9-ethyl-4-methyl-2-oxo-1,2,3,4-tetrahydroquinoline | 166407-17-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 9-ethyl-4-methyl-2-oxo-1,2,3,4-tetrahydroquinoline
• 英文别名: 8-ethyl-4-methyl-3,4-dihydro-1H-quinolin-2-one
• CAS: 166407-17-6
• 化学式: C₁₂H₁₅NO
• 分子量: 189.257
• InChiKey: RSWSQWVLYODFRJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  氯甲基甲基醚 、 9-ethyl-4-methyl-2-oxo-1,2,3,4-tetrahydroquinoline 在 sodium hydroxide 、 三乙基苯基氯化铵 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以80%的产率得到8-ethyl-1-methoxymethyl-4-methyl-2-oxo-1,2,3,4-tetrahydroquinoline
  参考文献：
  名称：

  Comparative photodegradation rates of alachlor and bentazone in natural water and determination of breakdown products

  摘要：

  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.

  DOI：

  10.1002/etc.5620140805
• 作为产物：
  描述：

  2-乙基苯胺 在 三氯化铝 作用下， 以 正庚烷 为溶剂， 反应 6.0h， 生成 9-ethyl-4-methyl-2-oxo-1,2,3,4-tetrahydroquinoline
  参考文献：
  名称：

  Comparative photodegradation rates of alachlor and bentazone in natural water and determination of breakdown products

  摘要：

  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.

  DOI：

  10.1002/etc.5620140805

文献信息

• 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.