1,2,3-丁三酮,1-苯基-,2-(苯基腙) | 13732-41-7

• 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: 1,2,3-丁三酮,1-苯基-,2-(苯基腙)
• 英文名称: 1-phenyl-2-phenylhydrazono-1,3-butanedione
• 英文别名: 1-phenyl-butane-1,2,3-trione-2-phenylhydrazone；1-phenyl-1,2,3-butanetrione 2-phenylhydrazone；2-(phenylazo)-1-phenyl-1,3-butanedione；1-phenyl-butane-1,2,3-trione 2-phenylhydrazone；1-Phenyl-butan-1,2,3-trion-2-phenylhydrazon；2-Phenylhydrazono-1-phenyl-butandion-(1.3)；1-phenyl-2-(phenylhydrazinylidene)butane-1,3-dione
• CAS: 13732-41-7
• 化学式: C₁₆H₁₄N₂O₂
• 分子量: 266.299
• InChiKey: UNFWQLATTXYQJR-UHFFFAOYSA-N

物化性质

• 熔点：
  98-99 °C
• 沸点：
  414.4±28.0 °C(Predicted)
• 密度：
  1.12±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.93
• 重原子数：
  20.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  58.53
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  1,2,3-丁三酮,1-苯基-,2-(苯基腙) 在 三甲基碘化亚砜 、 caesium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 以80%的产率得到(4-hydroxy-4-methyl-1-phenyl-4,5-dihydro-1H-pyrazol-3-yl)(phenyl)methanone
  参考文献：
  名称：

  形式[4 +1]的α-芳基肼酮和甲基二甲基硫代肟环化法：一锅法合成取代的吡唑和二氢吡唑

  摘要：

  描述了在碳酸铯存在下，易于获得的α-芳基肼酮和碘化三甲基硫氧鎓的正式[4 +1]失效，涉及连续的Corey-Chaykovsky反应和分子内亲核环化过程。取代的吡唑仅从α-芳基肼基-β-氧代酰胺与三甲基碘化碘鎓盐的反应以中等到良好的产率获得，而α-芳基肼基-β-氧代酮/α-芳基肼基-β-氧代酯的反应以良好的收率得到相应的二氢吡唑。

  DOI：

  10.1021/acs.joc.6b01127
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 盐酸 作用下， 生成 1,2,3-丁三酮,1-苯基-,2-(苯基腙)
  参考文献：
  名称：

  Have the Oldest Old Adults Ever Been Frail in the Past? A Hypothesis That Explains Modern Trends in Survival

  摘要：

  Three important results concerning the shape and the trends of the human mortality rate were discussed recently in demographic and epidemiological literature. These are the deceleration of the mortality rate at old ages, the tendency to rectangularization of the survival curve, and the decline of the old age mortality observed in the second part of the 20th century. In this paper we show that all these results can be explained by using a model with a new type of heterogeneity associated with individual differences in adaptive capacity. We first illustrate the idea of such a model by considering survival in a mixture of two subpopulations of individuals (called "labile" and "stable"). These subpopulations are characterized by different Gompertz mortality patterns, such that their mortality rates cross over. The survival chances of individuals in these subpopulations have different sensitivities to changes in environmental conditions. Then we develop a more comprehensive model in which the mortality rate is related to the adaptive capacity of an organism. We show that the trends in survival patterns experienced by a mixture of such individuals resemble those obtained in an analysis of empirical data on survival in developed countries. Lastly, we present evidence of the existence of subpopulations of phenotypes in both humans and experimental organisms, which were used as prototypes in our models. The existence of such phenotypes provides the possibility that at least part of today's centenarians originated from an initially frail part of the cohort.

  DOI：

  10.1093/gerona/56.10.b432

文献信息

• Synthesis of substituted dihydro-1H-pyrazoles and 1H-pyrazoles via formal [4+1] annulation of α-arylhydrazonoketones and dimethyl sulfonium methylides
  作者：Bicheng Deng、Chaoran Li、Jingwen Yuan、Chitturi Bhujanga Rao、Yanning Zhao、Rui Zhang、Dewen Dong

  DOI：10.1016/j.tet.2019.01.061

  日期：2019.4

  formal [4+1] annulation of readily available α-arylhydrazonoketones and dimethyl sulfonium methylides is described, which involving tandem ylide-mediated addition and nucleophilic cyclization reactions. This transformation features mild reaction conditions, simple execution, good to high yields, and provides straightforward synthesis of substituted dihydro-1H-pyrazoles and 1H-pyrazoles via C-C and

  描述了易于获得的α-芳基肼酮和二甲基sulf亚甲基化的正式[4 + 1]环化反应，涉及串联叶立德介导的加成反应和亲核环化反应。这种转变提供反应条件温和，简单执行，良好的产量高，并且提供被取代的二氢1的简单的合成ħ -pyrazoles和1所ħ -pyrazoles经由Ç - Ç和CN键形成。
• Reaction of (Cyano)thioacetamide with Arylhydrazones of<i>β</i>-Diketones: Novel Synthesis of 2(1<i>H</i>)-Pyridinethiones, Thieno[2,3-<i>b</i>]pyridines, and Pyrazolo[3,4-<i>b</i>]pyridines
  作者：Galal Eldin Hamza Elgemeie、Ali Mahmoud El-Zanate、Abdel-Kader E. Mansour

  DOI：10.1246/bcsj.66.555

  日期：1993.2

  A novel synthesis of 2(1H)-pyridinethiones, thieno[2,3-b]pyridines and pyrazolo[3,4-b]pyridines utilizing (cyano)thioacetamide and arylhydrazones of 1,3-diketones as starting components is described.

