(1E,4E)-2-methyl-1,5-diphenylpenta-1,4-dien-3-one | 14164-67-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: (1E,4E)-2-methyl-1,5-diphenylpenta-1,4-dien-3-one
• 英文别名: (E,E)-2-methyl-1,5-diphenylpenta-1,4-dien-3-one；(1E)-2-methyl-1,5-diphenylpenta-1,4-dien-3-one；1,5-diphenyl-2-methyl-1,4-pentadien-3-one；1,5-diphenyl-3-methyl-1,4-pentadien-3-one；2-methyl-1,5-diphenyl-1,4-pentadien-3-one
• CAS: 14164-67-1
• 化学式: C₁₈H₁₆O
• 分子量: 248.324
• InChiKey: VZXBHDUKADILLK-SQIWNDBBSA-N

物化性质

• 熔点：
  73 °C(Solv: ethanol (64-17-5))
• 沸点：
  224-226 °C(Press: 15 Torr)
• 密度：
  1.083±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (1E,4E)-2-methyl-1,5-diphenylpenta-1,4-dien-3-one 在 sodium hydrogen selenide 、 sodium acetate 作用下， 以 乙醇 为溶剂， 反应 3.0h， 以64%的产率得到r-2,cis-6-diphenyl-trans-3-methyl-4-selenanone
  参考文献：
  名称：

  1,4-PENTADIEN-3-ONES. A SOURCE FOR SELENANO 1,2,3- SELENA AND THIADIAZOLES

  摘要：

  DOI：

  10.1081/scc-100106201
• 作为产物：
  描述：

  cis-2,6-diphenyl-trans-3,N-dimethylpiperidin-4-one 在 Oxone 、 edetate disodium 、 碳酸氢钠 作用下， 以 二氯甲烷 、 水 、 乙腈 为溶剂， 反应 6.0h， 生成 (1E,4E)-2-methyl-1,5-diphenylpenta-1,4-dien-3-one
  参考文献：
  名称：

  Design of Efficient Ketone Catalysts for Epoxidation by Using the Field Effect

  摘要：

  By using the field effect (through-space charge-dipole or dipole-dipole interactions), efficient ketone catalysts 7 and 10 were developed for in situ epoxidation of olefins with Oxone. With either ketone 7 (10-20 mol %) or 10 (5-10 mol %) as catalyst, epoxidation of various olefins (2 mmol scale) at room temperature with 1.5 equiv of Oxone was complete in a short period of time with excellent isolated yields of epoxides (80-97%) and good ketone recovery (similar to 80%). Furthermore, the in situ epoxidation of olefins can be performed on a large scale (20-100 mmol) directly with 5 mol % of commercially available tetrahydrothiopyran-4-one, which is oxidized by Oxone to ketone 10 during the epoxidation reactions.

  DOI：

  10.1021/jo981270r

文献信息

• Amine-Catalyzed Aldol Condensation in the Presence of Lithium Perchlorate
  作者：Rainer Mahrwald、Aline Arnold、Morris Markert

  DOI：10.1055/s-2006-926346

  日期：——

  A catalytic aldol condensation in the presence of lithium perchlorate and tertiary amines is described giving pure products in high yields. The aldol condensation can be performed even in the presence of hydrated lithium perchlorate.

  描述了一种在过氯酸锂和三级胺存在下进行的催化醇缩反应，产生高产率的纯产品。即使在水合过氯酸锂存在的情况下，醇缩反应也可以进行。
• Unsymmetrical 1,5-diaryl-3-oxo-1,4-pentadienyls and their evaluation as antiparasitic agents
  作者：Zia Ud Din、Taicia Pacheco Fill、Francisco Favaro de Assis、Danielle Lazarin-Bidóia、Vanessa Kaplum、Francielle Pelegrin Garcia、Celso Vataru Nakamura、Kleber Thiago de Oliveira、Edson Rodrigues-Filho

