十三烷酸丁酯 | 28267-31-4

• 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: 十三烷酸丁酯
• 中文别名: 2,2,4,4-四甲基-7-氧杂-3,20-二氮杂二螺[5.1.11.2]二十一烷-21-酮盐酸
• 英文名称: n-butyl tridecanoate
• 英文别名: tridecanoic acid butyl ester；Tridecansaeure-butylester；Butyl tridecanoate
• CAS: 28267-31-4
• 化学式: C₁₇H₃₄O₂
• 分子量: 270.456
• InChiKey: HKXBPYQGPDKLHV-UHFFFAOYSA-N

物化性质

• LogP：
  7.409 (est)
• 保留指数：
  1880;1868

计算性质

• 辛醇/水分配系数(LogP)：
  7.1
• 重原子数：
  19
• 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：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  十一烷酸丁酯 、 十二酸丁酯 、 十三烷酸丁酯 、 十四烷酸丁基酯 、 十六烷酸丁基酯 、 十五烷酸丁酯 在 lithium aluminium tetrahydride 作用下， 生成 十一烷醇 、 1-十五醇 、 十二烷醇 、 十三烷醇 、 十四醇 、 1-十六烷醇
  参考文献：
  名称：

  PRODUCTION OF DETERGENT RANGE ALCOHOLS

  摘要：

  这项发明涉及一种生产具有平均每分子8至20个碳原子的洗涤剂级醇混合物的方法。该方法包括以下步骤：提供含有烯烃和烷烃的烃流，其中烃流中超过5%体积的烯烃分子的碳原子总数与烃流中最丰富的两种碳数的烯烃的碳原子总数不同；在催化剂的存在下，将烃流与CO和醇反应，进行羟酯化反应，形成含酯和烷烃的烃流；从含酯和烷烃的烃流中分离酯；将酯进行加氢反应，得到混合醇产品。

  公开号：

  US20090012323A1
• 作为产物：
  描述：

  硼酸三丁酯 、 一氧化碳 、 溴代十二烷 在 四(三苯基膦)钯 、 1,5-hexadienerhodium(I)-chloride dimer 作用下， 以88%的产率得到十三烷酸丁酯
  参考文献：
  名称：

  Palladium(O) and rhodium(I) catalysis of the carbonylation of unactivated bromides

  摘要：

  DOI：

  10.1016/s0040-4039(01)91248-1

文献信息

• Palladium-Catalyzed Oxidative Carbonylation of Alkyl and Aryl Indium Reagents with CO under Mild Conditions
  作者：Yingsheng Zhao、Liqun Jin、Peng Li、Aiwen Lei

  DOI：10.1021/ja801116s

  日期：2008.7.1

  CO now can react with organoindium reagents. A novel palladium-catalyzed oxidative carbonylation reaction of organoindium reagents by CO gas with desyl chloride as oxidant was developed in supplementation with the classical methods for preparation of carboxylic acid derivatives. Primary, secondary alkyl indium reagents with beta-hydrogens and aryl indium reagents were suitable substrates, and the reaction

  CO 现在可以与有机铟试剂反应。在补充制备羧酸衍生物的经典方法的基础上，开发了一种新的钯催化的有机铟试剂氧化羰基化反应，以 CO 气体和脱磺酰氯为氧化剂。带有β-氢的一级、二级烷基铟试剂和芳基铟试剂是合适的底物，反应可以在60摄氏度和50 psi CO下进行。烷基铟试剂的羰基化可以在没有额外碱的情况下顺利进行。虽然铟试剂是由相应的格氏试剂（在低温下）制备的，但它们在质子反应条件下显示出与各种官能团的完全相容性。包括化学计量和催化反应检查在内的初步机理研究提供了支持该机理的运行的证据，该机理包括将去甲酰氯氧化加成到 Pd(0) 和快速互变异构化得到钯烯醇化物物质 II (ROPdCl)，烯醇化物基团在 Pd(0) 中的置换。 II 由 R(2)OH 插入，然后插入 CO 得到烷氧基羰基钯配合物 V，该配合物与 R(1)(3)In 进行金属转移和还原消除，得到产物和 Pd(0) 物质。在这种机
• COMPOSITION FOR PROTECTION OF BODY SURFACE
  申请人：Asahi Kasei Chemicals Corporation

  公开号：EP1891924A1

  公开（公告）日：2008-02-27

  A body surface protecting composition, comprising at least one type of multi-chain multiple hydrophilic group-type compound having two or more hydrophobic groups and two or more hydrophilic groups in the molecule, which has an excellent effect of accelerating the recovery of the barrier function of skin and hair and preventing degradation of that function.

