2-Hydroxyundecansaeure-methylester | 14919-24-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 2-Hydroxyundecansaeure-methylester
• 英文别名: Methyl 2-hydroxyundecanoate
• CAS: 14919-24-5
• 化学式: C₁₂H₂₄O₃
• 分子量: 216.321
• InChiKey: KPCYXZLFFKVGNI-UHFFFAOYSA-N

物化性质

• 沸点：
  105 °C(Press: 1 Torr)
• 密度：
  0.948±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  15
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-Hydroxyundecansaeure-methylester 在 三溴化磷 、 sodium iodide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 16.0h， 生成 methyl 2-iodoundecanoate
  参考文献：
  名称：

  Mohan, H Rama; Rao, A S, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1992, vol. 31, # 10, p. 698 - 700

  摘要：

  DOI：
• 作为产物：
  描述：

  癸酸甲酯 在 sodium hydroxide 、 乙酸酐 、 sodium hydride 作用下， 以 甲醇 、 乙醚 为溶剂， 反应 7.5h， 生成 2-Hydroxyundecansaeure-methylester
  参考文献：
  名称：

  Mohan, H Rama; Rao, A S, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1992, vol. 31, # 10, p. 698 - 700

  摘要：

  DOI：

文献信息

• Synthesis of<i>S</i>-Methyl 2-Hydroxyalkanethioates, 2-Hydroxyalkanoic Acids and Related Compounds via the Addition Reaction of Tris(methylthio)methanide Ion to Alkanals
  作者：Kazuhiko Orito、Yoshikatsu Seki、Hiroshi Suginome、Tsukasa Iwadare

  DOI：10.1246/bcsj.62.2013

  日期：1989.6

  In connection with the studies on biological activities on myrmicacin and related compounds, the synthetic method for 2-hydroxyalkanoic acids and the corresponding 1,2-diols was studied. The addition reaction of tris(methylthio)methyllithium to the aldehydes (propanal–dodecanal) gave the corresponding 1,1,1-tris(methylthio)-2-alkanols 1a–j. Treatment of 1 with mercury(II) chloride–mercury(II) oxide

  结合myrmicacin及相关化合物的生物活性研究，研究了2-羟基链烷酸及其相应的1,2-二醇的合成方法。三（甲硫基）甲基锂与醛（丙醛-十二醛）的加成反应得到相应的 1,1,1-三（甲硫基）-2-烷醇 1a-j。在水-丙酮中用氯化汞（II）-氧化汞（II）处理 1 得到 S-2-羟基链烷硫代酸甲酯 2a-j，在甲醇中得到 2-羟基链烷酸甲酯 3c-j。用氢化铝锂还原硫代物 2 得到 1,2-二醇 4c-j，皂化产生相应的 2-羟基链烷酸 5c-j。
• An Efficient Method for the Direct Peroxygenation of Various Olefinic Compounds with Molecular Oxygen and Triethylsilane Catalyzed by a Cobalt(II) Complex
  作者：Shigeru Isayama

  DOI：10.1246/bcsj.63.1305

  日期：1990.5

  An efficient method for the direct peroxygenation of various olefinic compounds with molecular oxygen and triethylsilane (Et3SiH) was developed by the use of a catalytic amount of a bis(1,3-diketonato)cobalt(II) complex. According to the above method, 1-phenyl-3-triethylsilydioxybutane (2) was directly produced from 4-phenyl-1-butene (1) by means of a reaction with O2 and Et3SiH at room temperature. Styrene (3) and ethyl acrylate (5a) were also smoothly peroxygenated to give 1-phenyl-1-triethylsilyldioxyethane (4) and ethyl 2-triethylsilyldioxypropionate (6a) by using a small amount of t-BuOOH as an initiator. The successive desilylation of 6a and reduction of the resulting ethyl 2-hydroperoxypropionate (8a) afforded the corresponding alcohol, ethyl lactate (10a), in a high yield. The synthetic utility of the present peroxygenation reaction was demonstrated in the preparation of α-hydroxy esters 10a–e from several α,β-unsaturated esters 5a–e via the corresponding triethylsilyldioxy derivatives.