  DOI：10.1016/j.bmc.2013.12.020

  日期：2014.2

  In this work the synthesis and antiparasitical activity of new 1,5-diaryl-3-oxo-1,4-pentadienyl derivatives are described. First, compounds 1a, 1b, 1c and 1d were prepared by acid-catalyzed aldol reaction between 2-butanone and benzaldehyde, anisaldehyde, p-N,N-dimethylaminobenzaldehyde and p-nitrobenzaldehyde. Reacting each of the methyl ketones 1a, 1b, 1c and 1d with the p-substituted benzaldehydes

  在这项工作中，描述了新的1,5-二芳基-3-氧代-1,4-戊二烯基衍生物的合成和抗寄生虫活性。首先，化合物1A，1B，1C和1D是由2-丁酮和苯甲醛，茴香醛，间酸催化醛醇缩合反应制备的p - Ñ，Ñ -dimethylaminobenzaldehyde和p -nitrobenzaldehyde。在碱性催化的羟醛反应下，使每个甲基酮1a，1b，1c和1d与对位取代的苯甲醛反应，我们进一步制备了化合物2a –2p。评价所有二十种化合物的抗增殖活性，特别是对亚马逊利什曼原虫的前鞭毛体和克氏锥虫的鞭毛体的抗增殖活性。所有化合物均显示出良好的活性，而硝基化合物2i和2k在数μM下显示出抑制活性。
• Synthesis of some novel annelated 1,2,3-selena/thiadiazoles and 2<i>h</i>-diazaphospholes
  作者：Venkatapuram Padmavathi、Dandu Bhaskar Reddy、Tippireddy Venkat Ramana Reddy、Kamireddy Audisesha Reddy

  DOI：10.1002/jhet.5570400120

  日期：2003.1

  A number of annelated heterocyclic indene derivatives having 1,2,3-selena/thiadiazole and 2H-1,2,3-diazaphosphole rings have been synthesized by exploiting the α-ketomethylene functionality in some novel 1-methyl-piperidin-4-ones and 1-oxo-tetrahydrothiopyran-4-ones and were characterized by their physical and spectral data.

  通过利用一些新颖的1-甲基哌啶-4-的α-酮亚甲基官能团，合成了许多具有1,2,3-硒代/噻二唑和2 H -1,2,3-二氮杂磷环的退火的杂环茚衍生物。和1-氧代-四氢噻喃-4-酮，并通过其物理和光谱数据表征。
• Synthesis of a new class of keto-linked bis heterocycles
  作者：V. Padmavathi、B. Jagan Mohan Reddy、B. Chandra Obula Reddy、A. Padmaja

  DOI：10.1016/j.tet.2005.01.018

  日期：2005.2

  A new class of keto-linked bis heterocycles have been prepared by 1,3-dipolar cycloaddition of tosyl methyl isocyanide, nitrile imines and nitrile oxides to unsymmetrical bischalcones.

  通过将甲苯磺酰基甲基异氰酸酯，腈亚胺和腈氧化物的1，3-偶极环加成到不对称的双缩合二烯中，制备了一类新的与酮基连接的双杂环。
• REGIOSPECIFIC AND REGIOSELECTIVE 1,3-DIPOLAR CYCLOADDITION OF DIPOLAR REAGENTS TO UNSYMMETRICAL BISOLEFINIC KETONES IN THE PRESENCE OF CHLORAMINE-T (CAT)
  作者：V. Padmavathi、K. Venugopal Reddy、A. Padmaja、D. Bhaskar Reddy

  DOI：10.1081/scc-120003614

  日期：2002.1

  ABSTRACT The reaction of 1,5-diaryl-3-methyl-1,4-pentadien-3-one with araldehyde phenylhydrazone/araldoxime in the presence of chloramine-T proceeds regiospecifically in MeOH and regioselectively in AcOH leading to mono- and bis-pyrazolines/ isoxazolines.

  摘要 在氯胺-T 存在下，1,5-二芳基-3-甲基-1,4-戊二烯-3-酮与芳醛苯腙/芳醛肟的反应在MeOH 中区域特异性地进行，在AcOH 中区域选择性地产生单-和双-吡唑啉/异恶唑啉。