methyl 2-<5-<2,6-dichloro-4-(trifluoromethyl)phenoxy>-2-nitrophenoxy>propionate | 76384-06-0

• 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: methyl 2-<5-<2,6-dichloro-4-(trifluoromethyl)phenoxy>-2-nitrophenoxy>propionate
• 英文别名: 5-(2,6-dichloro-4-trifluoromethyl-phenoxy)-2-nitro-α-phenoxy-propionic acid methyl ester；Methyl 2-[5-[2,6-dichloro-4-(trifluoromethyl)phenoxy]-2-nitrophenoxy]propanoate
• CAS: 76384-06-0
• 化学式: C₁₇H₁₂Cl₂F₃NO₆
• 分子量: 454.187
• InChiKey: HKKNTVBTGCEWKF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  29
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  90.6
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  methyl 2-<5-<2,6-dichloro-4-(trifluoromethyl)phenoxy>-2-nitrophenoxy>propionate 在 镍 氢气 、 sodium hydride 作用下， 以 乙醇 为溶剂， 反应 5.33h， 生成 7-<2,6-dichloro-4-(trifluoromethyl)phenoxy>-2,4-dimethyl-2H,4H-1,4-benzoxazin-3-one
  参考文献：
  名称：

  Synthesis of Novel Diphenyl Ether Herbicides

  摘要：

  The benzoxazine derivatives are a new chemical family of diphenyl ether herbicides, which exhibit a strong peroxidizing herbicidal activity on mono- and dicotyledonous species in preemergence and postemergence tests. Twenty derivatives were synthesized, and their herbicidal activity was determined to examine structure-activity relationships. Among the compounds investigated, it was found that the fluorine atom introduction into the trifluoromethylbenzene moiety together with an oxazine ring instead of a nitro group led to the most active herbicide.

  DOI：

  10.1021/jf00055a032
• 作为产物：
  描述：

  2-溴丙酸甲酯 、 5-(2,6-dichloro-4-trifluoromethyl-phenoxy)-2-nitro-phenol 在 potassium carbonate 作用下， 以 水 、 乙腈 为溶剂， 生成 methyl 2-<5-<2,6-dichloro-4-(trifluoromethyl)phenoxy>-2-nitrophenoxy>propionate
  参考文献：
  名称：

  Phenoxycarboxylic acid amide compounds and herbicidal compositions

  摘要：

  公式为 ##STR1## 的苯氧羧酸酰胺化合物，其中 R.sup.1 和 R.sup.2 分别选择氢和甲基，R.sup.3 是氢或含有1至5个碳原子的烷基，R.sup.4 是可选的取代烷氧羰基烷基，氨基羰基烷基或二烷基氨基羰基烷基，苯基或取代苯基，其中取代基至少是由1至4个碳原子的烷基，烷氧基或烷硫基，由2至4个碳原子的羧基烷基，卤素和硝基组成的群体中的至少一个；或R.sup.3 和R.sup.4 与相邻的氮原子一起形成具有多达15个碳原子的单环或双环环，该环可由1至3个每个具有最多4个碳原子的烷基取代，并且该环可以部分不饱和和/或与苯融合；或具有来自氮，氧和硫的进一步杂原子的饱和单环环，该环最多包含8个碳原子，并且该环可以用每个最多2个碳原子的烷基取代一次或两次；或含有最多4个环氮原子的不饱和5元杂环，该环可以用来自最多4个碳原子的烷基，最多4个碳原子的烷氧基，最多4个碳原子的烷硫基，苯基，卤素，卤代甲基，氰基，最多4个碳原子的烷酰基和由2至4个碳原子的羧基烷基组成的群体中的至少一个成员取代，以及X 是氢或氯；具有杰出的除草效果。

  公开号：

  US04500341A1

文献信息

• US4500341A
  申请人：——

  公开号：US4500341A

  公开（公告）日：1985-02-19
• Synthesis of Novel Diphenyl Ether Herbicides
  作者：Motoo Sumida、Shinjiro Niwata、Harukazu Fukami、Takaharu Tanaka、Ko Wakabayashi、Peter Boeger

