ethyl 2,2-dimethyl-3-oxo-3-(p-tolyl)propanoate | 181067-69-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: ethyl 2,2-dimethyl-3-oxo-3-(p-tolyl)propanoate
• 英文别名: 2,2-dimethyl-3-oxo-3-p-tolyl-propionic acid ethyl ester；2,2-Dimethyl-3-oxo-3-p-tolyl-propionsaeure-aethylester；ethyl α-(4-methylbenzoyl)isobutyrate；Ethyl alpha-(4-methylbenzoyl)isobutyrate；ethyl 2,2-dimethyl-3-(4-methylphenyl)-3-oxopropanoate
• CAS: 181067-69-6
• 化学式: C₁₄H₁₈O₃
• 分子量: 234.295
• InChiKey: QAEOHYIOBJVYET-UHFFFAOYSA-N

物化性质

• 沸点：
  314.1±17.0 °C(Predicted)
• 密度：
  1.049±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  ethyl 2,2-dimethyl-3-oxo-3-(p-tolyl)propanoate 在 劳森试剂 、 对甲苯磺酸 作用下， 以 甲苯 为溶剂， 反应 18.0h， 生成 4,4-Dimethyl-2-phenyl-5-p-tolyl-2,4-dihydro-pyrazole-3-thione
  参考文献：
  名称：

  Synthesis and Structure-Activity Relationships of Miticidal 4,5-Dihydropyrazole-5-thiones

  摘要：

  A series of novel 4,5-dihydropyrazole-5-thiones (DHPs) was synthesised by treating the corresponding dihydropyrazolones with Lawesson's reagent and evaluated for miticidal activity against two-spotted spider mites (Tetranychus urticae Koch). Of these, 3-(4-chlorophenyl)-4,4-dimethyl-1-phenyl-4, 5-dihydropyrazole-5-thione, 3-(4-chlorophenyl)-4-ethyl-4-methyl-1-phenyl-4,5-dihydropyrazole-5-thione, 3-(4-chlorophenyl)-1-phenyl-4,5-dihydropyrazole-5-thione-4-spirocyclopentane and 4,4-dimethyl-1-phenyl-3-(4-trifluoromethyl-phenyl)-4,5-dihydropyrazole-5-thione were highly active (pEC(50) > 4 . 0) and were more effective than the miticide dicofol (pEC(50) = 3 . 879), which has traditionally been used for the control of phytophagous mites. Structure-activity relationship (SAR) studies were performed on each position of the pyrazole ring of DHPs. The results indicated that the unsubstituted phenyl, 4-substituted phenyl and thioxo groups on the 1-, 3- and 5-positions of DHPs respectively were required for activity. Quantitative SAR studies using physicochemical parameters of substituents and the capacity factor k' as a hydrophobicity index suggested that: (a) the activities of all types of DHPs examined were mainly dominated by hydrophobicity, (b) the bulkiness of 4-substituents of the 3-phenyl ring favoured the activity and (c) the log k' optimum for all DHPs was 1 . 675, equivalent to a log P-ow value of c. 5 . 0.

  DOI：

  10.1002/(sici)1096-9063(199610)48:2<165::aid-ps455>3.0.co;2-z
• 作为产物：
  描述：

  2-溴-2-甲基丙酸乙酯 、 对甲基苯甲醛 在 3-(2,6-diisopropylphenyl)-5,6,7,8-tetrahydro-4H-cyclohepta[d]thiazol-3-ium perchlorate 、 caesium carbonate 作用下， 以 二甲基亚砜 为溶剂， 反应 4.0h， 以75%的产率得到ethyl 2,2-dimethyl-3-oxo-3-(p-tolyl)propanoate
  参考文献：
  名称：

  Radical N-heterocyclic carbene catalysis for β-ketocarbonyl synthesis

  摘要：

  DOI：

  10.1016/j.tet.2021.132212

文献信息

• 4, 5-dihydropyrazole-5-thione derivatives and miticides comprising the
  申请人：Otsuka Kagaku Kabushiki Kaisha

  公开号：US05639776A1

  公开（公告）日：1997-06-17

  The object of the present invention is to provide a novel 4, 5-dihydropyrazole-5-thione derivative which exerts remarkably potent miticidal activity. The 4, 5-dihydropyrazole-5-thione derivative of the present invention is represented by the general formula ##STR1## wherein R.sup.1 represents a straight- or branched-chain alkyl group having 1 to 12 carbon atoms or the like; R.sup.2 and R.sup.3 represent a lower alkyl group or the like; X represents a halogen atom or the like, n is 0 or an integer of 1 to 3; and A represents .paren open-st.C.paren close-st. or .paren open-st.N.paren close-st..

  本发明的目的是提供一种新颖的4,5-二氢吡唑-5-硫酮衍生物，具有显著的杀螨活性。本发明的4,5-二氢吡唑-5-硫酮衍生物由下述一般式表示： 其中R.sup.1表示具有1至12个碳原子的直链或支链烷基基团或类似物；R.sup.2和R.sup.3表示较低的烷基基团或类似物；X表示卤素原子或类似物，n为0或1至3的整数；A表示 .paren open-st.C.paren close-st. 或 .paren open-st.N.paren close-st.。
• 4,5-DIHYDROPYRAZOLE-5-THIONE DERIVATIVES AND ACARICIDE CONTAINING THE SAME
  申请人：OTSUKA KAGAKU KABUSHIKI KAISHA

  公开号：EP0751130A1

  公开（公告）日：1997-01-02

  The object of the present invention is to provide a novel 4, 5-dihydropyrazole-5-thione derivative which exerts remarkably potent miticidal activity. The 4, 5-dihydropyrazole-5-thione derivative of the present invention is represented by the general formula wherein R1 represents a straight- or branched-chain alkyl group having 1 to 12 carbon atoms or the like; R2 and R3 represent a lower alkyl group or the like; X represents a halogen atom or the like, n is 0 or an integer of 1 to 3; and A represents (̵C or (̵N.

  本发明的目的是提供一种新型的 4，5-二氢吡唑-5-硫酮衍生物，它具有显著的杀丝虫活性。本发明的 4，5-二氢吡唑-5-硫酮衍生物由通式表示 其中 R1 代表具有 1 至 12 个碳原子的直链或支链烷基或类似物；R2 和 R3 代表低级烷基或类似物；X 代表卤素原子或类似物；n 为 0 或 1 至 3 的整数；以及 A 代表 (̵C 或 (̵N.
• Blaise, Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1901, vol. 132, p. 479
  作者：Blaise

  DOI：——

  日期：——
• US5639776A
  申请人：——

  公开号：US5639776A

  公开（公告）日：1997-06-17