N-(2,6-Diethylphenyl)-N-(methoxymethyl)acetamide | 74886-79-6

• 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: N-(2,6-Diethylphenyl)-N-(methoxymethyl)acetamide
• 英文别名: N-acetyl-N-methoxymethyl-2,6-diethylaniline；2',6'-diethyl-N-(methoxymethyl)acetanilide；deschloroalachlor；Acetamide, N-(2,6-diethylphenyl)-N-(methoxymethyl)-
• CAS: 74886-79-6
• 化学式: C₁₄H₂₁NO₂
• 分子量: 235.326
• InChiKey: BYEGPMKRXMKWDJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2,6-二乙基苯胺 在 三乙胺 作用下， 以 异辛烷 为溶剂， 反应 1.0h， 生成 N-(2,6-Diethylphenyl)-N-(methoxymethyl)acetamide
  参考文献：
  名称：

  Occurrence of Alachlor Environmental Degradation Products in Groundwater

  摘要：

  Groundwater samples collected beneath a Massachusetts corn field were analyzed by gas chromatography/mass spectrometry. In addition to alachlor, 20 compounds were detected whose El and CIMS data indicated that they were derived from alachlor, presumably via environmental degradation. Structural assignments were confirmed for six of these compounds by analysis of standards. They were among 10 alachlor-related compounds that were synthesized by use of either the parent compound or 2,6-diethylaniline as starting material. To our knowledge, none of the confirmed compounds have previously been reported in groundwater samples. The concentration range of the degradation products ranged from 4 to 570 ng L(-1). In all samples, the total concentration of the degradation products exceeded the parent compound concentration by at least 2-fold.

  DOI：

  10.1021/es00006a018

文献信息

• Eco-friendly molecular transformations catalyzed by a vitamin B12 derivative with a visible-light-driven system
  作者：Keishiro Tahara、Yoshio Hisaeda

  DOI：10.1039/c0gc00478b

  日期：——

  A new bio-inspired system composed of a vitamin B12 derivative and Rose Bengal, catalyzed the dehalogenations of various toxic alkyl halides such as 1,1-bis(4-chlorophenyl)-2,2,2-trichloroethane (DDT) via a noble-metal-free and visible-light-driven process. This system also catalyzed radical-involved organic reactions such as the 1,2-migration of acyl groupvia a tin-free process.

  由维生素B 12衍生物和玫瑰红组成的新型生物启发系统，催化了各种有毒烷基卤的脱卤作用，例如1,1-双（4-氯苯基）-2,2,2-三氯乙烷（DDT）通过无贵金属和可见光驱动的过程进行。该系统还催化了自由基所涉及的有机反应，例如1，2-苯甲酸酯的迁移。酰基通过无锡工艺分组。
• A new bipyridyl cobalt complex for reductive dechlorination of pesticides
  作者：W.Y. He、J.-M. Fontmorin、P. Hapiot、I. Soutrel、D. Floner、F. Fourcade、A. Amrane、F. Geneste

  DOI：10.1016/j.electacta.2016.04.170

  日期：2016.7

  Reductive dechlorinations are especially promising reactions for improving the biodegradability and hence decreasing the environmental impact of chlorinated organic pollutants. In this context, the catalytic activity of a bipyridyl cobalt complex containing two bipyridine ligands was examined for achieving clean electrochemical dehalogenation in aqueous media. The prepared [Co(bpy(CH2OH)2)2]2+ complex

  还原脱氯是改善生物降解性并因此减少氯化有机污染物对环境影响的特别有前途的反应。在这种情况下，检查了含有两个联吡啶配体的联吡啶钴配合物的催化活性，以在水性介质中实现清洁的电化学脱卤作用。制备的[Co（bpy（CH 2 OH）2）2 ] 2+发现该络合物对氯乙酰苯胺除草剂的脱氯表现出高催化活性。基于制备性电解，底物的2-电子还原获得了85％的脱氯产率，这突出了脱卤过程的选择性和效率。循环伏安法分析强调了该配合物对氯乙苯胺除草剂（如甲草胺，甲草胺和间草胺）的催化活性。基于模拟循环伏安法实验，为甲草胺的阴极还原的第一步计算了5000 mol -1  L s -1的高表观化学速率常数k 1。
• Water-based pesticidal flowable formulations
  申请人：MONSANTO COMPANY