  DOI：10.1021/jf00055a032

  日期：1995.7

  The benzoxazine derivatives are a new chemical family of diphenyl ether herbicides, which exhibit a strong peroxidizing herbicidal activity on mono- and dicotyledonous species in preemergence and postemergence tests. Twenty derivatives were synthesized, and their herbicidal activity was determined to examine structure-activity relationships. Among the compounds investigated, it was found that the fluorine atom introduction into the trifluoromethylbenzene moiety together with an oxazine ring instead of a nitro group led to the most active herbicide.
• Phenoxycarboxylic acid amide compounds and herbicidal compositions
  申请人：Bayer Aktiengesellschaft

  公开号：US04500341A1

  公开（公告）日：1985-02-19

  Phenoxycarboxylic acid amide compound of the formula ##STR1## wherein R.sup.1 and R.sup.2 are individually selected from hydrogen and methyl, R.sup.3 is hydrogen or alkyl with from 1 to 5 carbon atoms R.sup.4 is optionally substituted alkoxycarbonylalkyl, aminocarbonylalkyl or dialkylaminocarbonylalkyl, phenyl, or substituted phenyl wherein the substituent is at least one of the group consisting of alkyl, alkoxy or alkylthio of from 1 to 4 carbon atoms, carbalkoxy of from 2 to 4 carbon atoms, halogen, and nitro; or R.sup.3 and R.sup.4, together with the adjacent nitrogen atom, form an mono- or bicyclic ring with up to 15 carbon atoms and which is optionally substituted by 1 to 3 alkyl groups of up to 4 carbon atoms each, and which ring may be partially unsaturated and/or benzo-fused; or a saturated mono-cyclic ring of up to 8 carbon atoms and containing a further hetero-atom selected from nitrogen, oxygen and sulfur, which ring is optionally substituted by one or two alkyl groups of up to 2 carbon atoms each; or an unsaturated 5-membered heterocyclic ring containing up to 4 ring nitrogen atoms and which ring is optionally substituted with at least one member of the group consisting of alkyl of up to 4 carbon atoms, alkoxy of up to 4 carbon atoms, alkylthio of up to 4 carbon atoms, phenyl, halogen, halomethyl, cyano, alkanoyl of up to 4 carbon atoms and carbalkoxy of from 2 to 4 carbon atoms; and X is hydrogen or chlorine; are outstandingly effective herbicides.

  公式为 ##STR1## 的苯氧羧酸酰胺化合物，其中 R.sup.1 和 R.sup.2 分别选择氢和甲基，R.sup.3 是氢或含有1至5个碳原子的烷基，R.sup.4 是可选的取代烷氧羰基烷基，氨基羰基烷基或二烷基氨基羰基烷基，苯基或取代苯基，其中取代基至少是由1至4个碳原子的烷基，烷氧基或烷硫基，由2至4个碳原子的羧基烷基，卤素和硝基组成的群体中的至少一个；或R.sup.3 和R.sup.4 与相邻的氮原子一起形成具有多达15个碳原子的单环或双环环，该环可由1至3个每个具有最多4个碳原子的烷基取代，并且该环可以部分不饱和和/或与苯融合；或具有来自氮，氧和硫的进一步杂原子的饱和单环环，该环最多包含8个碳原子，并且该环可以用每个最多2个碳原子的烷基取代一次或两次；或含有最多4个环氮原子的不饱和5元杂环，该环可以用来自最多4个碳原子的烷基，最多4个碳原子的烷氧基，最多4个碳原子的烷硫基，苯基，卤素，卤代甲基，氰基，最多4个碳原子的烷酰基和由2至4个碳原子的羧基烷基组成的群体中的至少一个成员取代，以及X 是氢或氯；具有杰出的除草效果。