  一种体表保护组合物，包含至少一种多链多亲水基团型化合物，其分子中含有两个或两个以上的疏水基团和两个或两个以上的亲水基团，该组合物在加速恢复皮肤和头发的屏障功能以及防止该功能退化方面具有极佳的效果。
• Manufacture of C13 higher fatty acids from their esters by carbonylation of dodecene-1 in ionic liquid medium
  作者：A. L. Lapidus、O. L. Eliseev、T. N. Bondarenko、N. H. Chau

  DOI：10.1134/s096554411006006x

  日期：2010.11

  The effect of catalyst nature, temperature, acidity, promoters, and feedstock composition on dodecene-1 carbonylation in the presence of Pd compounds in an ionic liquid medium yielding higher fatty acid and their esters was studied. Palladium salts without phosphine ligands show high activity in tetrabutylammonium bromide. In systems of this kind, the catalyst is suspended in the reaction mass in the form of Pd particles with a size of 4-10 nm. It was shown that the catalytic system can be repeatedly used without loss of activity. It is acceptable to use synthesis gas instead of bare carbon monoxide with the selectivity for tride-canoic acid increasing.
• Body Surface Protecting Composition
  申请人：Kanda Kentarou

  公开号：US20100215603A1

  公开（公告）日：2010-08-26

  A body surface protecting composition, comprising at least one type of multi-chain multiple hydrophilic group-type compound having two or more hydrophobic groups and two or more hydrophilic groups in the molecule, which has an excellent effect of accelerating the recovery of the barrier function of skin and hair and preventing degradation of that function.
• [EN] NOVEL COMPOUNDS SUITED AS DIESEL SUPPLEMENTS AND DIESEL SUBSTITUTES AND ROUTES FOR THEIR SYNTHESIS<br/>[FR] NOUVEAUX COMPOSÉS APPROPRIÉS COMME COMPLÉMENTS ET SUBSTITUTS POUR DIESEL ET VOIES DE SYNTHÈSE ASSOCIÉES
  申请人：ETH ZUERICH

  公开号：WO2010115578A2

  公开（公告）日：2010-10-14

  Novel Diesel substitutes or supplements as well as routes for their synthesis are disclosed. The subject compounds comprise esters assembled from a fatty acid and an alcohol component. According to the invention, the fatty acid component of the esters is selected from the list of nonanoic acid, decanoic acid, undecanoic acid, dodecanoic acid, tridecanoic acid, tetradecanoic acid, and pentadecanoic acid, hexadecanoic acid, heptadecanoic acid, and ocatadecanoic aicd while the alcohol component is selected from the list of ethanol, 1- propanol, 2-propanol, 2-methylpropanol, 1-butanol, or 2-butanol. The disclosed compounds are highly chemically stable and solve the dilemma between deteriorating auto-ignition properties and cetane numbers of Diesel fuel compounds at improved suitability for application at cold-temperatures. Furthermore, methods for synthesis of the said compounds are provided. In one embodiment, the fatty acid component of the disclosed esters are synthesized by a single process from renewable feed stocks such as plant material, municipal, industrial or agricultural waste and by aid of microbial catalysts or fermentation while the alcohol component is synthesized by another process by means of petro-chemistry or microbial catalysis. In one embodiment, the ester is then formed in a third process and while using biological or chemical catalysts while in another embodiment the alcohol is added to the microbial process employed for synthesis of the fatty acid component and the fatty acid ester is then formed concomitant to the microbial catalyzed fatty acid synthesis. In yet another embodiment, the esters are synthesized directly, i.e. in a single process, from renewable resources and by aid of a microbial biocatalyst. The methods for synthesis of the disclosed compounds solve the problem of high cost and low availability of fatty acid esters.