methyl 10-hydroxyhexadecanoate | 56247-30-4

• 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: methyl 10-hydroxyhexadecanoate
• 英文别名: 10-hydroxy-hexadecanoic acid methyl ester；Methyl-10-hydroxy-hexadecanoat；10-Hydroxyhexadecanoat；Hexadecanoic acid, 10-hydroxy-, methyl ester
• CAS: 56247-30-4
• 化学式: C₁₇H₃₄O₃
• 分子量: 286.455
• InChiKey: CEVXFMILZMQBSZ-UHFFFAOYSA-N

物化性质

• 熔点：
  40.8-41.5 °C(Solv: ligroine (8032-32-4))
• 沸点：
  370.4±15.0 °C(Predicted)
• 密度：
  0.922±0.06 g/cm3(Predicted)
• 保留指数：
  2208.2

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  20
• 可旋转键数：
  15
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.94
• 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：

  methyl 10-hydroxyhexadecanoate 在 sodium hydroxide 、 三丁基膦 、 1,1'-azodicarbonyl-dipiperidine 作用下， 以 甲醇 、 水 、 甲苯 为溶剂， 反应 29.5h， 生成 10-(4-vinylphenoxy)hexadecanoic acid
  参考文献：
  名称：

  A New Family of Polymerizable Lyotropic Liquid Crystals:  Control of Feature Size in Cross-Linked Inverted Hexagonal Assemblies via Monomer Structure

  摘要：

  An efficient and versatile synthesis of a series of polymerizable amphiphilic mesogens that affords control over tail length and position of the :polymerizable group is described. The synthesis employs a novel and facile method of preparing styrene ethers. The monomers are sadium salts of styrene ether-modified fatty acids that can be used to form cross-linkable inverted hexagonal (H-II) lyotropic liquid crystal (LLC) phases at ambient temperature with controllable nanometer-scale dimensions. Examination of a series of regioisomers with the same alkyl chain length but with the styrene: ether group at different locations along the chain revealed that the position of the styrene ether has a profound effect on the dimensions of the resulting HII phase at a fixed temperature and composition. Increasing overall monomer tail length also has a significant, although smaller, effect on the unit cell dimensions of the LLC phase. By controlling the structure of the LLC monomer in this manner, cross-linked HII phases with interchannel distances (ICD) ranging from 29 to 54 Angstrom can be obtained. Furthermore, changing the counterion from Na+ to tetraalkylammonium ions leads to further expansion of the H-II unit cell to a maximum ICD of 65 Angstrom, as well as to the production of a lamellar phase. Use of these monomers affords a new and unparalleled degree of control over phase structure and dimensions for the production of nanostructured organic materials.

  DOI：

  10.1021/ja002462i
• 作为产物：
  描述：

  10-羟基癸酸 在 aluminum oxide 、 硫酸 、 pyridinium chlorochromate 作用下， 以 四氢呋喃 、 乙醚 、 二氯甲烷 为溶剂， 反应 22.0h， 生成 methyl 10-hydroxyhexadecanoate
  参考文献：
  名称：

  A New Family of Polymerizable Lyotropic Liquid Crystals:  Control of Feature Size in Cross-Linked Inverted Hexagonal Assemblies via Monomer Structure

  摘要：

  An efficient and versatile synthesis of a series of polymerizable amphiphilic mesogens that affords control over tail length and position of the :polymerizable group is described. The synthesis employs a novel and facile method of preparing styrene ethers. The monomers are sadium salts of styrene ether-modified fatty acids that can be used to form cross-linkable inverted hexagonal (H-II) lyotropic liquid crystal (LLC) phases at ambient temperature with controllable nanometer-scale dimensions. Examination of a series of regioisomers with the same alkyl chain length but with the styrene: ether group at different locations along the chain revealed that the position of the styrene ether has a profound effect on the dimensions of the resulting HII phase at a fixed temperature and composition. Increasing overall monomer tail length also has a significant, although smaller, effect on the unit cell dimensions of the LLC phase. By controlling the structure of the LLC monomer in this manner, cross-linked HII phases with interchannel distances (ICD) ranging from 29 to 54 Angstrom can be obtained. Furthermore, changing the counterion from Na+ to tetraalkylammonium ions leads to further expansion of the H-II unit cell to a maximum ICD of 65 Angstrom, as well as to the production of a lamellar phase. Use of these monomers affords a new and unparalleled degree of control over phase structure and dimensions for the production of nanostructured organic materials.

  DOI：

  10.1021/ja002462i

文献信息

• AgAsF6 as safe alternative to AgClO4 for generating cationic zirconocene species: Utilities in lewis acid-promoted selective CC bond forming reactions
  作者：Keisuke Suzuki、Takayuki Hasegawa、Takahiro Imai、Hideki Maeta、Shigeru Ohba

  DOI：10.1016/0040-4020(94)01135-m

  日期：1995.4

  synthesis, AgAsF6 proved to be an efficient catalyst that serves as a safe alternative to AgClO4. Scope and limitation is discussed on this new catalyst in the processes including (1) alkyl/alkenyl transfer reaction from organozirconocene chloride to aldehyde, (2) two- and four-carbon homologation of aldehyde, (3) dual synthetic methods of 1,3-dienes from aldehydes/ketones via 1,3-bimetallic species

