4-(2,5-Dimethylphenyl)valeriansaeure | 28591-11-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-(2,5-Dimethylphenyl)valeriansaeure
• 英文别名: 4-(2,5-dimethyl-phenyl)-valeric acid；4-(2,5-Dimethyl-phenyl)-valeriansaeure；4-(p-Dimethyl)-phenylvaleriansaeure；4-(2,5-dimethylphenyl)pentanoic Acid
• CAS: 28591-11-9
• 化学式: C₁₃H₁₈O₂
• 分子量: 206.285
• InChiKey: KCAYTEGULDUFEJ-UHFFFAOYSA-N

物化性质

• 熔点：
  113.5 °C
• 沸点：
  170 °C(Press: 12 Torr)
• 密度：
  1.0200 g/cm3

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2916399090

反应信息

• 作为反应物：
  描述：

  4-(2,5-Dimethylphenyl)valeriansaeure 在 硫酸 、 溴 作用下， 以 乙醚 为溶剂， 反应 2.0h， 生成 2-Brom-4,5,8-trimethyl-1,2,3,4-tetrahydronaphthalin-1-on
  参考文献：
  名称：

  Boberg, Friedrich; Jachiewicz, Adam; Garming, Alfons, Phosphorus, Sulfur and Silicon and the Related Elements, 1992, vol. 72, # 1-4, p. 1 - 12

  摘要：

  DOI：
• 作为产物：
  描述：

  二氧化碳 、 2-(3-溴-1-甲基-丙基)-1,4-二甲基-苯 生成 4-(2,5-Dimethylphenyl)valeriansaeure
  参考文献：
  名称：

  Tsukervanik,I.P.; Bugrova,L.V., Journal of general chemistry of the USSR, 1961, vol. 31, p. 2003 - 2007

  摘要：

  DOI：

文献信息

• Synthesis of 1-tetralones by intramolecular Friedel–Crafts reaction of 4-arylbutyric acids using Lewis acid catalysts
  作者：Dong-Mei Cui、Masato Kawamura、Shigeru Shimada、Teruyuki Hayashi、Masato Tanaka

  DOI：10.1016/s0040-4039(03)00855-4

  日期：2003.5

  Intramolecular Friedel–Crafts reaction of 4-arylbutyric acids efficiently proceeded in the presence of catalytic amounts of Lewis acids such as Bi(NTf2)3 and M(OTf)3 (M=Bi, Ga, In and rare-earth metals) to form 1-tetralones. Chroman-4-one and thiochroman-4-one were also obtained in good yields from 3-phenoxypropionic acid and 3-phenylthiopropionic acid, respectively.

  在催化量的路易斯酸（例如Bi（NTf 2）3和M（OTf）3）（M = Bi，Ga，In和稀土金属）催化下，4-芳基丁酸的分子内Friedel-Crafts反应可以有效地进行形成1-四氢萘酮。还分别从3-苯氧基丙酸和3-苯硫基丙酸以良好的产率获得了色曼-4-酮和硫代色烷-4-酮。
• The Friedel—Crafts Reaction with γ-Valerolactone. I. The Synthesis of Various Polymethylnaphthalenes
  作者：William L. Mosby

  DOI：10.1021/ja01130a032

  日期：1952.5
• Polyterpene und Polyterpenoide LXIV. Synthese des Sapotalins und anderer Trimethyl-naphtaline
  作者：L. Ruzieka、L. Ehmann

  DOI：10.1002/hlca.19320150115

  日期：——
• Synthesis of polyalkyl-1-tetralones and the corresponding naphthalenes
  作者：Edmund J. Eisenbraun、C. W. Hinman、J. M. Springer、J. W. Burnham、T. S. Chou、Pat W. K. Flanagan、Mynard C. Hamming

  DOI：10.1021/jo00816a021

  日期：1971.8
• 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.