1-(2-羟基-5-甲基苯基)丁烷-1-酮 | 24323-47-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 1-(2-羟基-5-甲基苯基)丁烷-1-酮
• 英文名称: 1-(2-hydroxy-5-methylphenyl)butan-1-one
• 英文别名: 2-hydroxy-5-methylbutyrophenone
• CAS: 24323-47-5
• 化学式: C₁₁H₁₄O₂
• 分子量: 178.231
• InChiKey: HASFZPBOEXCSEC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(2-羟基-5-甲基苯基)丁烷-1-酮 在 硫酸 、 硝酸 作用下， 以55%的产率得到2-Hydroxy-5-methyl-3-nitrobutyrophenon
  参考文献：
  名称：

  Synthesis and quantitative structure-activity relationships of antiallergic 2-hydroxy-N-(1H-tetrazol-5-yl)benzamides and N-(2-hydroxyphenyl)-1H-tetrazole-5-carboxamides

  摘要：

  The synthesis and antiallergic activity of a series of 2-hydroxy-N-1H-tetrazol-5-ylbenzamides and isomeric N-(2-hydroxyphenyl)-1H-tetrazole-5-carboxamides is described. A relationship between structure and intravenous antiallergic activity in the rat passive cutaneous anaphylaxis (PCA) test has been established using a Hansch/Free-Wilson model and used to direct studies toward potent derivatives. The contribution of physicochemical properties to activity is discussed. One member of this series, N-(3-acetyl-5-fluoro-2-hydroxyphenyl)-1H-tetrazole-5-carboxamide (3f), which was selected for further evaluation, has an ID50 value of 0.16 mg/kg po and is 130 times more potent than disodium cromoglycate (DSCG) on intravenous administration.

  DOI：

  10.1021/jm00154a019
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 二硫化碳 、 三氯化铝 作用下， 生成 1-(2-羟基-5-甲基苯基)丁烷-1-酮
  参考文献：
  名称：

  Auwers, Chemische Berichte, 1903, vol. 36, p. 3898

  摘要：

  DOI：

文献信息

• Ytterbium triflate catalysed Friedel–Crafts reaction using carboxylic acids as acylating reagents under solvent-free conditions
  作者：Can Jin、Jie Li、Weike Su

  DOI：10.3184/030823409x12511347683523

  日期：2009.10

  The Friedel–Crafts acylation of 1-naphthol and phenol derivatives with carboxylic acids were investigated by using a catalytic amount of metal-triflate, in particular Yb(OTf)3, under solvent-free conditions. Both aliphatic and aromatic carboxylic acids reacted easily to afford the corresponding hydroxyaryl ketones.

  在无溶剂条件下，通过使用催化量的金属三氟甲磺酸盐，特别是 Yb(OTf)3，研究了 1-萘酚和苯酚衍生物与羧酸的 Friedel-Crafts 酰化反应。脂肪族和芳香族羧酸都容易反应得到相应的羟基芳基酮。
• Microwave Assisted Direct Ortho-Acylation of Phenol and Naphthol Derivatives by BF₃·(C₂H₅)₂O
  作者：Hossein Naeimi、Leila Moradi

  DOI：10.1246/bcsj.78.284

  日期：2005.2

  The solventless acylation of phenol and naphthol derivatives with various organic acids and BF3·(C2H5)2O, under microwave conditions, was studied. High yields of the o-acylated products were achiev...

  研究了苯酚和萘酚衍生物与各种有机酸和BF3·(C2H5)2O在微波条件下的无溶剂酰化反应。实现了邻酰化产物的高收率...
• v. Auwers; Laemmerhirt, Chemische Berichte, 1920, vol. 53, p. 441
  作者：v. Auwers、Laemmerhirt

  DOI：——

  日期：——
• Wittig, Justus Liebigs Annalen der Chemie, 1926, vol. 446, p. 179
  作者：Wittig

  DOI：——

  日期：——
• The insertion of arynes into the O–H bond of aliphatic carboxylic acids
  作者：Chunxiao Wen、Qian Chen、Zhenwen He、Xinxing Yan、Changyuan Zhang、Zhiyun Du、Kun Zhang

  DOI：10.1016/j.tetlet.2015.08.019

  日期：2015.9

  The insertion of arynes into the O-H bond of aliphatic carboxylic acids promoted by sodium carboxylates is described. The reactions led to the formation of aryl carboxylates in good yields with good chemoselectivities under mild conditions. (C) 2015 Elsevier Ltd. All rights reserved.