cyclohexyl levulinate | 3063-69-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 酮酸及其衍生物
• 英文名称: cyclohexyl levulinate
• 英文别名: Laevulinsaeure-cyclohexylester；Laevalinsaeurecyclohexylester；levulinic acid cyclohexyl ester；Cyclohexyl-laevulinat；Cyclohexyl 4-oxopentanoate
• CAS: 3063-69-2
• 化学式: C₁₁H₁₈O₃
• 分子量: 198.262
• InChiKey: PQJDSRWCTFIVMD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  cyclohexyl levulinate 在 1,4-二氧六环 、 镍 作用下， 100.0 ℃ 、5.88 MPa 条件下， 生成 4-hydroxy-valeric acid cyclohexyl ester
  参考文献：
  名称：

  Hayashi, Kogyo Kagaku zasshi / Journal of the Society of Chemical Industry, 1957, vol. 60, p. 282,285

  摘要：

  DOI：
• 作为产物：
  描述：

  环己醇 、 alkaline earth salt of/the/ methylsulfuric acid 在 盐酸 作用下， 生成 cyclohexyl levulinate
  参考文献：
  名称：

  Pseudo Esters of Levulinic Acid

  摘要：

  DOI：

  10.1021/ja01188a004

文献信息

• Solvent-free transesterification of methyl levulinate and esterification of levulinic acid catalyzed by a homogeneous iron(III) dimer complex
  作者：Massimo Melchiorre、Raffaele Amendola、Vincenzo Benessere、Maria E. Cucciolito、Francesco Ruffo、Roberto Esposito

  DOI：10.1016/j.mcat.2020.110777

  日期：2020.3

  solvents, additives and plasticizers. In this work a variety of levulinates (R= n-butyl, n-hexyl, n-octyl, 2-ethylhexyl, geranyl, 2-ethoxyethyl, benzyl, 2-octyl, cyclohexyl, menthyl) is obtained from the solvent-free transesterification of methyl levulinate (ML) and esterification of levulinic acid (LA), catalyzed by a dimeric complex of iron(III). The results are competitive with the few related reports

  乙酰丙酸酯MeC（O）CH 2 CH 2 CO 2 R（LAE）是新兴的生物基化学品，用作溶剂，添加剂和增塑剂。在这项工作中，从无溶剂酯交换反应中获得了多种乙酰丙酸酯（R =正丁基，正己基，正辛基，2-乙基己基，香叶基，2-乙氧基乙基，苄基，2-辛基，环己基，薄荷基）。乙酰丙酸甲酯（ML）的合成和乙酰丙酸（LA）的酯化反应;），由铁（III）的二聚配合物催化。该结果与主要基于多相催化的一些相关文献报道相比具有竞争力。因此，基于均相催化系统的第一个系统研究代表了生物质增值领域的重大扩展。
• Preparation of levulinic acid esters from alpha-angelica lactone and alcohols
  申请人：Manzer Ernest Leo

  公开号：US20050210738A1

  公开（公告）日：2005-09-29

  The present invention relates to a process for producing levulinic acid esters from α-angelica lactone and alcohols in the presence of a basic catalyst. In addition, a method is described herein for producing fuel or fuel additives comprising levulinic acid esters produced from α-angelica lactone and alcohol. In addition, compositions are described comprising levulinic acid esters for use as fuel or fuel additives.

  本发明涉及一种在碱性催化剂存在下，从α-安琪酯和醇中生产乙酸乙酯的方法。此外，本文描述了一种生产燃料或燃料添加剂的方法，其中所述燃料或燃料添加剂由从α-安琪酯和醇中生产的乙酸乙酯组成。此外，描述了包含乙酸乙酯的组合物，用作燃料或燃料添加剂。
• Catalytic Synthesis of Levulinate Esters over Zirconia and its Modified Forms Coated on Honeycomb Monoliths: Green Synthesis
  作者：Reena Saritha Serrao、S.Z. Mohamed Shamshuddin、Joyce D'souza

