异丙甲草胺去氯 | 126605-22-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 异丙甲草胺去氯
• 英文名称: 2'-ethyl,6'-methyl-N-(methoxyprop-2-yl)acetanilide
• 英文别名: N-(2-ethyl-6-methylphenyl)-N-(methoxyprop-2-yl)acetamide；N-(2-ethyl-6-methylphenyl)-N-(1-methoxypropan-2-yl)acetamide
• CAS: 126605-22-9
• 化学式: C₁₅H₂₃NO₂
• 分子量: 249.353
• InChiKey: AQQKRTUHCOLVTD-UHFFFAOYSA-N

物化性质

• 沸点：
  368.7±37.0 °C(Predicted)
• 密度：
  1.011±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  异丙甲草胺去氯 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 生成 N-ethyl,N-(methoxyprop-2-yl),2-ethyl-6-methyl,aniline
  参考文献：
  名称：

  酰胺基的分子内参与催化甲基醚键的酸水解

  摘要：

  得到的证据对由相邻酰胺功能辅助甲基醚键的酸催化的水解的1所述的水解速率〜3，测定至少1.7×10 3比参考化合物的倍高5热力学参数的值表明相对于5中的无助反应，相邻酰胺基参与1的活化焓较低。实验证据，如动力学同位素比，Bunnett-Olsen方程的正σ值和ΔS ++值表明为A2机制

  DOI：

  10.1016/0040-4020(95)00556-n
• 作为产物：
  描述：

  异丙甲草胺 在 palladium on activated charcoal 氢气 、 三乙胺 作用下， 以 甲醇 为溶剂， 生成 异丙甲草胺去氯
  参考文献：
  名称：

  酰胺基的分子内参与催化甲基醚键的酸水解

  摘要：

  得到的证据对由相邻酰胺功能辅助甲基醚键的酸催化的水解的1所述的水解速率〜3，测定至少1.7×10 3比参考化合物的倍高5热力学参数的值表明相对于5中的无助反应，相邻酰胺基参与1的活化焓较低。实验证据，如动力学同位素比，Bunnett-Olsen方程的正σ值和ΔS ++值表明为A2机制

  DOI：

  10.1016/0040-4020(95)00556-n

文献信息

• An efficient acid hydrolysis of the ether bond assisted by the neighbouring benzamide group. Part 3
  作者：Antonio Arcelli、Gianni Porzi、Samuele Rinaldi、Sergio Sandri

  DOI：10.1039/b008748n

  日期：——

  The acid hydrolytic cleavage of 1 to 2, assisted by a neighbouring benzamide group, was kinetically investigated in a wide range of HCl concentrations (1.67–8.7 M) and at various temperatures. Kinetic measurements were performed also in the presence of LiCl at constant ionic strength (I = 5 M). The rate determining step of the acid hydrolysis of 1 was recognized through the investigation of the acid catalyzed cyclization of 3 to 2. Thermodynamic activation parameters were calculated and the experimental data discussed. The participation of the neighbouring benzamide group was evaluated to be about 7.3 × 103.

  在邻苯甲酰胺基团的辅助下，在各种HCl浓度（1.67-8.7 M）和不同温度下，对1到2的酸水解裂解进行了动力学研究。在恒定的离子强度（I = 5 M）下，在LiCl存在的情况下也进行了动力学测量。通过对3到2的酸催化环化反应的研究，确定了1的酸水解速率决定步骤。计算了热力学活化参数，并讨论了实验数据。评估了邻苯甲酰胺基团的参与度约为7.3×103。
• Dechlorination of the Chloroacetanilide Herbicides Alachlor and Metolachlor by Iron Metal
  作者：Gerald R. Eykholt、Douglas T. Davenport

  DOI：10.1021/es970678n

  日期：1998.5.1

  Granular iron metal has been found to cause the reductive dechlorination of two important chloroacetanilide herbicides, alachlor and metolachlor. Aqueous solutions(113 mt) of the herbicides were contacted with 40 g of granular cast iron (CCI coarse, 40 mesh) with mild agitation at room temperature, First-order degradation rate constants were 0.12 and 0.10 h(-1) for 10 mg/L solutions of alachlor and metolachlor, respectively. A two-site, rate-limited sorption and first-order degradation model was applied to both batch data sets, with excellent agreement for alachlor and fair agreement for metolachlor. The products of the reaction were chloride (84% mass balance for alachlor and 68% for metolachlor) and dechlorinated acetanilides. Supported by GC/EIMS analysis, two sequential reactions may have occurred for alachlor, hydrogenolysis of the chloroacetyl group followed by an N-dealkylation reaction. However, only one product was confirmed by GC/FID, and the mechanism for the N-dealkylation reaction is unknown. Metolachlor was found to produce one dechlorinated product consistent with hydrogenolysis. These results are encouraging, as granular iron may be used at spill sites contaminated with these herbicides and related compounds.
• Kochany Jan, Maguire R. James, J. Agr. and Food Chem., 42 (1994) N 2, S 406-412
  作者：Kochany Jan, Maguire R. James

  DOI：——

  日期：——
• SYNERGISTISCHE HERBIZIDE WIRKSTOFFKOMBINATIONEN
  申请人：Bayer Aktiengesellschaft

  公开号：EP1233672A2

  公开（公告）日：2002-08-28
• HERBIZIDE AUF BASIS VON SUBSTITUIERTEN ARYLKETONEN
  申请人：Bayer CropScience AG

  公开号：EP1372395A1

  公开（公告）日：2004-01-02