3,4,4-三甲基-2-环戊烯-1-酮 | 30434-65-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 3,4,4-三甲基-2-环戊烯-1-酮
• 英文名称: 3,4,4-trimethylcyclopent-2-en-1-one
• 英文别名: 3,4,4-trimethyl-2-cyclopenten-1-one；3,4,4-trimethyl-2-cyclopentenone；3,4,4-Trimethyl-cyclopenten-(2)-on；3,4,4-Trimethylcyclopent-2-en-1-on
• CAS: 30434-65-2
• 化学式: C₈H₁₂O
• mdl: MFCD09701443
• 分子量: 124.183
• InChiKey: BDINBSUUIUWFNH-UHFFFAOYSA-N

物化性质

• 沸点：
  87.5-88.0 °C(Press: 20 Torr)
• 密度：
  0.925 g/cm3(Temp: 30 °C)
• 保留指数：
  1064
• 稳定性/保质期：
  存在于主流烟气中。

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.625
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 海关编码：
  2914299000

反应信息

• 作为反应物：
  描述：

  3,4,4-三甲基-2-环戊烯-1-酮 在 sodium hydroxide 、 sodium methylate 作用下， 以 1,4-二氧六环 、 苯 为溶剂， 生成 3.4.4-Trimethyl-5-formyl-5β-cyanoethylcyclopent-2-enon
  参考文献：
  名称：

  Traverso,G. et al., Gazzetta Chimica Italiana, 1972, vol. 102, p. 214 - 225

  摘要：

  DOI：
• 作为产物：
  描述：

  methyl 2,4,4-trimethyl-5-methylene-4,5-dihydro-3-furoate 在 sodium hydroxide 、 硫酸 、 magnesium methanolate 作用下， 以 甲醇 、 水 为溶剂， 反应 26.0h， 生成 3,4,4-三甲基-2-环戊烯-1-酮
  参考文献：
  名称：

  Cadman, Michael L. F.; Crombie, Leslie; Freeman, Stephen, Journal of the Chemical Society. Perkin transactions I, 1995, # 11, p. 1397 - 1408

  摘要：

  DOI：

文献信息

• [EN] NONLINEAR OPTICAL COMPOUNDS AND METHODS FOR THEIR PREPARATION<br/>[FR] COMPOSES OPTIQUES NON LINEAIRES ET PROCEDES DE FABRICATION
  申请人：UNIV WASHINGTON

  公开号：WO2004065384A1

  公开（公告）日：2004-08-05

  Nonlinear optically active compounds, methods for making nonlinear optically active compounds, compounds useful for making nonlinear optically active compounds, methods for making compounds useful for making nonlinear optically active compounds, macrostructures tha tinclude nonlinear optically active components, and devices including the nonlinear optically active compounds and the macrostructures.

  非线性光学活性化合物，制备非线性光学活性化合物的方法，用于制备非线性光学活性化合物的化合物，制备用于制备非线性光学活性化合物的化合物的方法，包括非线性光学活性组分的宏观结构，以及包括非线性光学活性化合物和宏观结构的器件。
• 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。
• [EN] ENANTIOSELECTIVE PROCESS FOR THE PREPARATION OF ENANTIOMERS OF SEX PHEROMONES<br/>[FR] PROCÉDÉ ÉNANTIOSÉLECTIF POUR LA PRÉPARATION D'ÉNANTIOMÈRES DE PHÉROMONES SEXUELLES
  申请人：COUNCIL SCIENT IND RES

  公开号：WO2014115172A1

  公开（公告）日：2014-07-31

  The invention disclosed herein relates to an enantioselective process for preparation of biologically active (R) and (S) enantiomers of sex pheromones of the long-tailed Mealybug with high enantiopurity having significant biological activity. Further, the invention provides absolute configuration of synthesized R and S enantiomers.(I)

  本发明涉及一种对长尾粉蚧的性信息素的(R)和(S)对映体进行高对映纯度的选择性合成过程，这些性信息素具有显著的生物活性。此外，该发明提供了合成的R和S对映体的绝对构型。(I)
• Combination Therapy for the Treatment of Urinary Frequency, Urinary Urgency and Urinary Incontinence
  申请人：Gottesdiener Keith M.

