1-(2,5-二甲基苯基)-3-苯基-1-丙酮 | 108976-70-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 中文名称: 1-(2,5-二甲基苯基)-3-苯基-1-丙酮
• 英文名称: 1-(2,5-dimethylphenyl)-3-phenylpropan-1-one
• CAS: 108976-70-1
• 化学式: C₁₇H₁₈O
• 分子量: 238.329
• InChiKey: LLQPSTBCYXBCFO-UHFFFAOYSA-N

物化性质

• 沸点：
  387.4±21.0 °C(Predicted)
• 密度：
  1.032±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 海关编码：
  2914399090

反应信息

• 作为产物：
  描述：

  3-chloro-1-(2,5-dimethylphenyl)propan-1-one 、 苯硼酸 在 potassium phosphate 、 Wilkinson's catalyst 、 R-(+)-1,1'-联萘-2,2'-双二苯膦 作用下， 以 1,4-二氧六环 为溶剂， 反应 20.0h， 以95%的产率得到1-(2,5-二甲基苯基)-3-苯基-1-丙酮
  参考文献：
  名称：

  铑（I）通过多米诺脱氢/共轭加成反应催化β-氯代酮及其相关衍生物的芳构化

  摘要：

  β-氯酮及其酯和酰胺衍生物的高效芳基化是通过多米诺脱氢/ Rh（I）催化的共轭物加成反应实现的。原位生成的乙烯基酮及其类似物被鉴定为反应中间体。本合成方案为（手性）β-芳基酮，酯和酰胺提供了一条简明的途径。

  DOI：

  10.1002/adsc.201200821

文献信息

• A nanoscale iron catalyst for heterogeneous direct <i>N</i>- and <i>C</i>-alkylations of anilines and ketones using alcohols under hydrogen autotransfer conditions
  作者：Madhu Nallagangula、Chandragiri Sujatha、Venugopal T. Bhat、Kayambu Namitharan

  DOI：10.1039/c9cc04120f

  日期：——

  report a commercially available nanoscale Fe catalyst for heterogeneous direct N- and C-alkylation reactions of anilines and methyl ketones with alcohols. A hydrogen autotransfer mechanism has been found to operate in these reactions by deuterium labelling studies. In addition, dehydrogenative quinoline synthesis has been demonstrated from amino benzyl alcohols and acetophenones.

  在这里，我们报告了一种可商购的纳米级Fe催化剂，用于苯胺和甲基酮与醇的异质直接N-和C-烷基化反应。通过氘标记研究，发现氢自动转移机制在这些反应中起作用。另外，已经证明从氨基苄醇和苯乙酮合成脱氢喹啉。
• Organic reactions catalyzed by solid superacids. 5. Perfluorinated sulfonic acid resin (Nafion-H) catalyzed intramolecular Friedel-Crafts acylation
  作者：Takehiko Yamato、Chieko Hideshima、G. K. Surya Prakash、George A. Olah

  DOI：10.1021/jo00012a033

  日期：1991.6

  Nafion-H, a perfluorinated sulfonic acid resin, catalyzed the intramolecular Friedel-Crafts acylation of diarylalkane-2-carboxylic acids and arylalkanoic acids in refluxing p-xylene to provide cyclic ketones. The reactions were clean, and the water that was formed as a byproduct did not deactivate the catalyst. It was also found that the intramolecular acylation of the corresponding acid chlorides occurred under much milder reaction conditions. The mechanism of the reaction is discussed.
• YAMATO, TAKEHIKO;HIDESHIMA, CHIEKO;PRAKASH, G. K. SURYA;OLAH, GEORGE A., J. ORG. CHEM., 56,(1991) N2, C. 3955-3957
  作者：YAMATO, TAKEHIKO、HIDESHIMA, CHIEKO、PRAKASH, G. K. SURYA、OLAH, GEORGE A.

  DOI：——

  日期：——
• Rhodium(I)-Catalyzed Arylation of β-Chloro Ketones and Related Derivatives through Domino Dehydrochlorination/ Conjugate Addition
  作者：Quanbin Jiang、Tenglong Guo、Qingfu Wang、Ping Wu、Zhengkun Yu

  DOI：10.1002/adsc.201200821

  日期：2013.6.17

  Highly efficient arylations of β‐chloro ketones and their ester and amide derivatives were achieved by means of domino dehydrochlorination/Rh(I)‐catalyzed conjugate addition. In situ generated vinyl ketones and their analogues were identified as the reaction intermediates. The present synthetic protocol provides a concise route to (chiral) β‐aryl ketones, esters, and amides.

  β-氯酮及其酯和酰胺衍生物的高效芳基化是通过多米诺脱氢/ Rh（I）催化的共轭物加成反应实现的。原位生成的乙烯基酮及其类似物被鉴定为反应中间体。本合成方案为（手性）β-芳基酮，酯和酰胺提供了一条简明的途径。