  DOI：10.14233/ajchem.2019.22102

  日期：2019.8.10

  A series of solid acid catalysts such as ZrO2, Mo(VI)/ZrO2 and W(VI)/ZrO2 have been coated on honeycomb monoliths as well as synthesized in the powder forms and used as catalytic materials for synthesis of ethyl levulinate from levulinic acid and ethanol. These solid acids were characterized by BET, NH3-TPD/n-butyl amine back titration, FTIR, PXRD and SEM techniques. Effects of various reaction parameters towards the reaction performance were studied. The performance of the catalyst was tested based on nature of the catalyst (honeycomb coated or powder form), reaction time (1 to 5 h), molar ratio (1:1 to 1:12 levulinic acid to ethanol) and reusability of the catalytic material. An excellent yield (86-88 %) of ethyl levulinate was obtained under optimized conditions. An attempt is made to correlate the activity of the catalysts in this esterification reaction with their surface characteristics. The honeycomb monoliths coated with zirconia and its modified forms were found to be ecofriendly, cost-effective and reusable catalytic materials compared to their powder forms.

  一系列固体酸催化剂，如ZrO2、Mo(VI)/ZrO2和W(VI)/ZrO2，已经涂覆在蜂窝状单体上，并以粉末形式合成并用作从戊酸和乙醇合成乙基左旋檸檬酸酯的催化材料。这些固体酸通过BET、NH3-TPD/n-丁基胺反滴定、FTIR、PXRD和SEM技术进行表征。研究了各种反应参数对反应性能的影响。催化剂的性能是基于催化剂的性质（蜂窝涂层或粉末形式）、反应时间（1至5小时）、摩尔比（1:1至1:12戊酸与乙醇）和催化材料的可重复使用性进行测试的。在优化条件下获得了优异的乙基左旋檸檬酸酯产率（86-88％）。试图将催化剂在酯化反应中的活性与其表面特性相关联。发现用氧化锆及其改性形式涂覆的蜂窝单体是环保、成本效益高且可重复使用的催化材料，与它们的粉末形式相比。
• Facile Synthesis of Optically-Active γ-Valerolactone from Levulinic Acid and Its Esters Using a Heterogeneous Enantio-Selective Catalyst
  作者：Tsutomu Osawa、Yuya Tanabe

  DOI：10.1007/s10562-017-2291-2

  日期：2018.3

  levulinic acid and its esters. A tartaric acid-NaBr-modified nickel catalyst produced the optically-active γ-valerolactone with a 60% enantiomeric excess (ee), almost quantitative conversion and chemoselectivity. The synthesis of the optically-active γ-valerolactone using the enantio-selective heterogeneous catalyst would be promising for the large-scale industrial production from levulinic acid and its

  旋光性γ-戊内酯是通过乙酰丙酸及其酯的对映选择性氢化合成的。酒石酸-NaBr 改性的镍催化剂产生了具有 60% 对映体过量 (ee)、几乎定量转化和化学选择性的光学活性 γ-戊内酯。使用对映选择性多相催化剂合成旋光γ-戊内酯有望实现乙酰丙酸及其酯的大规模工业生产，乙酰丙酸及其酯可以通过生物质的纤维素部分的酸催化脱水获得。图形概要
• Preparation of levulinic acid esters from alpha-angelica lactone and olefins; use of ester compositions as fuel additives
  申请人：Manzer Ernest Leo

  公开号：US20050171374A1

  公开（公告）日：2005-08-04

  This invention relates to a process for producing levulinic acid esters from α-angelica lactone and olefins, the compositions produced therefrom, and the uses thereof. This invention also relates to a process for producing a mixture of levulinic acid and formic acid esters from α-angelica lactone plus formic acid and olefins, or from biomass and olefins. This invention also relates to the uses of these esters as fuel and fuel additives for gasoline fuel, diesel fuel, and biofuel.

  本发明涉及一种用α-当归内酯和烯烃生产乙酰丙酸酯的工艺、由此生产的组合物及其用途。本发明还涉及一种用α-当归内酯加甲酸和烯烃，或用生物质和烯烃生产乙酰丙酸和甲酸酯混合物的工艺。本发明还涉及这些酯作为汽油燃料、柴油燃料和生物燃料的燃料和燃料添加剂的用途。