  公开号：US20090270406A1

  公开（公告）日：2009-10-29

  This invention concerns compositions for the treatment of urinary frequency, urinary urgency and urinary incontinence comprising (R)-N-[4-[2-[[2-hydroxy-2-(pyridin-3-yl)ethyl]amino]ethyl]phenyl]-4-[4-(4-tri-fluoromethylphenyl)thiazol-2-yl]benzenesulfonamide and pharmaceutically acceptable salts thereof. In another aspect, this invention concerns combination therapy for urinary frequency, urinary urgency and urinary incontinence wherein one of the active agents is (R)-N-[4-[2-[[2-hydroxy-2-(pyridin-3-yl)ethyl]amino]ethyl]phenyl]-4-[4-(4-tri-fluoromethylphenyl)thiazol-2-yl]benzenesulfonamide and pharmaceutically acceptable salts thereof.

  这项发明涉及用于治疗尿频、尿急和尿失禁的组合物，包括(R)-N-[4-[2-[[2-羟基-2-(吡啶-3-基)乙基]氨基]乙基]苯基]-4-[4-(4-三氟甲基苯基)噻唑-2-基]苯磺酰胺及其药学上可接受的盐。另一方面，这项发明涉及用于尿频、尿急和尿失禁的联合疗法，其中一种活性药物是(R)-N-[4-[2-[[2-羟基-2-(吡啶-3-基)乙基]氨基]乙基]苯基]-4-[4-(4-三氟甲基苯基)噻唑-2-基]苯磺酰胺及其药学上可接受的盐。
• Facile structure and property tuning through alteration of ring structures in conformationally locked phenyltetraene nonlinear optical chromophores
  作者：Xing-Hua Zhou、Joshua Davies、Su Huang、Jingdong Luo、Zhengwei Shi、Brent Polishak、Yen-Ju Cheng、Tae-Dong Kim、Lewis Johnson、Alex Jen

  DOI：10.1039/c0jm02855j

  日期：——

  A series of phenyltetraene-based nonlinear optical (NLO) chromophores 1a–c with the same donor and acceptor groups, but different tetraene bridges that are partly connected by various sizes of aliphatic rings, have been synthesized and systematically investigated. The interposed conjugated tetraene segments in three chromophores studied are based on isophorone, (1S)-(−)-verbenone, and 3,4,4-trimethyl-2-cyclopentenone, respectively. This kind of structural alteration has significant effect on the intrinsic electronic structures and physical properties of these highly polarizable chromophores as revealed by a variety of characterization techniques. The introduction of the verbenone- and trimethylcyclopentenone-based tetraene bridges could significantly improve the glass-forming ability of chromophores 1b and 1c in comparison with the highly crystalline characteristics of isophorone-based chromophores 1a. More importantly, chromophores 1a–c exhibited distinct optical features in absorption band shape, solvatochromic behavior, as well as energy band gap from the UV-vis-NIR absorption measurements. Quantum mechanical calculations using density functional theory (DFT) were also used to evaluate second-order NLO properties of these chromophores. The electro-optic (EO) coefficients of 1a–c in poled polymers with the 10 wt% chromophore content showed an apparent decrease from 78 pm V−1 for 1a to 42 pm V−1 for 1c. This decrease is attributed to the gradual decrease of the molecular hyperpolarizability (β) of the chromophores which is associated with the progressive cyanine-like electronic structure from the isophorone-based 1a to the cyclopentenone-based 1cchromophore.

  一系列基于苯基四烯的非线性光学（NLO）染料1a–c被合成并系统研究，这些染料具有相同的供体和受体基团，但四烯桥结构不同，部分通过不同大小的脂肪环相连。三个研究染料中的夹层共轭四烯段分别基于异佛尔酮、(1S)-(−)-蓝桉酮和3,4,4-三甲基-2-环戊烯酮。这种结构改变对这些高极化染料的本征电子结构和物理性质产生了显著影响，这通过多种表征技术得以揭示。与基于异佛尔酮的具有高度结晶特性的染料1a相比，引入蓝桉酮和三甲基环戊烯酮基四烯桥可显著提高染料1b和1c的玻璃形成能力。更重要的是，染料1a–c在吸收带形状、溶剂变色行为以及从紫外-可见-近红外吸收测量得到的能带间隙方面表现出独特的光学特征。采用密度泛函理论（DFT）的量子力学计算也被用于评估这些染料的二阶NLO性质。在极化聚合物中，染料含量为10 wt%时，1a–c的电光（EO）系数从1a的78 pm V−1明显降低到1c的42 pm V−1。这种降低归因于染料分子超极化率（β）的逐渐降低，这与从基于异佛尔酮的1a到基于环戊烯酮的1c染料的渐进式菁菪电子结构有关。

表征谱图