3,4,5-三甲基-2-环戊烯-1-酮 | 55683-21-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 3,4,5-三甲基-2-环戊烯-1-酮
• 英文名称: 3,4,5-trimethyl-2-cyclopenten-1-one
• 英文别名: 3,4,5-trimethylcyclopent-2-en-1-one
• CAS: 55683-21-1
• 化学式: C₈H₁₂O
• 分子量: 124.183
• InChiKey: LPBXNOSWWUFYQN-UHFFFAOYSA-N

物化性质

• 沸点：
  85-95 °C(Press: 12 Torr)
• 密度：
  0.939 g/cm3(Temp: 21 °C)
• 保留指数：
  1063

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3,4,5-三甲基-2-环戊烯-1-酮 在 铂 作用下， 生成 optically inactive 4-hydroxy-1.2.3-trimethyl-cyclopentane
  参考文献：
  名称：

  Willstaetter; Clarke, Chemische Berichte, 1914, vol. 47, p. 298

  摘要：

  DOI：
• 作为产物：
  描述：

  丁酮 在 lead dioxide 作用下， 以10%的产率得到3,4,5-三甲基-2-环戊烯-1-酮
  参考文献：
  名称：

  Goryunov; Steingarts, Russian Journal of Organic Chemistry, 1998, vol. 34, # 11, p. 1640 - 1645

  摘要：

  DOI：

文献信息

• Fused-ring alkane fuel and photocatalytic preparation process thereof
  申请人：TIANJIN UNIVERSITY

  公开号：US20200181040A1

  公开（公告）日：2020-06-11

  A process for preparing a fused-ring alkane fuel, wherein the fused-ring alkane fuel has the following structure: wherein n is 1 or 2; R 1 , R 2 , R 3 , R 4 and R 5 are H or —CH 3 or —CH 2 CH 3 ; the fused-ring alkane fuel has a density of greater than 0.870 g/cm 3 , a freezing point of not higher than −50° C., and a net mass heat value of not less than 42.0 MJ/kg; the process for preparing a fused-ring alkane fuel, wherein the process includes steps of: (1) in a presence of ultraviolet light and a photocatalyst, a Diels-Alder cycloaddition reaction between a substituted or unsubstituted cyclic enone and a substituted or unsubstituted furan molecule occurs to produce a fuel precursor molecule: (2) the fuel precursor molecule obtained in the step (1) is subjected to hydrodeoxygenation to produce the fused-ring alkane fuel.

  制备融合环烷烃燃料的过程，其中融合环烷烃燃料具有以下结构： 其中n为1或2；R1、R2、R3、R4和R5为H或—CH3或—CH2CH3； 融合环烷烃燃料的密度大于0.870 g/cm3，冰点不高于−50°C，净质量热值不低于42.0 MJ/kg；制备融合环烷烃燃料的过程，其中该过程包括以下步骤：(1) 在紫外光和光催化剂的存在下，取代或未取代的环烯酮与取代或未取代的呋喃分子之间发生 Diels-Alder 环加成反应，产生燃料前体分子： (2) 在步骤(1)中获得的燃料前体分子经过脱氧反应制备融合环烷烃燃料。
• Process for producing 2-alkyl-2cyclopentenones
  申请人：TAKASAGO INTERNATIONAL CORPORATION

  公开号：US20030109755A1

  公开（公告）日：2003-06-12

  Industrially advantageous processes for producing a 2-alkyl-2-cyclopentenone in high yields starting from a 2-(1-hydroxyalkyl)cyclopentanone or a 2-alkylidenecyclopentanone, which are obtainable from a cyclopentanone and a carbonyl compound. A 2-(1-hydroxyalkyl)cyclopentanone represented by the following general formula (1): 1 (wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 and R 7 each independently represents hydrogen atom, an alkyl group having 1 to 10 carbon atoms which may have one or more substituents or an aromatic group which may have one or more substituents, and each of (1) R 6 or R 7 with R 3 and (2) R 6 or R 7 with R 4 or R 5 may be together combined to form a ring which may have a double bond) is subjected to dehydrative isomerization in the presence of a bromine compound and/or an iodine compound.