  描述了使用 (氰基) 硫代乙酰胺和 1,3-二酮的芳基腙作为起始组分的 2 (1 H)-吡啶硫酮、噻吩并 [2,3-b] 吡啶和吡唑并 [3,4-b] 吡啶的新型合成方法。
• Green Synthetic Approach and Antimicrobial Evaluation for Some Novel Pyridyl Benzoate Derivatives
  作者：H. A. Eldeab

  DOI：10.1134/s1070428019070200

  日期：2019.7

  4-chlorobenzoates have been synthesized by microwave-assisted condensation of the corresponding 2-oxo-1,2-dihydropyridine-3-carbonitriles with 4-chlorobenzoyl chloride under solvent-free conditions. Alternatively, some compounds have also been prepared by conventional heating in methylene chloride in the presence of triethylamine. The structure of the synthesized compounds has been confirmed by spectral data (FTIR

  在无溶剂的条件下，通过微波辅助缩合相应的2-oxo-1,2-二氢吡啶-3-腈与4-氯苯甲酰氯，合成了两个系列的4-氯苯甲酸吡啶基酯。或者，还通过在三乙胺存在下在二氯甲烷中常规加热来制备一些化合物。合成化合物的结构已通过光谱数据（FTIR，1D和2D NMR）证实。评价了新的苯甲酸吡啶基酯对革兰氏阴性和革兰氏阳性细菌的抗菌活性。3-氰基-5-[（4-羟基苯基）二氮烯基] -4-甲基-6-苯基吡啶-2-基4-氯苯甲酸酯对革兰氏阳性细菌（枯草芽孢杆菌和金黄色葡萄球菌）的活性）与用作标准抗生素的丁胺卡那霉素相当。
• Studies on ß-arylhydrazone-imine nickel(II) complexes—Examples of metal template syntheses
  作者：K.P. Balakrishnan、V. Krishnan

  DOI：10.1016/0022-1902(79)80389-9

  日期：1979.1

  ß-arylhydrazone-imine ligand complexes of nickel(II), namely, 4,10-dimethyl-5,9-diazatrideca-4,9-diene-2,12-dione-3,11-diphenylhydrazonato nickel(II), Ni(acacpn)(N2Ph-R)2 and 1,11-diphenyl-3,9-dimethyl-4,8-diazaun-deca-3,8-diene,1,11-dione-2,10-diphenyl hydrazonato nickel(II), Ni (beacpn) (N2Ph-R)2, [R = H, o-CH3p-CH3] have been prepared by metal template reactions and characterized. Both the azomethine

  镍（II）的ß-芳基hydr-亚胺配体配合物，即4,10-二甲基-5,9-二氮杂四烯-4,9-二烯-2,12-二酮-3,11-二苯并az肼镍（acacpn）（N 2 Ph-R）2和1,11-二苯基-3,9-二甲基-4,8-​​二氮杂癸烷-3,8-二烯，1,11-二酮-2,10-二苯肼镍（II），镍（beacpn）（N 2 Ph-R）2，[R = H，o -CH 3 p -CH 3已经通过金属模板反应制备并表征。双-的偶氮甲亚氮和α-氮都形成了围绕镍离子的方平面几何结构的配位点。在质谱图中观察到了分子中CO的损失，随后有有趣的甲基迁移到螯合环的核中。根据光谱和磁学性质提出了结构。
• Stability constants, structure and thermogravimetric analysis of La(III) complexes with some arylhydrazones of benzoylacetone and dibenzoylmethane
  作者：M.M. Khater、Y.M. Issa、A.L. El-Ansary、H.A. Mohamed

  DOI：10.1016/0040-6031(89)85267-0

  日期：1989.9

  Abstract The successive stability constants of La(III) with some arylhydrazones of benzylacetone (BAAH) and dibenzoylmethane (DBMAH) have been determined potentiometrically following the Bjerrum pH-metric titration. The stability constants of the metal chelates are correlated to the Hammett substituent constant (σ x ) and to the molecular structure. The structures of the complexes have been assigned on

  摘要 La(III) 与一些苄基丙酮 (BAAH) 和二苯甲酰甲烷 (DBMAH) 的芳基腙的连续稳定性常数已在 Bjerrum pH 计量滴定后通过电位测定法确定。金属螯合物的稳定性常数与哈米特取代基常数 (σ x ) 和分子结构相关。基于元素分析、红外光谱、核磁共振光谱和热重分析 (TG) 确定了配合物的结构。发现除了 OH - 基团之外，还通过 -NH 和 β-二酮的一个羰基发生螯合。配位数范围从 6 到 8，这是通过热重分析确认的。建议结构式。