O-(1-Ethoxyethyl)glycolic acid | 139631-26-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: O-(1-Ethoxyethyl)glycolic acid
• 英文别名: 1-ethoxyethyl ether of glycolic acid；2-(1-Ethoxyethoxy)acetic acid
• CAS: 139631-26-8
• 化学式: C₆H₁₂O₄
• mdl: MFCD19229213
• 分子量: 148.159
• InChiKey: LETZXJNAKVFQFC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  10
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.833
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (3S)-1-(Dimethylphenylsilyl)-1-buten-3-ol 、 O-(1-Ethoxyethyl)glycolic acid 在 4-二甲氨基吡啶 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 16.0h， 生成 [(E,2S)-4-[dimethyl(phenyl)silyl]but-3-en-2-yl] 2-(1-ethoxyethoxy)acetate
  参考文献：
  名称：

  Sequential diastereoselective addition and palladium(II)-catalyzed allylic acetate transposition of syn- and anti-.alpha.-acetoxy-.beta.-silyl-(E)-hex-4-enoates with achiral acetals. Asymmetric synthesis of differentiated syn and anti 1,3-diol synthons

  摘要：

  syn- and anti-methyl alpha-acetoxy-beta-(dimethylphenylsilyl)-(E)-hex-4-enoates, (2R,3R)-8a and (2S,3R)-8b, undergo highly diastereo- and enantioselective addition reactions with aldehydes and acetals 11 catalyzed by the action of trimethylsilyl trifluoromethanesulfonate (TMSOTf) generating alpha-acetoxy-beta,-gamma-unsaturated esters (allylic acetates) 12. A subsequent allylic acetate transposition promoted by dichloropalladium bisacetonitrile complex, PdCl2(MeCN)2 afforded the differentiated 1,3-diol synthons 13.

  DOI：

  10.1021/jo00057a008
• 作为产物：
  描述：

  methyl (1-ethoxyethoxy)acetate 在 lithium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 水 为溶剂， 反应 0.5h， 以93%的产率得到O-(1-Ethoxyethyl)glycolic acid
  参考文献：
  名称：

  Synthesis of the lower subunit of rhizoxin

  摘要：

  Full details of a study leading to a synthesis of the optically active C13-C26 lower subunit of rhizoxin including the side-chain chromophore characteristic of the full class of antimitotic agents are described. A key element of the synthesis is the stereoselective introduction of the C18-C19 trisubstituted olefin through use of a Wadsworth-Horner-Emmons condensation of 3 with beta-keto phosphonate 38 bearing resident functionality suitable for the diastereoselective introduction of C15-C17 employing a hydroxyl-directed reduction of the resultant beta-hydroxy ketone.

  DOI：

  10.1021/jo00034a010

文献信息

• LOW VISCOSITY LOW VOLATILITY LUBRICATING OIL BASE STOCKS AND METHODS OF USE THEREOF
  申请人：ExxonMobil Research and Engineering Company

  公开号：US20170183595A1

  公开（公告）日：2017-06-29

  A lubricating oil base stock including one or more monoesters represented by the formula (I), (II), (III) and (IV) as defined herein. The lubricating oil base stock has a high temperature high shear (HTHS) viscosity of less than about 1.7 cP as determined by ASTM D4683, and a Noack volatility from about 15 to about 90 percent as determined by ASTM D5800. A lubricating oil containing the lubricating oil base stock including one or more monoesters represented by the formula (I), (II), (III) and (IV) as defined herein. A method for improving one or more of thermal and oxidative stability, solubility and dispersancy of polar additives, deposit control and traction control in a lubricating oil by using as the lubricating oil a formulated oil containing the lubricating oil base stock including one or more monoesters represented by the formula (I), (II), (III) and (IV) as defined herein.

  一种润滑油基础油，包括根据本文所定义的公式(I)、(II)、(III)和(IV)表示的一个或多个单酯。该润滑油基础油的高温高剪切（HTHS）粘度小于约1.7厘泊，由ASTM D4683确定，挥发性从约15%到约90%，由ASTM D5800确定。一种含有根据本文所定义的公式(I)、(II)、(III)和(IV)表示的一个或多个单酯的润滑油基础油的润滑油。一种通过使用包含根据本文所定义的公式(I)、(II)、(III)和(IV)表示的一个或多个单酯的润滑油基础油的配制油来改善润滑油中的热稳定性、氧化稳定性、溶解性和分散性、沉积控制和牵引控制的方法。
• Ester Compounds, Lubricating Oil Compositions Containing Same and Processes for Making Same
  申请人：ExxonMobil Chemical Patents Inc.