  从环戊酮和羰基化合物获得的2-(1-羟基烷基)环戊酮或2-烷基亚烯环戊酮，是从高产率开始生产2-烷基-2-环戊酮的工业上有利的过程。在以下一般式（1）中表示的2-(1-羟基烷基)环戊酮中（其中R1、R2、R3、R4、R5、R6和R7分别独立地表示氢原子、具有1至10个碳原子的烷基基团，可能具有一个或多个取代基或可能具有一个或多个取代基的芳香基团，且(1) R6或R7与R3和(2) R6或R7与R4或R5中的每一个可能结合在一起形成可能具有双键的环)在溴化合物和/或碘化合物的存在下进行脱水异构化。
• Process for producing 2-alkyl-2-cyclopentenones
  申请人：Takasago International Corporation

  公开号：EP1316541A1

  公开（公告）日：2003-06-04

  Industrially advantageous processes for producing a 2-alkyl-2-cyclopentenone in high yields starting from a 2-(1-hydroxyalkyl)cyclopentanone or a 2-alkylidenecyclopentanone, which are obtainable from a cyclopentanone and a carbonyl compound. A 2-(1-hydroxyalkyl)cyclopentanone represented by the following general formula (1): is subjected to dehydrative isomerization or a 2- alkylidenecyclopentanone represented by the following general formula (3): is isomerized. Both reactions take place in the presence of a bromine compound and/or an iodine compound. In the above formulae, R1-R7 have the meanings given in the description.

  以 2-(1-羟基烷基)环戊酮或 2-亚烷基环戊酮为原料，高产率生产 2-烷基-2-环戊酮的具有工业优势的工艺，这些环戊酮可从环戊酮和羰基化合物中获得。由以下通式 (1) 代表的 2-(1-羟基烷基)环戊酮： 的 2-(1-羟基烷基)环戊酮进行脱水异构化，或将以下通式(3)代表的 2-亚烷基环戊酮进行异构化： 进行异构化。这两种反应均在溴化合物和/或碘化合物存在下进行。 在上式中，R1-R7 具有说明中给出的含义。
• Methods for producing cyclic and acyclic ketones
  申请人：The Regents of the University of California

  公开号：US10618856B2

  公开（公告）日：2020-04-14

  Provided herein are methods for producing cyclic and acyclic ketones from trimerization and dimerization of alkyl ketones, including for example methyl ketones. Such cyclic and acyclic ketones may be suitable for use as fuel and lubricant precursors, and may be hydrodeoxygenated to form their corresponding cycloalkanes and alkanes. Such cycloalkanes and alkanes may be suitable for use as fuels, including jet fuels, and lubricants.

  本文提供了通过烷基酮（例如包括甲基酮）的三聚和二聚反应生产环酮和无环酮的方法。此类环酮和无环酮可用作燃料和润滑剂前体，并可通过加氢脱氧生成相应的环烷烃和烷烃。此类环烷烃和烷烃可用作燃料（包括喷气燃料）和润滑剂。
• [EN] FUSED CYCLOALKANE FUEL AND PHOTOCATALYTIC PREPARATION METHOD THEREOF<br/>[FR] COMBUSTIBLE CYCLOALCANE CONDENSÉ ET PROCÉDÉ DE PRÉPARATION PHOTOCATALYTIQUE ASSOCIÉ<br/>[ZH] 一种稠环烷烃类燃料及其光催化制备方法
  申请人：UNIV TIANJIN

  公开号：WO2020010494A1

  公开（公告）日：2020-01-16

  一种稠环烷烃类燃料，其非均相光催化制备方法及光催化剂用于提高目标产物选择性的用途。该稠环烷烃类燃料，具有如式(1)结构，其中，n＝1或2；R1、R2、R3、R4、R5为H或-CH3或-CH2CH3。制得的稠环烷烃类燃料具有高密度、高热值、低冰点、高热安定性的优异性能，制备方法反应条件温和，目标产物选择性高。

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