戊基油酸酯 | 142-57-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 戊基油酸酯
• 中文别名: 油酸戊酯
• 英文名称: pentyl oleate
• 英文别名: Amyl oleate；pentyl (Z)-octadec-9-enoate
• CAS: 142-57-4
• 化学式: C₂₃H₄₄O₂
• 分子量: 352.601
• InChiKey: YEUKJHYLBPPSQJ-SEYXRHQNSA-N

物化性质

• 保留指数：
  2421.7

计算性质

• 辛醇/水分配系数(LogP)：
  9.4
• 重原子数：
  25
• 可旋转键数：
  20
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2916150000

反应信息

• 作为产物：
  描述：

  油酸甲酯 、 戊醇 在 n-C₅H₁₁ONa 作用下， 反应 1.5h， 生成 戊基油酸酯
  参考文献：
  名称：

  脂肪酸酯的熔点和粘度是工程油料的潜在目标

  摘要：

  AbstractOur previous isolation of branched‐chain fatty acid (BCFA) methyl esters from lanolin was improved and scaled up. Also, oleate esters of isopropanol, oleyl alcohol and normal alcohols of 1–12 carbons chain lengths were prepared. Esters were made by interesterification with sodium alcoholates and by esterification with Candida antarctica lipase. It proved easier to obtain pure esters by the enzymatic synthesis. Melting points and viscosities over the range of 0–70 °C were determined in order to better identify potential lubricant targets that might be produced by genetically modified oilseed crops. Isopropyl and butyl oleate have melting points of −33 and −32 °C, respectively and viscosities that range from ~17 cp (0 °C) to ~2.5 cp (70 °C). They should have suitable stability for lubricants. BCFA esters had viscosities similar to their straight chain analogs. Viscosities increased with alcohol chain length and decreased with temperature. The dependence of viscosity on temperature was fit with an equation based on Erying’s rate equation. Some esters with branched acid or branched alcohol moieties, and some oleate esters might be utilized as biolubricants or biofuels on the basis of their melting points and viscosities.

  DOI：

  10.1007/s11746-007-1159-9

文献信息

• Chemically Modified Lipase from <i>Thermomyces lanuginosus</i> with Enhanced Esterification and Transesterification Activities
  作者：Jennifer Noro、Artur Cavaco‐Paulo、Carla Silva

  DOI：10.1002/cctc.202101050

  日期：2021.11.8

  The chemical modification of lipase from Thermomyces lanuginosus using dodecyl aldehyde as linker, showed to beneficially improve its catalytic activity. The results reported in this paper, showed an outstanding increase of its activity towards esterification and transesterification reactions, comparing with the native form, being the most pronounced improvement obtained when using the longest alcohol

  使用十二醛作为接头对来自疏毛嗜热丝孢菌的脂肪酶进行化学修饰，显示出有益地提高了其催化活性。本文报道的结果表明，与天然形式相比，其对酯化和酯交换反应的活性显着增加，这是在两种类型反应中使用最长醇链时获得的最显着改进。
• Solvent-free esterification catalyzed by surfactant-combined catalysts at room temperature
  作者：Li Gang、Li Xinzong、Wumanjiang Eli

  DOI：10.1039/b615448d

  日期：——

  Solvent-free esterifications of various carboxylic acids and alcohols can be catalyzed by surfactant-combined catalysts dodecylbenzene sulfonic acid (DBSA) and copper dodecylbenzene sulfonate (CDBS) in moderate to excellent yield at room temperature. The esterification method has two notable advantages: first, there is no need for any solvent, even water, and secondly, no need for energy, the reaction can proceed smoothly at room temperature.

  无溶剂酯化反应可在室温下由表面活性剂复合催化剂十二烷基苯磺酸（DBSA）和十二烷基苯磺酸铜（CDBS）催化，产率从中等到优良不等。该酯化方法具有两大显著优势：一是无需任何溶剂，甚至不需水；二是无需能量，反应可在室温下顺利进行。
• 取代材料及其生产工艺和用途
  申请人：湖北硒诺唯新功能化硅胶材料有限公司

  公开号：CN106478709B

  公开（公告）日：2020-07-21

  本发明涉及含酸性基团的功能化材料的生产工艺及其用途，该材料用作非均相催化剂，也用于从产品流、工艺过程流和废液中去除有机和无机化合物，或用作阳离子和阴离子交换剂、金属层析材料、固相净化或提取材料、固定生物分子材料、固相合成材料和色谱材料。本发明也涉及新型磺酸和次膦酸有机功能化硅胶及其各自的金属盐。
• Catalytic Biodiesel Production Mediated by Amino Acid-Based Protic Salts
  作者：Jingbo Li、Zheng Guo

