丙二酸单十二酯 | 1001-82-7

• 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: 丙二酸单十二酯
• 英文名称: monododecyl malonate
• 英文别名: malonic acid, dodecyl monoester；3-Dodecoxy-3-oxopropanoic acid
• CAS: 1001-82-7
• 化学式: C₁₅H₂₈O₄
• 分子量: 272.385
• InChiKey: ZLAJEWCTXKXIPN-UHFFFAOYSA-N

物化性质

• 沸点：
  172-175 °C(Press: 10 Torr)
• 密度：
  0.993±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  19
• 可旋转键数：
  14
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  丙二酸单十二酯 在 硫酸 作用下， 以 氯仿 为溶剂， 反应 5.0h， 生成 amino ethylamidododecyl malonate
  参考文献：
  名称：

  Abdel Salam; El-Sadek; Kandeel, Egyptian Journal of Chemistry, 2009, vol. 52, # 5, p. 597 - 609

  摘要：

  DOI：
• 作为产物：
  描述：

  丙二酸环(亚)异丙酯 、 十二烷醇 以 甲苯 为溶剂， 反应 4.0h， 生成 丙二酸单十二酯
  参考文献：
  名称：

  通过亲脂作用优化乳液中抗氧化剂的效率：调节界面浓度

  摘要：

  抗氧化剂，政务主任的效率优化，基于脂质乳剂通过由于固有的实验困难以及由于AO的调节状态，它们的反应性部分的化学修饰并非总是可能的。亲水性AO的酯化可能是一种实用，方便的替代方法。在这里，我们采用了一系列带有相同反应性部分但疏水性不同（1至16个碳原子的烷基链长度）的咖啡酸衍生物，以研究疏水性对汽提玉米水包油乳液氧化稳定性的影响。AO效率是通过监测随时间变化的初级氧化产物（共轭二烯）的产生以及非线性，类似于抛物线的效率来确定的，该效率随烷基链中C原子数的变化而变化，最大C 8发现。为了使结果合理化，我们还使用最新开发的动力学方法确定了相同乳液的油，界面和水区域之间的AO分布，该方法提供了AO在油-界面之间的分配常数P I O，完整乳液的水界面P I W区域。两者的值P我ö和P我W¯¯范围180-2000之间，这表明在AOS转移到界面区域是自发的。结果表明，界面区域中AO的百分比百分比AO I

  DOI：

  10.1039/c6ra18282h

文献信息

• Synthesis and Orthogonal Functionalization of [60]Fullerene<i>e</i>,<i>e</i>,<i>e-</i>Trisadducts with Two Spherically Defined Addend Zones
  作者：Florian Beuerle、Andreas Hirsch

  DOI：10.1002/chem.200900329

  日期：2009.7.27

  of 13–15. As a consequence of the template‐directed synthesis, all e,e,e‐trisadducts were formed as in/out isomers exclusively and contain two spherically well‐defined addend zones with equatorial and polar orientation, respectively. By variation of the outer malonate termini of the tethers, selective functionalization of the equatorial addend zone could be achieved, thus leading to fine‐tuning of intermolecular

  e，e，e-三加合物13和15是通过三脚架丙二酸酯10和12与C 60的高度区域选择性三重环丙烷化反应制得的。产率和区域选择性取决于丙二单元连接到的焦点苯芯系绳的长度和结构13 - 15。模板定向合成的结果是，所有e，e，e三价合物都按进/出形式形成异构体，并且分别包含两个球形的定义明确的加合物区域，分别具有赤道和极性方向。通过改变系绳的外部丙二酸末端，可以实现赤道附加区的选择性功能化，从而导致分子间相互作用（如溶解度或聚集现象）的微调。在去除了14和15中的焦点苯部分后，可以实现极性附加区的选择性官能化。通过1 H NMR光谱分析可以观察到极性加成区中极性取代基的强大分子内氢键网络。通过两个加成区的正交官能化，富勒烯衍生物44 – 48可以作为一个单一的进/出异构体进行合成，从而大大增强了e，e，e- trisadducts作为超分子体系结构的基础。
• Optimizing the efficiency of antioxidants in emulsions by lipophilization: tuning interfacial concentrations
  作者：Marlene Costa、Sonia Losada-Barreiro、Fátima Paiva-Martins、Carlos Bravo-Díaz

