methyl 5,5-dimethyl-2,4-dioxohexanoate | 42957-17-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 酮酸及其衍生物
• 英文名称: methyl 5,5-dimethyl-2,4-dioxohexanoate
• 英文别名: methyl pivaloylpyruvate；5,5-dimethyl-2,4-dioxo-hexanoic acid methyl ester；5,5-Dimethyl-2,4-dioxo-hexansaeure-methylester；pivaloylpyruvic acid methyl ester；tert.-Pentyryl-brenztraubensaeuremethylester
• CAS: 42957-17-5
• 化学式: C₉H₁₄O₄
• mdl: MFCD00511280
• 分子量: 186.208
• InChiKey: POITUNMGPFESML-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  13
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  60.4
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 海关编码：
  2918300090

反应信息

• 作为反应物：
  描述：

  methyl 5,5-dimethyl-2,4-dioxohexanoate 生成 新戊酰基乙酸甲酯
  参考文献：
  名称：

  由酰基丙酮酸酯合成β-氧酸酯。

  摘要：

  DOI：

  10.1021/ja01187a502
• 作为产物：
  描述：

  草酸二甲酯 、 频哪酮 以a amount of 166.7 g of pivaloylpyruvic acid methyl ester (89% of the theoretical yield)的产率得到methyl 5,5-dimethyl-2,4-dioxohexanoate
  参考文献：
  名称：

  Process for the preparation of pivaloylpyruvic acid esters

  摘要：

  本发明公开了一种改进的制备三甲基乙酰丙酸酯的方法，通过将匹那考林与草酸二烷基酯反应，然后中和反应混合物，其中反应物在-50℃至+50℃的温度下混合，反应在35℃至200℃的温度下完成。

  公开号：

  US04739104A1

文献信息

• Synthesis, Acaricidal Activity, and Structure–Activity Relationships of Pyrazolyl Acrylonitrile Derivatives
  作者：Haibo Yu、Yan Cheng、Man Xu、Yuquan Song、Yanmei Luo、Bin Li

  DOI：10.1021/acs.jafc.6b04221

  日期：2016.12.28

  novel pyrazolyl acrylonitrile derivatives was designed, targeting Tetranychus cinnabarinus, and synthesized. Their structures were identified by combination of 1H NMR, 13C NMR, and MS spectra. The structures of compounds 18 and 19 were further confirmed by X-ray diffraction. Extensive greenhouse bioassays indicated that compound 19 exhibits excellent acaricidal activity against all developmental stages

  设计并合成了一系列新颖的吡唑基丙烯腈衍生物，并以朱砂叶螨（Tetranychus cinnabarinus）为靶标。它们的结构通过1 H NMR，13 C NMR和MS光谱的组合来鉴定。化合物18和19的结构通过X射线衍射进一步证实。大量的温室生物测定表明，化合物19对朱砂毛虫的所有发育阶段均表现出优异的杀螨活性，优于商品化的嘧菌草醚和螺二氯芬。结果表明，化合物19的急性毒性对哺乳动物来说是相当低的。还讨论了结构与活动之间的关系。
• New method for in situ generation of enolate-iminium 1,4-dipoles for [4 + 2] and [4 + 1] dipolar heterocycloaddition reactions
  作者：Vladimir E. Zhulanov、Maksim V. Dmitriev、Andrey N. Maslivets、Michael Rubin

  DOI：10.1039/c6ra21981k

  日期：——

  Lisowskaya's earlier report, we established that in most cycloaddition reactions such dihydropyrazolones react as 1,4-dipoles. This reactivity pattern was demonstrated in several [4 + 4]-homodimerizations and in a series of [4 + 2] and [4 + 1] cycloaddition reactions with various dipolarophiles.

  通过N-（二苯基烯氨基）吡咯二酮的热分解生成烯基酮与5 -exo-trig闭环一起提供两性离子二氢吡唑酮类。与Lisowskaya的早期报告相反，我们确定在大多数环加成反应中，此类二氢吡唑并酮以1,4-偶极的形式发生反应。在几种[4 + 4]同二聚化反应以及一系列[4 + 2]和[4 +1]与各种偶极亲子的环加成反应中，证明了这种反应模式。
• Synthesis of<i>meta</i>-substituted anilines<i>via</i>a three-component reaction of acetone, amines, and 1,3-diketones
  作者：Andrew R. Galeev、Maksim V. Dmitriev、Ivan G. Mokrushin、Irina V. Mashevskaya、Andrey N. Maslivets、Michael Rubin

  DOI：10.1039/c9ob02120e

  日期：——

  facile method for the synthesis of meta-substituted arylamines from acyclic precursors was developed. This method is based on three-component cyclo-condensation/aromatization of in situ generated imines of acetone with 1,3-diketones either under conventional heating or under microwave irradiation. The utility of this methodology is illustrated by the possibility of a gram scale synthesis of various anilines

  开发了一种从无环前体合成间位取代芳基胺的简便方法。该方法基于在常规加热或微波辐射下，将原位生成的丙酮亚胺与1,3-二酮进行三组分环缩合/芳构化。这种方法的实用性可以通过从容易获得的试剂中克合成各种苯胺的可能性来说明。
• New Cyclization Mode of [N-(Diarylmethyleneamino)carbonimidoyl]ketenes: Synthesis of 9H-Pyrazolo[3,2-b][1,3]benzoxazines
  作者：Natalia A. Lisowskaya、Mateo Alajarin、Pilar Sanchez-Andrada

  DOI：10.1002/ejoc.200500768

  日期：2006.3

  -carboxylates 2a and 2b gave the novel methyl 3-acyl-9-hydroxy-9-phenyl-9H-pyrazolo[3,2-b][1,3]benzoxazine-2-carboxylates 4a and 4b, the structures of which were determined by X-ray crystallography. The proposed mechanism for this conversion, involving the [N-(o-bromo-α-phenylbenzylideneamino)carbonimidoyl]ketenes 5 and the mesomeric betaines 6 as intermediates, has been investigated by ab initio and

  3-酰基-1-[o-溴苯基(苯基)亚甲基氨基]-4,5-二氧-4,5-二氢-1H-吡咯-2-羧酸甲酯2a和2b的热脱羰得到新的3-酰基甲酯-9-羟基-9-苯基-9H-吡唑并[3,2-b][1,3]苯并恶嗪-2-羧酸酯4a和4b，其结构由X射线晶体学确定。已通过 ab initio 和 DFT 计算研究了这种转化的拟议机制，涉及 [N-(o-溴-α-苯基亚苄基氨基)carbonimidoyl] 烯酮 5 和内消旋甜菜碱 6 作为中间体。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)
• Method of producing pivaloylacetic acid ester
  申请人：UBE INDUSTRIES, LTD.

  公开号：EP0693473A1

  公开（公告）日：1996-01-24

  A pivaloylacetic acid ester is prepared at a high yield by decarbonylating a pivaloylpyruvic acid ester in gas or liquid phase in the presence of an inorganic oxide catalyst which comprises aluminum in an amount of 10% by weight or more in terms of aluminum oxide, and preferably is substantially free from heavy metals, for example, Fe, Cu, Ni, Mn, Cr, Mo and Co, and exhibits a high catalytic activity and chemical stability.

  新戊酰基乙酸酯是在气相或液相中，在无机氧化物催化剂存在下，通过对新戊酰基丙酮酸酯进行脱羰基化而制备的，该无机氧化物催化剂中铝的含量为氧化铝重量的 10%或以上，并且最好基本上不含重金属，例如铁、铜、镍、锰、铬、钼和钴，并具有较高的催化活性和化学稳定性。