2-isobornyl-4-methylphenol | 17152-83-9

• 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: 2-isobornyl-4-methylphenol
• 英文别名: 2-Isobornyl-p-cresol；4-methyl-2-(1,7,7-trimethyl-2-bicyclo[2.2.1]heptanyl)phenol
• CAS: 17152-83-9
• 化学式: C₁₇H₂₄O
• 分子量: 244.377
• InChiKey: ZRCLPBCDJUWMRD-UHFFFAOYSA-N

物化性质

• 熔点：
  71.8-72.5 °C
• 沸点：
  156-161 °C(Press: 0.5 Torr)
• 密度：
  1.029±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  苯乙烯 、 2-isobornyl-4-methylphenol 在 对甲苯磺酸 作用下， 以 neat (no solvent) 为溶剂， 以89%的产率得到4-methyl-2-(1-phenylethyl)-6-(1,7,7-trimethylbicyclo[2.2.1]hept-2-yl)phenol
  参考文献：
  名称：

  Alkylation of isobornylphenols with styrene in the presence of p-toluenesulfonic acid

  摘要：

  The alkylation of racemic isobornylphenols with styrene in the presence of p-toluenesulfonic acid (5 mol %) afforded new hybrid compounds combining bulky terpene and phenylethyl fragments in a single molecule.

  DOI：

  10.1134/s1070363215060079

文献信息

• Synthesis of isobornylphenol-containing 3-aryl-1,2,4-triazin-5(4H)-ones
  作者：I. N. Egorov、O. N. Chupakhin、M. V. Berezin、G. L. Rusinov、V. L. Rusinov、E. V. Buravlev、I. Yu. Chukicheva、A. V. Kuchinc

  DOI：10.1007/s11172-011-0143-6

  日期：2011.5

  A method for modification of 3-aryl-1,2,4-triazin-5(4H)-ones with isobornylphenols was proposed. The influence of various acylating agents on the reaction pathway was studied.

  提出了一种3-芳基-1,2,4-三嗪-5(4H)-酮与异博尔尼基酚修饰的方法。研究了各种酰化试剂对反应路径的影响。
• Reactions of pyrazinium salts with phenols:from σH-adducts to SN Hproducts and transformations into benzo[b]furans
  作者：E. V. Verbitskiy、Yu. A. Kvashnin、P. A. Slepukhin、A. V. Kuchin、G. L. Rusinov、O. N. Chupakhin、V. N. Charushina

  DOI：10.1007/s11172-011-0144-5

  日期：2011.5

  The reaction of 5-(het)aryl-2,3-dicyano-1-ethylpyrazinium salts with phenol derivatives affords relatively stable dihydropyrazines, whereas the reactions of 6-(het)aryl-1,2,5-oxadiazolo[3,4-b]pyrazin-4-ium protic salts, depending on the phenol structure, result in products of nucleophilic substitution of hydrogen or open-chain transformation products: benzo[b]furan-substituted derivatives. The crystallographic data on the spatial structure of all types of the synthesized products were obtained.

  5-(杂)芳基-2,3-二氰基-1-乙基吡嗪盐与酚衍生物的反应生成相对稳定的二氢吡嗪，而6-(杂)芳基-1,2,5-氧代二唑[3,4-b]吡嗪-4-阳离子质子盐的反应则根据酚的结构，产生氢的亲核取代产物或开链转化产物：苯并[b]呋喃取代衍生物。获得了所合成产品所有类型的空间结构的结晶学数据。
• Structure—hemolytic activity relationship in isobornylphenol derivatives
  作者：O. G. Shevchenko、S. N. Plyusnina、E. V. Buravlev、I. Yu. Chukicheva、I. V. Fedorova、O. V. Shchukina、A. V. Kutchin

  DOI：10.1007/s11172-017-1962-x

  日期：2017.10

  A structure — hemolytic activity relationship in isobornylphenol derivatives was analysed. The morphological transformation of erythrocytes under the influence of some representatives of this class of compounds was demonstrated by scanning electron microscopy. The hemolytic activity of the test compounds can vary within wide limits, depending on the structure and position of substituents determining

  分析了异冰片基酚衍生物的结构-溶血活性关系。通过扫描电子显微镜证实了在此类化合物的一些代表的影响下红细胞的形态转变。受试化合物的溶血活性可以在很宽的范围内变化，这取决于决定化合物与细胞膜相互作用性质的取代基的结构和位置。
• Synthesis of phenolic antioxidants with isobornyl and tert-butyl fragments
  作者：I. V. Fedorova、I. Yu. Chukicheva、O. A. Shumova、A. V. Kutchin

  DOI：10.1134/s1070363213060170

  日期：2013.6

  Hybrid antioxidants, phenols with a terpene and tert-butyl substituents, were synthesized by the alkylation of 2-tert-butyl-4-methylphenol with camphene and 2-isobornylphenol with tert-butyl chloride in the presence of acidic heterogeneous catalysts, montmorillonite KSF and FIBAN K-1. Antioxidant activity of the synthesized terpenophenols was evaluated using spectrophotometry.
• Separation of racemic salycylaldehydes containing isobornyl substituent using (R)-1-phenylethylamine
  作者：E. V. Buravlev、I. Yu. Chukicheva、F. M. Dolgushin、A. V. Kuchin

  DOI：10.1134/s1070428010050088

  日期：2010.5

  Racemic salicylaldehydes containing isobornyl substituent were separated by their conversion into diastereomers by the reaction with (R)-1-phenylethylamine. The absolute configuration of the intermediate Schiff bases and separated aldehyde eneatiomers was established by XRD analysis.