  DOI：10.1002/cssc.201700026

  日期：2017.4.22

  Hetero‐ and homogeneous acid catalysts are effective catalysts for the production of biodiesel from oils containing high free fatty acids. The protic salts synthesized from natural amino acids were examined for catalytic activity and efficiency for the esterification of oleic acid after structural identification and characterization. In the esterification reaction of oleic acid with methanol, [Asp][NO3]

  杂酸和均相酸催化剂是从含高游离脂肪酸的油中生产生物柴油的有效催化剂。在结构鉴定和表征后，检查了从天然氨基酸合成的质子盐的催化活性和酯化油酸的效率。在油酸与甲醇的酯化反应中，[Asp] [NO 3 ]是最好的催化剂，其高活性与其高的哈米特酸度有关。油酸酯化以实现97％的生物柴油收率的最佳反应条件为：70°C，10％的催化剂负载量（w / w，以油酸计），甲醇/油酸比7.5：1和5 h。通常，[Asp] [NO 3]可能是油酸与链长最高达六的醇酯化的良好催化剂。由棕榈脂肪酸馏出物获得的生物柴油产率为93.86％，表明该催化剂具有工业应用潜力。动力学研究表明，该反应遵循伪一级动力学，其活化能和预指数分别为57.36 kJ mol -1和44.24×10 5  min -1。天冬氨酸衍生的质子盐是一种有前途的，操作简单，可持续，可再生且可能可生物降解的催化剂，可用于将游离脂肪酸转化为生物柴油。
• Organopolysiloxanes containing phosphonic groups, method for the production and use thereof
  申请人：——

  公开号：US20040077889A1

  公开（公告）日：2004-04-22

  The invention relates to new compounds of the formula, wherein R and R 1 are each independently hydrogen, a linear or branched C 1-40 alkyl, C 2-40 alkenyl or C 2-40 alkynyl group, an aryl or C 1-40 alkylaryl group or an optionally complex metal ion M n+ /n wherein n is an integer from 1 to 8; the free valences of the silicate oxygen atoms are saturated by one or more of: silicon atoms of other groups of the formula, hydrogen, a linear or branched C 1-12 alkyl group or by cross-linking bridge members R 3 q M 1 (OR 2 ) m O k/2 or Al(OR 2 ) 3-p O p/2 or R 3 Al(OR 2 ) 2-r O r/2 ; where M 1 is Si or Ti; R 2 is linear or branched C 1-12 alkyl group; and R 3 is a linear or branched C 1-6 alkyl group; k is an integer from 1 to 4 and q and m are integers from 0 to 2; such that m+k+q=4; and p is an integer from 1 to 3; and r is an integer from 1 to 2; or other known oxo metal bridging systems; x, y and z are integers such that the radio of x:y+z, varies from 0.00001 to 100,000 with the fragments [O 3/2 SiCH(CH 2 PO(OR)(OR 1 ))CH 2 CH 2 SiO 3/2 ] X and [O 3/2 SiCH 2 CH 2 PO(OR)(OR 1 )] Y always present whilst the integer z varies from 0 to 200y. The compounds are useful as catalysts for a wide variety of reactions and have the advantages that they can be prepared in a one-pot reaction and have functional group losding can be tailored to be at a required level. In addition, the compounds have high chemical and thermal stability, fixed and rigid structures, are insoluble in organic solvents, high resistance to ageing, and can easily be purified and reused. 1

  本发明涉及一种新化合物的公式，其中R和R1分别独立地为氢、线性或支链C1-40烷基、C2-40烯基或C2-40炔基、芳基或C1-40烷基芳基或可选的复合金属离子Mn+/n（其中n是1到8的整数）；硅酸盐氧原子的自由价通过下列一种或多种进行饱和：公式中其他组的硅原子、氢、线性或支链C1-12烷基或交联桥连接成员R3qM1(OR2)mOk/2或Al(OR2)3-pOp/2或R3Al(OR2)2-rOr/2（其中M1为Si或Ti；R2是线性或支链C1-12烷基；R3是线性或支链C1-6烷基；k是1到4的整数，q和m是0到2的整数，使得m+k+q=4；p是1到3的整数；r是1到2的整数；或其他已知的氧化金属桥接系统）；x、y和z是整数，使得x:y+z的比例从0.00001到100,000不等，其中碎片[O3/2SiCH(CH2PO(OR)(OR1))CH2CH2SiO3/2]X和[O3/2SiCH2CH2PO(OR)(OR1)]Y始终存在，而整数z从0到200y变化。这些化合物可用作各种反应的催化剂，并具有以下优点：它们可以在一锅反应中制备，并且功能组载荷可以定制为所需水平。此外，这些化合物具有高化学和热稳定性、固定和刚性结构、不溶于有机溶剂、高耐老化性，并且可以轻松地纯化和重复使用。