  DOI：10.1039/c6ra18282h

  日期：——

  hydrophobicity (alkyl chain lengths of 1 to 16 carbon atoms) to investigate the effects of hydrophobicity on the oxidative stability of stripped corn oil-in-water emulsions. AO efficiency was determined by monitoring the production of primary oxidation products (conjugated dienes) with time and a non-linear, parabolic-like, variation of their efficiency with the number of C atoms in their alkyl chain

  抗氧化剂，政务主任的效率优化，基于脂质乳剂通过由于固有的实验困难以及由于AO的调节状态，它们的反应性部分的化学修饰并非总是可能的。亲水性AO的酯化可能是一种实用，方便的替代方法。在这里，我们采用了一系列带有相同反应性部分但疏水性不同（1至16个碳原子的烷基链长度）的咖啡酸衍生物，以研究疏水性对汽提玉米水包油乳液氧化稳定性的影响。AO效率是通过监测随时间变化的初级氧化产物（共轭二烯）的产生以及非线性，类似于抛物线的效率来确定的，该效率随烷基链中C原子数的变化而变化，最大C 8发现。为了使结果合理化，我们还使用最新开发的动力学方法确定了相同乳液的油，界面和水区域之间的AO分布，该方法提供了AO在油-界面之间的分配常数P I O，完整乳液的水界面P I W区域。两者的值P我ö和P我W¯¯范围180-2000之间，这表明在AOS转移到界面区域是自发的。结果表明，界面区域中AO的百分比百分比AO I
• Carboxylate and heat-sensitive recording material using same
  申请人：MITSUI TOATSU CHEMICALS, Inc.

  公开号：EP0679640A1

  公开（公告）日：1995-11-02

  A carboxylate is herein disclosed which is represented by the formula (1) or (2) wherein a ring X is an aromatic residue which may have a substituent; A is =NH or -(OR³ or OR⁴) (wherein each of R³ and R⁴ is independently an alkyl group having 1 to 8 carbon atoms which may have a substituent, and R³ and R⁴ may bond to each other to form a ring); R¹ is a hydrogen atom, an alkyl group having 1 to 20 carbon atoms which may have a substituent, an aralkyl group which may have a substituent, or an aryl group which may have a substitutent, but when A is =NH, R¹ is an aryl group which may have a substituent; and R² is an alkyl group having 1 to 8 carbon atoms which may have a substituent. A heat-sensitive recording material comprising this carboxylate is excellent in the stability of the color image and can provide an optically character-readable sharp color image.

  本文公开了一种羧酸盐，由式（1）或（2）表示 其中环 X 是可具有取代基的芳香残基；A 是＝NH 或-(OR³ 或 OR⁴)（其中 R³ 和 R⁴ 各自独立地是具有 1 至 8 个碳原子的烷基，可具有取代基，且 R³ 和 R⁴ 可相互键合形成环）；R¹是氢原子、具有 1 至 20 个碳原子的烷基（可带有取代基）、芳烷基（可带有取代基）或芳基（可带有取代基），但当 A =NH 时，R¹是芳基（可带有取代基）；以及 R² 是具有 1 至 8 个碳原子的烷基（可带有取代基）。由这种羧酸盐组成的热敏记录材料在彩色图像的稳定性方面非常出色，可以提供光学字符可读的清晰彩色图像。
• A method for the production of short chained glycolipids
  申请人：ECOVER N.V.

