and R 8 are the same or different and are independently hydrogen, halogen, alkyl or the like; one of R 9 and R 10 is hydrogen and the other is alkyl of 1 to 4 carbon atoms or the like; Q is a single bond or alkylene of 1 to 4 carbon atoms; M is a metal ion; and A is a balancing counter ion or ligand; processes for the production of these complex catalysts; processes for the production of (optically active) alcohol derivatives, characterized in that cyclic ether compounds are reacted with phenol derivatives in the presence of these complex catalysts; and further processes for producing (optically active) nitrogen-containing heterocyclic compounds by reacting these alcohol derivatives with halogenated nitrogen-containing heterocyclic compounds in the presence of a base.

  提供了由金属配合物和路易斯酸组成的（不对称的）复杂催化剂，其中金属配合物的化学式为（1）：1其中R1、R2、R3、R4、R5、R6、R7和R8相同或不同，独立地是氢、卤素、烷基或类似物；R9和R10中的一个是氢，另一个是1至4个碳原子的烷基或类似物；Q是单键或1至4个碳原子的烷基；M是金属离子；A是平衡的反离子或配体；制备这些复杂催化剂的方法；制备（光学活性的）醇衍生物的方法，其特征在于在这些复杂催化剂的存在下，环氧化合物与酚衍生物反应；以及在碱的存在下，通过将这些醇衍生物与卤素化的含氮杂环化合物反应，制备（光学活性的）含氮杂环化合物的进一步方法。