  公开号：EP0619073A2

  公开（公告）日：1994-10-12

  The pourability of pesticide-containing solid microcapsules suspended in a water-based carrier is enhanced by the presence of an effective amount of a solubilized potassium polyphosphate salt, such as tetrapotassium pyrophosphate.

  悬浮在水基载体中的含杀虫剂固体微胶囊的可浇注性，可通过有效量的增溶多磷酸钾盐（如焦磷酸四钾）来提高。
• Comparative photodegradation rates of alachlor and bentazone in natural water and determination of breakdown products
  作者：Serge Chiron、Damià Barceló、Joaquin Abian、Marta Ferrer、Francisco Sanchez-Baeza、Angel Messeguer

  DOI：10.1002/etc.5620140805

  日期：1995.8

  AbstractThe photochemical degradation of the herbicides alachlor (2‐chloro‐2′,6′‐diethyl‐N‐methoxymethylacetanilide) and bentazone (3‐isopropyl‐(1H)‐2,1,3‐benzothiadiazin‐4(3H)‐one‐2,2‐dioxide) in distilled water and in river water, under xenon arc lamp irradiation, was investigated. Analytical determinations were carried out by using a xenon arc photoreactor and online solid‐phase extraction coupled to liquid‐chromatography diode‐array and liquid‐chromatography mass‐spectrometry detection systems. Photolysis experiments were performed at low concentration (20 μg/L), and the advantages of this methodology over conventional techniques are discussed. The photodegradation of alachlor and bentazone is a process depending on the water type, humic substances, and pH. When using a solution of 4 mg/L of humic matter, the estimated alachlor and bentazone half‐lives were 84 and 150 min, respectively, using a total irradiance of 550 W/m2 in the range of 300 to 800 nm. The degradation of alachlor and bentazone followed pseudo second‐ and first‐order kinetics, respectively. The major photodegradation products of both herbicides were identified either by on‐line solid‐phase extraction (SPE)‐liquid chromatography‐thermospray mass spectrometry (LC/TSP‐MS) or on‐line‐SPE‐LC/TSP‐tandem mass spectrometry (LC/TSP‐MS/MS). In addition to that, a total of six transformation products of alachlor were synthesized in our laboratory and their MS spectra were compared with those of the breakdown products obtained. After photodegradation, a total of 14 photoproducts resulted from alachlor dechlorination with subsequent hydroxylation and cyclization processes. The two major photoproducts were identified as hydroxy‐alachlor and 8‐ethyl‐1‐methoxymethyl‐4‐methyl‐2‐oxo‐1,2,3,4‐tetrahydroquinone. No significant breakdown products of bentazone could be identified.
• NMR and Molecular Mechanics of Alachlor Conformation and Conformers: Implications to the Mechanism of Environmental Photodegradation
  作者：Walter F. Schmidt、Cathleen J. Hapeman、Rolland M. Waters、W. E. Johnson

  DOI：10.1021/jf00054a059

  日期：1995.6

  Hindered intramolecular free rotation around specific single bonds within alachlor accounts for the existence of the stable conformers observed in solution by NMR spectroscopy. NMR and molecular mechanics techniques enable identification of the molecular chemical environment under which specific conformations of alachlor are changed. Results suggest the photodegradation products previously reported have one of these conformers as a common intermediate. Chemical environments that increase the amount of this conformer could therefore enhance its rate of photodegradation. Chemical environments that stabilize a different conformation may have significantly longer half-lives or different photodegradation products.