4,5-dimethyl-2-propyl-1,3-dioxolane | 6414-34-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氧戊环
• 英文名称: 4,5-dimethyl-2-propyl-1,3-dioxolane
• 英文别名: optically inactive 4,5-dimethyl-2-propyl-[1,3]dioxolane；Opt.-inakt. 4,5-Dimethyl-2-propyl-[1,3]dioxolan
• CAS: 6414-34-2
• 化学式: C₈H₁₆O₂
• 分子量: 144.214
• InChiKey: OXFKWFMRSQUZND-UHFFFAOYSA-N

物化性质

• LogP：
  2.173 (est)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4,5-dimethyl-2-propyl-1,3-dioxolane 在 水 、 一氯化碘 作用下， 反应 1.0h， 以97%的产率得到Butyric acid 2-hydroxy-1-methyl-propyl ester
  参考文献：
  名称：

  Glass, Beverley D.; Goosen, Andre; McCleland, Cedric W., Journal of the Chemical Society. Perkin transactions II, 1993, # 11, p. 2175 - 2182

  摘要：

  DOI：
• 作为产物：
  描述：

  1,2-二甲基环氧乙烷 、 正丁醛 在 boron fluoride ether 作用下， 生成 4,5-dimethyl-2-propyl-1,3-dioxolane
  参考文献：
  名称：

  Petrow, Zhurnal Obshchei Khimii, 1940, vol. 10, p. 981,988

  摘要：

  DOI：

文献信息

• Acetals by AlFe-pillared montmorillonite catalysis
  作者：Maria Rita Cramarossa、Luca Forti、Franco Ghelfi

  DOI：10.1016/s0040-4020(97)10049-7

  日期：1997.11

  AlFe-pillared montmorillonite is an efficient catalyst for acetals preparation in CH2Cl2 at room temperature.

  AlFe柱状蒙脱石是在室温下在CH 2 Cl 2中制备缩醛的有效催化剂。
• Renewable dioxolane-based gasoline-range fuels and diesel additives
  申请人：The Government of the United States of America as Represented by the Secretary of the Navy

  公开号：US10711215B1

  公开（公告）日：2020-07-14

  A method to generate dioxolanes from renewable feedstocks, and more specifically, these oxygenated hydrocarbons can be used as gasoline-range fuels and diesel additives.

  一种从可再生原料中生成二噁烷的方法，更具体地说，这些含氧烃类化合物可用作汽油级燃料和柴油添加剂。
• PREPARATION OF CYCLIC ACETALS FOR FUEL
  申请人：TRIAD NATIONAL SECURITY, LLC

  公开号：US20210107886A1

  公开（公告）日：2021-04-15

  The present disclosure relates to methods for preparing cyclic acetals from the catalytic transformation of bio-derived aldehydes with 2,3-butanediol. The methods operate in a solvent-free reaction system and provide isolation of the product acetals through phase separation and subsequent decantation. The cyclic acetals exhibit excellent properties for blending with diesel fuel, including increased cetane number and density, and decreased viscosity, freezing point, and soot formation.

  本公开涉及一种从生物衍生的醛与2,3-丁二醇催化转化制备环丙缩醛的方法。这些方法在无溶剂反应体系中运行，并通过相分离和随后的倾倒来分离产品缩醛。环丙缩醛具有出色的性能，可与柴油燃料混合使用，包括提高十六烷值和密度，降低粘度、冰点和烟尘生成。
• SEPARATION, RECOVERY AND UPGRADING OF BIOMASS DERIVED 2,3-BUTANEDIOL
  申请人：U.S. Department of Energy

  公开号：US20220135507A1

  公开（公告）日：2022-05-05

  The invention relates to a two-way approach to isolate, recover and upgrade 2,3-Butanediol (2,3-BDO) from fermentation broth. A complete separation and recovery process for 2,3-BDO using acetalization and trans-acetalization sequence. Acetalization with butyraldehyde using heterogeneous catalysts, either Amberlyst-15® or Nafion NR50®, efficiently isolates 2,3-BDO as phase-separated protected dioxolane. The approach provides significant process advantages with easy product recovery and high recyclability of the catalyst. Trans-acetalization of dioxolane with methanol (methanolysis) followed by distillation of acetal, yielded very high purity 2,3-BDO with about 90% isolated yield. Alternatively, dioxolane is used in a process direct to methyl ethyl ketone (MEK) as a BDO synthon allowing for recovery of the aldehyde.

  该发明涉及一种双向方法，用于从发酵液中隔离、回收和升级2,3-丁二醇（2,3-BDO）。使用缩醛化和转缩醛化序列对2,3-BDO进行完全分离和回收。使用杂多相催化剂，如Amberlyst-15®或Nafion NR50®，用丁醛进行缩醛化，有效地将2,3-BDO隔离为相分离的受保护的二氧六环。该方法具有显着的工艺优势，易于产品回收，催化剂可高度循环利用。二氧六环与甲醇进行转缩醛化（甲醇化），然后蒸馏缩醛，产生约90%的分离收率非常高纯度的2,3-BDO。或者，二氧六环用于直接合成甲基乙酮（MEK）的BDO合成物，允许回收醛。
• Transformation of 1,2-diols over perfluorinated resinsulfonic acids (Nafion-H)
  作者：Imre Bucsi、Árpád Molnár、Mihály Bartók、George A. Olah

  DOI：10.1016/s0040-4020(01)85301-1

  日期：1994.1

  The transformations of 1,2-diols over perfluorinated resinsulfonic acids (Nafion-H) were studied, and correlations were examined between the structures of the investigated diols, the possible dehydration routes and the catalytic properties of Nafion-H. Comparisons were also made between the catalytic properties of Nafion-H and NaHX zeolite. Because of its stronger acidity, Nafion-H functions at temperatures considerably lower than those for the usual dehydrating catalysts, e.g. the zeolites. As is well established for other solid electrophilic catalysts, the dehydration of 1,2-diols mainly proceeds via the pinacol rearrangement. The lower temperatures and the stronger acidity of Nafion-H strongly favour the pinacol rearrangement versus 1,2-elimination The reaction conditions are also advantageous for the formation of substituted 1,3-dioxolanes in a secondary condensation step between the unreacted diol and the primarily formed carbonyl compounds. Nafion-H gradually deactivates during long use, but it can be partially reactivated by washing with acetone.