ethyl α-(2-nitrophenoxy)phenylacetate | 30914-94-4

• 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: ethyl α-(2-nitrophenoxy)phenylacetate
• 英文别名: ethyl 1-phenyl-1-(o-nitrophenoxy)-acetate；Ethyl (2-nitrophenoxy)(phenyl)acetate；ethyl 2-(2-nitrophenoxy)-2-phenylacetate
• CAS: 30914-94-4
• 化学式: C₁₆H₁₅NO₅
• 分子量: 301.299
• InChiKey: AJBKHKJPOVZUOE-UHFFFAOYSA-N

物化性质

• 熔点：
  63-65 °C(Solv: cyclohexane (110-82-7))
• 沸点：
  439.4±30.0 °C(Predicted)
• 密度：
  1.256±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  81.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  ethyl α-(2-nitrophenoxy)phenylacetate 在 palladium on activated charcoal 氢氧化钾 、 sodium tetrahydroborate 、 氯化亚砜 、 氢溴酸 、 氢气 、 sodium hydride 作用下， 以 1,4-二氧六环 、 甲醇 、 乙醚 、 乙醇 、 N,N-二甲基乙酰胺 、 水 、 N,N-二甲基甲酰胺 为溶剂， 60.0 ℃ 、354.64 kPa 条件下， 反应 106.0h， 生成 1-[(2-Methyl-2-phenyl-3,4-dihydro-1,4-benzoxazin-3-yl)methyl]pyrrolidine-2,5-dione
  参考文献：
  名称：

  Banzatti, Carlo; Heidempergher, Franco; Melloni, Piero, Journal of Heterocyclic Chemistry, 1983, vol. 20, p. 259 - 265

  摘要：

  DOI：
• 作为产物：
  描述：

  α-溴苯乙酸乙酯 、 硝苯酚 在 potassium hydroxide 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 16.5h， 以99%的产率得到ethyl α-(2-nitrophenoxy)phenylacetate
  参考文献：
  名称：

  Modified Benzoxazinones in the System Oryza sativa−Echinochloa crus-galli: An Approach to the Development of Biorational Herbicide Models

  摘要：

  The utility of benzoxazinones and some of their synthetic derivatives in the search for new leads for herbicide model development has been explored. The work described focuses on obtaining derivatives that present selectivity in the system Oryza sativa-Echinochloa crus-galli. To achieve this goal the influence of lipophilicity in this system has been studied by preparing 14 ester derivatives at the N-4 position of D-DIBOA along with other compounds with different functionalization and chain lengths at position C-2. These compounds have been tested in the aforementioned system, and the dose-response profiles have been compared. The most active compound was 2-ethyl-4-hydroxy(2H)-1,4-benzoxazin-3(4H)-one, which presented higher selectivity than the specific herbicide Cotanil-35. These results confirm the potential of D-DIBOA as a lead herbicide for the control of Echinochloa spp. in rice crops.

  DOI：

  10.1021/jf802735m

文献信息

• Imidazo[5,1-c][1,4]benzoxazin-1-one
  申请人：Carlo Erba S. p. A.

  公开号：US04134974A1

  公开（公告）日：1979-01-16

  Cyclic derivatives of 1,4-benzoxazine and 1,4-benzothiazine are disclosd, such as, for instance, 1H,2,3,3a,4-tetrahydro-2-carbamoylmethyl-imidazo[5,1-c][1,4]benzoxazin-1-o ne and 1H,2,3,3a,4-tetrahydro-2-carbamoylmethyl-8-chloro-imidazo[5,1-c][1,4]benzo xazin-1-one. These compounds are active on the central nervous system, and function as antidepressant agents.

  公开了1,4-苯并噁嗪和1,4-苯并噻嗪的环状衍生物，例如，1H,2,3,3a,4-四氢-2-氨甲酰甲基-咪唑并[5,1-c][1,4]苯并噁嗪-1-酮和1H,2,3,3a,4-四氢-2-氨甲酰甲基-8-氯-咪唑并[5,1-c][1,4]苯并噁嗪-1-酮。这些化合物对中枢神经系统具有活性，并作为抗抑郁剂发挥作用。
• BANZATTI, C.;HEIDEMPERGHER, F.;MELLONI, P., J. HETEROCYCL. CHEM., 1983, 20, N 2, 259-265
  作者：BANZATTI, C.、HEIDEMPERGHER, F.、MELLONI, P.

  DOI：——

  日期：——
• Modified Benzoxazinones in the System <i>Oryza sativa</i>−<i>Echinochloa crus-galli</i>: An Approach to the Development of Biorational Herbicide Models
  作者：Francisco A. Macías、Nuria Chinchilla、Rosa M. Varela、José M. G. Molinillo、David Marín、João M. De Siqueira

  DOI：10.1021/jf802735m

  日期：2008.11.12

  The utility of benzoxazinones and some of their synthetic derivatives in the search for new leads for herbicide model development has been explored. The work described focuses on obtaining derivatives that present selectivity in the system Oryza sativa-Echinochloa crus-galli. To achieve this goal the influence of lipophilicity in this system has been studied by preparing 14 ester derivatives at the N-4 position of D-DIBOA along with other compounds with different functionalization and chain lengths at position C-2. These compounds have been tested in the aforementioned system, and the dose-response profiles have been compared. The most active compound was 2-ethyl-4-hydroxy(2H)-1,4-benzoxazin-3(4H)-one, which presented higher selectivity than the specific herbicide Cotanil-35. These results confirm the potential of D-DIBOA as a lead herbicide for the control of Echinochloa spp. in rice crops.
• Banzatti, Carlo; Heidempergher, Franco; Melloni, Piero, Journal of Heterocyclic Chemistry, 1983, vol. 20, p. 259 - 265
  作者：Banzatti, Carlo、Heidempergher, Franco、Melloni, Piero

  DOI：——

  日期：——