  公开号：US20190100710A1

  公开（公告）日：2019-04-04

  This disclosure relates to ester compounds derived from neo-alcohol, lubricating oil base stocks comprising such ester compounds, lubricating oil compositions comprising such ester compounds, and method for making such compounds and/or base stocks. The lubricating oil base stocks comprising the ester compounds exhibit desirable lubricating properties such as polarity and oxidation stability.

  本公开涉及从新醇衍生的酯化合物、包含这种酯化合物的润滑油基础油、包含这种酯化合物的润滑油组合物，以及制备这种化合物和/或基础油的方法。包含这种酯化合物的润滑油基础油具有理想的润滑性能，如极性和氧化稳定性。
• PROCESSES FOR PREPARING VINYLIDENE DIMER DERIVATIVES
  申请人：ExxonMobil Research and Engineering Company

  公开号：US20180086682A1

  公开（公告）日：2018-03-29

  This disclosure provides a process for producing vinylidene dimer derivatives by subjecting one or more vinylidene dimers and one or more carbonyl-containing compounds to a carbonyl-ene reaction, optionally in the presence of a catalyst, to produce one or more vinylidene dimer derived alcohols. This disclosure also provides a process for producing vinylidene dimer derivatives by reacting one or more vinylidene dimers with one or more carbonyl-containing compounds, optionally in the presence of a catalyst, to produce one or more vinylidene dimer derived alcohols. This disclosure further provides vinylidene dimer derivatives (e.g., vinylidene dimer derived alcohols and esters) produced by these processes. This disclosure still further provides for hydrogenating/reacting the vinylidene dimer derived alcohols with acids or anhydrides to produce vinylidene dimer derived esters. This disclosure yet further relates to lubricating ester oil base stocks, and lubricating oils containing the lubricating ester oil base stocks.

  本公开提供了一种通过将一个或多个乙烯二聚体和一个或多个含羰基化合物置于羰基-烯反应中，可选地在催化剂的存在下，生产一个或多个乙烯二聚体衍生醇的过程。本公开还提供了一种通过将一个或多个乙烯二聚体与一个或多个含羰基化合物反应，可选地在催化剂的存在下，生产一个或多个乙烯二聚体衍生醇的过程。本公开进一步提供了通过这些过程生产的乙烯二聚体衍生物（例如，乙烯二聚体衍生醇和酯）。本公开还提供了将乙烯二聚体衍生醇与酸或酐氧化/反应以生产乙烯二聚体衍生酯的方法。本公开还涉及润滑酯油基础油和含有润滑酯油基础油的润滑油。
• Glycol Ether Ester Compounds Of Neo-Alcohols Useful In Lubricating Oil Compositions And Methods Of Making The Same
  申请人：ExxonMobil Research and Engineering Company

  公开号：US20200399553A1

  公开（公告）日：2020-12-24

  Compositions include ether ester compounds derived from neo-alcohols, lubricating oil base stocks containing such ester compounds, and lubricating oil compositions containing such ester compounds. Methods can include making and formulating compositions containing ether ester compounds derived from neo-alcohols.

  该文段的中文翻译如下： 该组合物包括从新型醇衍生的醚酯化合物，含有这种醚酯化合物的润滑油基础油和含有这种醚酯化合物的润滑油组合物。方法可以包括制备和配制含有从新型醇衍生的醚酯化合物的组合物。
• Glycol Ether Ester Compounds Useful In Lubricating Oil Compositions And Methods Of Making Same
  申请人：ExxonMobil Research and Engineering Company

  公开号：US20200399197A1

  公开（公告）日：2020-12-24

  Compositions include ether ester compounds formed from gamma-branched aliphatic alcohols, lubricating oil base stocks containing such ester compounds, and lubricating oil compositions containing such ester compounds. Methods can include making and formulating compositions containing ether ester compounds formed from gamma-branched aliphatic alcohols.

  该文段的翻译如下：该组合物包括由伽玛支链脂肪醇形成的醚酯化合物，含有这种醚酯化合物的润滑油基础油以及含有这种醚酯化合物的润滑油组合物。方法可以包括制备和配制含有由伽玛支链脂肪醇形成的醚酯化合物的组合物。