3-十三烷基苯酚 | 72424-02-3

• 物质功能分类: 有机原料 - 醇、酚、酚醇类化合物及衍生物 - 酚及其卤化、磺化、硝化或亚硝化衍生物
• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 中文名称: 3-十三烷基苯酚
• 英文名称: 3-tridecylphenol
• 英文别名: Phenol, 3-tridecyl-
• CAS: 72424-02-3
• 化学式: C₁₉H₃₂O
• 分子量: 276.462
• InChiKey: IFGRPNIAGKTMCH-UHFFFAOYSA-N

物化性质

• 保留指数：
  2286.1;2294

计算性质

• 辛醇/水分配系数(LogP)：
  8.4
• 重原子数：
  20
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  3-甲氧基苯甲酰胺 在 盐酸 、 三氯化铝 、 amalgamated zinc 、 乙醚 、 苯 作用下， 生成 3-十三烷基苯酚
  参考文献：
  名称：

  Fadia et al., Journal of the Indian Chemical Society, 1955, vol. 32, p. 117

  摘要：

  DOI：

文献信息

• A quantitative structure-activity relationship for antitumor activity of long-chain phenols from Ginkgo biloba L.
  作者：Hideji ITOKAWA、Nobuo TOTSUKA、Keisuke NAKAHARA、Manaby MAEZURU、Koichi TAKEYA、Miyuki KONDO、Mutsumi INAMATSU、Hiroshi MORITA

  DOI：10.1248/cpb.37.1619

  日期：——

  With the aim of obtaining compounds with strong antitumor activity, a quantitative structure-activity relationship (QSAR) of antitumor phenolic compounds (long-chain phenols) was derived using the Hansch-Fujita equation. The ED50 values against Chinese hamster V-79 cells were analyzed in terms of log P as the hydrophobic parameter and the energy of the lowest unoccupied molecular orbital (ELUMO) calculated by using the modified neglect of differential overlap (MNDO) method as the electronic parameter, by means of multiple regression analysis. It was found that the activities mainly depended on log P (an optimum log P of 8.3) and a low-lying ELUMO value. 4-Undecylcatechol, selected on the basis of the above results, exhibited strong antitumor activity against Sarcoma 180 ascites and P-388 lymphocytic leukemia.

  为了获得具有强抗肿瘤活性的化合物，利用Hansch-Fujita方程导出了抗肿瘤酚类化合物（长链酚）的定量构效关系（QSAR）。通过多重回归分析，分析了针对中国仓鼠V-79细胞的ED50值，考虑了疏水参数log P和通过改良的差分重叠忽略（MNDO）方法计算的最低未占分子轨道能量（ELUMO）作为电子参数。研究发现，活性主要依赖于log P（最佳log P为8.3）和较低的ELUMO值。基于上述结果选择的4-十一烷基儿茶酚，对肉瘤180腹水和P-388淋巴细胞白血病展现出了强抗肿瘤活性。
• Synthesis and Antinematodal Activity of 3-<i>n</i>-Alkylphenols
  作者：Kazuto TAKAISHI、Yohannes ALEN、Kazuyoshi KAWAZU、Naomichi BABA、Shuhei NAKAJIMA

  DOI：10.1271/bbb.68.2398

  日期：2004.1

  Several 3-alkylphenols including 3-undecylphenol, which was isolated from a Sumatran rainforest plant, were synthesized to investigate their antinematodal activity against the phytopathogenic nematodes, Bursapherencus xylophilus. A three-step synthesis involving the treatment of 2-cyclohexen-1-one with the Grignard reagent, oxidation of the resulting 1-alkyl-2-cyclohexen-1-ol and subsequent aromatization of 3-alkyl-2-cyclohexen-1-one successfully afforded such phenols. Among the 3-alkylphenols, 3-nonylphenol showed the highest activity, while 3-decylphenol and 3-undecylphenol also showed high activity.

  合成了几种3-烷基苯酚，包括从苏门答腊雨林植物中分离出的3-十一烷基苯酚，以研究它们对植物病原线虫Bursaphelenchus xylophilus的抗线虫活性。该合成过程经过三个步骤，包括将2-环己烯-1-酮与格氏试剂反应、氧化所得的1-烷基-2-环己烯-1-醇，以及随后对3-烷基-2-环己烯-1-酮的芳构化，成功地制备了这些苯酚。在这些3-烷基苯酚中，3-癸基苯酚显示出最高活性，而3-癸基苯酚和3-十一烷基苯酚也表现出较高的活性。
• [EN] TRIAZINE UV ABSORBERS AND A PROCESS FOR THE PREPARATION THEREOF<br/>[FR] ABSORBEURS UV DE TYPE TRIAZINE ET LEUR PROCÉDÉ DE PRÉPARATION
  申请人：BASF SE

  公开号：WO2021130380A1

  公开（公告）日：2021-07-01

  The presently claimed invention relates to novel, highly efficient triazine UV absorbers and a general process for the preparation UV absorber compounds from natural precursors.

  目前所宣称的发明涉及新颖、高效的三嗪类紫外线吸收剂以及从天然前体制备紫外线吸收剂化合物的一般过程。
• POLYCARBONATE RESIN FOR LIQUID CRYSTAL MEMBERS, POLYCARBONATE RESIN COMPOSITION FOR LIQUID CRYSTAL MEMBERS WHICH CONTAINS SAME, AND LIQUID CRYSTAL MEMBER
  申请人：Idemitsu Kosan Co., Ltd

  公开号：EP2987816A1

  公开（公告）日：2016-02-24

  Provided is a polycarbonate resin for a liquid crystal member, which is produced by using an end terminator containing 3-pentadecylphenol obtained from a natural product, and which has a YI value of 1.1 or less or a light transmittance at a wavelength of 400 nm of 85% or more.

  本发明提供了一种用于液晶元件的聚碳酸酯树脂，它是通过使用含有从天然产品中获得的 3-十五烷基酚的末端终止剂生产的，其 YI 值为 1.1 或以下，或在波长为 400 纳米时的透光率为 85% 或以上。
• WOOD-PRODUCT LAMINATED COMPOSITES
  申请人：Borden Chemical, Inc.

  公开号：EP0897400B1

  公开（公告）日：2004-12-29