  一种使用双(1,3-二酮基)钴(II)配合物催化剂对各种烯烃化合物进行分子氧和三乙基硅烷(Et3SiH)直接过氧化的高效方法已被开发。根据上述方法，通过在室温下使用O2和Et3SiH与4-苯基-1-丁烯(1)反应，直接生成了1-苯基-3-三乙基硅氧基丁烷(2)。此外，苯乙烯(3)和丙烯酸乙酯(5a)也能顺利地进行过氧化反应，使用少量t-BuOOH作为引发剂，分别得到1-苯基-1-三乙基硅氧基乙烷(4)和乙基2-三乙基硅氧基丙酸酯(6a)。接着对6a进行脱硅基化反应，并将其产物乙基2-氢过氧化丙酸酯(8a)还原，以高产率获得了相应的醇，即乙醇酸乙酯(10a)。本过氧化反应的合成实用性通过从几种α,β-不饱和酯5a–e制备相应的三乙基硅氧基衍生物，进而合成α-羟基酯10a–e得到了展现。
• Lithiated Dimethoxymethyl Diphenyl Phosphine Oxide, A Versatile Formiate Carbanion Equivalent
  作者：Holger Monenschein、Marco Brünjes、Andreas Kirschning

  DOI：10.1055/s-2002-20486

  日期：——

  Aldehydes are homologated to the corresponding α-hydroxy methyl esters using lithiated dimethoxymethyl diphenyl phosphine oxide. The primary addition product of this Horner-Wittig process collapses to the corresponding α-hydroxy ester under proton-catalyzed conditions.

  使用锂化的二甲氧基甲基二苯基膦氧化物将醛类同系为相应的 α-羟基甲酯。在质子催化条件下，该 Horner-Wittig 过程的主要加成产物分解为相应的 α-羟基酯。
• POLYESTER POLYOL, COMPOSITION FOR POLYURETHANE, COMPOSITION FOR POLYURETHANE FOAM, POLYURETHANE RESIN, AND POLYURETHANE FOAM
  申请人：Mitsui Chemicals, Inc.

  公开号：EP2308913A1

  公开（公告）日：2011-04-13

  The present invention provides a polyester polyol, preferably a plant-derived polyester polyol, suitable for a composition for polyurethane foam that contributes to the reduction of load on the environment and has a good balance of high resilience, moderate hardness, and high durability as a cushioning material for vehicle seat cushions. A polyester polyol having a hydroxyl value in the range of 15 to 100 mgKOH/g according to the present invention is produced by a condensation of raw materials comprising at least one selected from the group consisting of fatty acids having a hydroxy group and fatty acid esters having a hydroxy group with a polyhydric alcohol having an average number of functional groups of more than three but not more than eight. The raw materials contain 90% to 100% by mass of a fatty acid having a hydroxy group and a fatty acid ester having a hydroxy group in total.

  本发明提供了一种聚酯多元醇，最好是植物衍生的聚酯多元醇，适用于聚氨酯泡沫的组合物，有助于减少对环境的负荷，并在高回弹性、中等硬度和高耐用性之间取得良好平衡，可作为汽车坐垫的缓冲材料。根据本发明，羟基值在 15 至 100 mgKOH/g 范围内的聚酯多元醇是由至少一种选自具有羟基的脂肪酸和具有羟基的脂肪酸酯的原料与具有平均三个以上但不超过八个官能团的多元醇缩合而成。原料中具有羟基的脂肪酸和具有羟基的脂肪酸酯的总含量为 90%至 100%（以质量计）。
• 1-Chloroalkyl p-tolyl sulfoxides as useful agents for homologation of carbonyl compounds: conversion of carbonyl compounds to .alpha.-hydroxy acids, esters, and amides and .alpha.,.alpha.'-dihydroxy ketones
  作者：Tsuyoshi Satoh、Kenichi Onda、Koji Yamakawa

  DOI：10.1021/jo00013a011

  日期：1991.6

  One-carbon homologation of carbonyl compounds to alpha-hydroxy acids, esters, and amides by the use of 1-chloroalkyl p-tolyl sulfoxide as a hydroxycarbonyl anion equivalent is reported. Oxidation of the vinyl chlorides, the intermediates of the above-mentioned method, with osmium tetraoxide gives alpha,alpha'-dihydroxy ketones which are found in biologically active natural products such as cortisone and adriamycin.