  公开号：EP1953237A1

  公开（公告）日：2008-08-06

  This invention relates to a method for producing a glycolopid wherein at least one micro-organism strain capable of producing glycolipids is contacted with at least one carbohydrate substrate and at least one hydrophobic hydrocarbon substrate which responds to the chemical formula I or a salt or a methyl, ethyl or glycerol ester of the compound of formula I which contains at least one cleavable bond,         R10-R1-X-Y-Z-R2-R20     (formula I) wherein - Y is -O-, -S-, -NH-, a mono or di unsaturated bond - X and Z may be the same or different and are chosen from the group of a-CO- group or a -CHn(CH2)m- group with m having a value between 0 and 4 and n between 0 and 2 which may be straight or branched - R1 and R2 each are aliphatic hydrocarbon chains which may be the same or different chain, which may be branched or unbranched, may contain one of more unsaturated bonds and may contain one or more substituents - R10 and R20 may be the same or different and are chosen from the group of -H, -CH3, -CHO, -CH2OH, -COOH, -CHS, -CH2SH, -CN or -CH2NR3p, R3 being an aliphatic hydrocarbon chain or H, p being 1 or 2 - -R10-R1-X is a lipophilic moiety of the glycolipid - -Z-R2-R 20 is an elongator part of the compound of formula I wherein the number of atoms in the chain determining the chain length of formula I is between 14 and 22, preferably between 16 and 18 and in that the at least one cleavable bond is broken to remove the elongator part from the sophorolipid to obtain a short chained glycolipid.

  本发明涉及一种生产糖脂的方法，其中至少一种能够生产糖脂的微生物菌株与至少一种碳水化合物底物和至少一种疏水烃底物接触，该底物与化学式 I 或盐或含有至少一个可裂解键的式 I 化合物的甲酯、乙酯或甘油酯反应、 R10-R1-X-Y-Z-R2-R20（式 I） 其中 - Y 是-O-、-S-、-NH-、一元或二元不饱和键 - X 和 Z 可以相同或不同，并选自-CO-基团或-CHn(CH2)m-基团，其中 m 的值在 0 和 4 之间，n 在 0 和 2 之间，可以是直链或支链基团 - R1 和 R2 各为脂肪族烃链，可以是相同或不同的链，可以是支链或非支链，可以含有一个或多个不饱和键，可以含有一个或多个取代基 - R10 和 R20 可以相同或不同，并选自以下组别 -H、-CH3、-CHO、-CH2OH、-COOH、-CHS、-CH2SH、-CN 或 -CH2NR3p，R3 为脂族烃链或 H，p 为 1 或 2。 -R10-R1-X是糖脂的亲脂分子 -Z-R2-R20是式 I 化合物的伸长剂部分 其中决定式 I 链长的链中原子数在 14 至 22 之间，最好在 16 至 18 之间 至少一个可裂解键被断开，以从槐脂中去除伸长剂部分，从而得到短链糖脂。
• Discovery of neurotrophic agents based on hydroxycinnamic acid scaffold
  作者：Razieh Hosseini、Fatemeh Moosavi、Hamid Rajaian、Tiago Silva、Diogo Magalhães e Silva、Pedro Soares、Luciano Saso、Najmeh Edraki、Ramin Miri、Fernanda Borges、Omidreza Firuzi

  DOI：10.1111/cbdd.12829

  日期：2016.12

  The number of people affected by neurodegenerative disorders such as Alzheimer's disease and Parkinson's disease is rapidly increasing owing to the global increase in life expectancy. Small molecules with neurotrophic effects have great potential for management of these neurological disorders. In this study, different (C1–C12) alkyl ester derivatives of hydroxycinnamic acids (HCAs) were synthesized (a total of 30 compounds). The neurotrophic capacity of the test compounds was examined by measuring promotion of survival in serum‐deprived conditions and enhancement of nerve growth factor (NGF)‐induced neurite outgrowth in PC12 neuronal cells. p‐Coumaric, ferulic, and sinapic acids and their esters did not alter cell survival, while caffeic acid and all its alkyl esters, especially decyl and dodecyl caffeate, significantly promoted neuronal survival at 25 μm. Methyl, ethyl, propyl, and butyl caffeate esters also significantly enhanced NGF‐induced neurite outgrowth, among which the most effective ones were propyl and butyl esters, which at 5 μm led to 25‐ and 22‐fold increases in the number of neurites, respectively. The findings of the docking study suggested phosphatidylinositol 3‐kinase (PI3K) as the potential molecular target. In conclusion, our findings demonstrate that alkyl esters of caffeic acid can be useful as scaffolds for the discovery of therapeutic agents for neurodegenerative diseases.