  为了产生可用于有机合成的阳离子锆茂金属物种，AgAsF 6被证明是一种有效的催化剂，可作为AgClO 4的安全替代品。讨论了这种新型催化剂在工艺上的范围和局限性，这些工艺包括：（1）从有机锆茂氯化物到醛的烷基/烯基转移反应；（2）醛的二碳和四碳同系化；（3）1,3的双重合成方法醛/酮通过1，3-双金属物种生成二烯二烯，以及（4）通过邻喹二甲烷物种生成三组分烷基化环加成。
• [EN] METHOD OF REDUCING SPOILAGE IN HARVESTED PRODUCE DURING STORAGE AND SHIPPING<br/>[FR] PROCÉDÉ DE RÉDUCTION DE LA DÉTÉRIORATION DE PRODUITS RÉCOLTÉS PENDANT LE STOCKAGE ET L'EXPÉDITION
  申请人：APEEL TECH INC

  公开号：WO2017172951A1

  公开（公告）日：2017-10-05

  Described herein are formulations and methods of reducing spoilage in harvested produce by reducing the rate of water or mass loss, thereby resulting in high quality produce with lower rates of spoilage. The present disclosure provides coatings and methods of coating produce to prevent moisture loss from produce during storage and shipment of the produce. This in turn allows the produce to be shipped and stored at lower relative humidity (e.g., lower than industry standards for shipment and storage, or lower than about 90% relative humidity), which can help delay the growth of biotic stressors such as fungi, bacteria, viruses, and/or pests.

  本文描述了一种减少收获农产品变质的配方和方法，通过减少水分或质量的流失速率，从而获得质量高、变质率低的农产品。本文提供了覆盖物和覆盖农产品的方法，以防止农产品在储存和运输过程中失去水分。这反过来允许农产品在较低的相对湿度下运输和储存（例如低于行业运输和储存标准或低于约90%的相对湿度），这可以延迟生物胁迫因素（如真菌、细菌、病毒和/或害虫）的生长。
• The CYPome of Sorangium cellulosum So ce56 and Identification of CYP109D1 as a New Fatty Acid Hydroxylase
  作者：Yogan Khatri、Frank Hannemann、Kerstin M. Ewen、Dominik Pistorius、Olena Perlova、Norio Kagawa、Alexander O. Brachmann、Rolf Müller、Rita Bernhardt

  DOI：10.1016/j.chembiol.2010.10.010

  日期：2010.12

  studies on the characterization of fatty acid hydroxylases. Three novel potential fatty acid hydroxylases (CYP109D1, CYP264A1, and CYP266A1) were used for detailed characterization. One of them, CYP109D1 was able to perform subterminal hydroxylation of saturated fatty acids with the support of two autologous and one heterologous electron transfer system(s). The kinetic parameters for the product hydroxylation

  提出了对纤维素酶Soce56的完整细胞色素P450补体（CYPome）进行的首次系统研究，该酶是重要的次生代谢产物的生产者，具有迄今为止最大的细菌基因组序列。我们描述了由21个推定的P450基因组成的Soce56细胞色素P450补体的生物信息学分析。由于脂肪酸在黏菌的复杂生命周期中起着关键作用，因此我们将研究重点放在了脂肪酸羟化酶的表征上。三种新颖的潜在脂肪酸羟化酶（CYP109D1，CYP264A1和CYP266A1）用于详细表征。其中之一，CYP109D1能够在两个自体和一个异源电子转移系统的支持下进行饱和脂肪酸的亚末端羟基化反应。
• Polyacetale auf Basis von Vinylethern und Dihydroxyverbindungen und ihre Verwendung in Wasch- und Reinigungsmitteln
  申请人：BASF Aktiengesellschaft

  公开号：EP0548639A2

  公开（公告）日：1993-06-30

  Verwendung von Polyacetalen, die durch kationisch initiierte Polyaddition von (a) Divinylethern und (b) Dihydroxyverbindungen sowie gegebenenfalls (c) Monohydroxyverbindungen erhältlich sind und die K-Werte von 8 bis 100 haben, als Zusatz zu phosphatarmen oder phosphatfreien Wasch- und Reinigungsmitteln und Polyacetale, die durch kationisch initiierte Polyaddition der oben genannten Komponenten (a) und (b) im Molverhältnis 2 : 1 bis 1 : 1 und Addition von (c) Monohydroxyverbindungen an die Vinylethergruppen im Polyacetal erhältlich sind.

  使用聚缩醛，它是通过阳离子引发的下列化合物的加成反应获得的 (a) 二乙烯基醚和 (b) 二羟基化合物和可选的 (c) 单羟基化合物 K 值为 8 至 100，可用作低磷酸盐或无磷酸盐洗涤剂和清洁剂的添加剂，以及通过阳离子引发上述组分（a）和（b）以 2:1 至 1:1 的摩尔比进行加成，并将(c)单羟基化合物加到聚缩醛中的乙烯基醚基上而得到的聚缩醛。
• PLANT EXTRACT COMPOSITIONS FOR FORMING PROTECTIVE COATINGS
  申请人：Apeel Technology, Inc.

  公开号：EP3649860A1

  公开（公告）日：2020-05-13

  Described herein are methods of preparing cutin-derived monomers, oligomers, or combinations thereof from cutin-containing plant matter. The methods can include heating the cutin-derived plant matter in a solvent at elevated temperature and pressure. In some preferred embodiments, the methods can be carried out without the use of additional acidic or basic species.

  本文描述了从含有角叉菜胶的植物物质中制备角叉菜胶衍生单体、低聚物或其组合的方法。这些方法可包括在溶剂中以升高的温度和压力加热植物角质素衍生物质。在一些优选的实施方案中，这些方法可以在不使用额外的酸性或碱性物质的情况下进行。