5-n-pentadecyl-2-nitrophenol | 200421-95-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 5-n-pentadecyl-2-nitrophenol
• 英文别名: 2-nitro-5-pentadecylphenol；6-nitro-3-pentadecylphenol
• CAS: 200421-95-0
• 化学式: C₂₁H₃₅NO₃
• 分子量: 349.514
• InChiKey: UGXPHFZVHAMBSS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.8
• 重原子数：
  25
• 可旋转键数：
  14
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  66
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-n-pentadecyl-2-nitrophenol 在 喹啉 、 镍 、 乙酸乙酯 、 silver(l) oxide 作用下， 生成 (2-amino-5-pentadecyl-phenyl)-(tetra-O-acetyl-β-D-glucopyranoside)
  参考文献：
  名称：

  AMINO- AND GUANIDINO-PENTADECYLPHENYL GLUCOSIDES

  摘要：

  DOI：

  10.1021/jo01146a025
• 作为产物：
  描述：

  3-十五烷基苯酚 在 氯仿 、 硝酸 作用下， 生成 5-n-pentadecyl-2-nitrophenol
  参考文献：
  名称：

  AMINO- AND GUANIDINO-PENTADECYLPHENYL GLUCOSIDES

  摘要：

  DOI：

  10.1021/jo01146a025

文献信息

• Rearrangement of azoxybenzocrowns into chromophoric hydroxyazobenzocrowns and the use of hydroxyazobenzocrowns for the synthesis of ionophoric biscrown compounds
  作者：Mirosław Szarmach、Ewa Wagner-Wysiecka、Elżbieta Luboch

  DOI：10.1016/j.tet.2013.10.074

  日期：2013.12

  The Wallach rearrangement was used as a method for preparing p-hydroxyazobenzocrown ethers starting from different azoxybenzocrowns as substrates. Synthesis of a series of p-hydroxyazobenzocrowns under modified conditions and characterization of the obtained products are presented. o-Hydroxyazobenzocrowns were identified among the products of the photochemical rearrangement of azoxybenzocrowns. Novel biscrowns were synthesized from p-hydroxyazobenzocrown ethers. The synthesized host molecules, differing in the size of the macrocycles and in the substituents in the aromatic rings, have the same dioxymethylene linkers. They were used as potential sodium or potassium ionophores in classic and miniature (screen-printed) ion-selective electrodes. The properties (tautomerism, acid base equilibrium) of newly prepared o-hydroxyazobenzocrown ethers and their p-substituted analogs were studied using spectroscopic methods and compared. (C) 2013 Elsevier Ltd. All rights reserved.
• Synthesis and reactions of nitro derivatives of hydrogenated cardanol
  作者：Orazio A. Attanasi、Stefano Berretta、Cinzia Fiani、Paolino Filippone、Giuseppe Mele、Raffaele Saladino

  DOI：10.1016/j.tet.2006.03.105

  日期：2006.6

  3-n-Pentadecylphenol (hydrogenated cardanol) and its derivative 5-n-pentadecyl-2-tert-butylphenol can be nitrated using nitric acid in acetonitrile or methanol to give mono, di or trinitro products. 5-n-Pentadecyl-2-nitrophenol undergoes reductive carbonylation to give a benzoxazole-2-one derivative. An efficient catalytic oxidation reaction in the presence of MeReO3 has also been studied. (c) 2006 Elsevier Ltd. All rights reserved.
• 2-Hydroxy-5-nitrobenzyl as a Diazeniumdiolate Protecting Group: Application in NO-Releasing Polymers with Enhanced Biocompatibility
  作者：Hua Xu、Melissa M. Reynolds、Keith E. Cook、Anthony S. Evans、John P. Toscano

  DOI：10.1021/ol801883f

  日期：2008.10.16

  The 2-hydroxy-5-nitrobenzyl group is shown to be an effective protecting group for diazenlumdiolates. O-2-(2-Hydroxy-5-nitrobenzyl)-substituted diazeniumdiolates display enhanced thermal stability, but efficiently release nitric oxide (NO) in pH 7.4 aqueous solutions. A lipophilic analogue incorporated into hydrophobic polymers shows NO surface flux rates comparable to that of the natural endothelium. Importantly, these polymer formulations also show significantly enhanced biocompatibility in vivo with use of a porcine implant model.
• Cashew Nut Shell Liquid. VIII. A Proof of Structure of the Mono-nitro and Mono-amino Derivatives of 3-Pentadecylphenol (Hydrocardanol)¹
  作者：David Wasserman、Charles R. Dawson

  DOI：10.1021/ja01167a045

  日期：1950.11
• AMINO- AND GUANIDINO-PENTADECYLPHENYL GLUCOSIDES
  作者：H. GEORGE LATHAM、EVERETTE L. MAY、ERICH MOSETTIG

  DOI：10.1021/jo01146a025

  日期：1951.6