3-formyl-2-penten-1-one | 102574-14-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-formyl-2-penten-1-one
• 英文别名: 2-cyclopentenone-3-carbaldehyde；3-Oxocyclopent-1-enecarbaldehyde；3-oxocyclopentene-1-carbaldehyde
• CAS: 102574-14-1
• 化学式: C₆H₆O₂
• 分子量: 110.112
• InChiKey: DOSLHYYFQCKPGQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  8
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-formyl-2-penten-1-one 在 正丁基锂 、 silica gel 、 sodium hydride 、 二异丁基氢化铝 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 20.0h， 生成 [3-[(1E,3E)-2-Methyl-4-(2,6,6-trimethyl-cyclohex-1-enyl)-buta-1,3-dienyl]-cyclopent-2-en-(E)-ylidene]-acetaldehyde
  参考文献：
  名称：

  Role of retinal isomerizations and rotations in the photocycle of bacteriorhodopsin

  摘要：

  DOI：

  10.1021/ja00275a056

文献信息

• CATALYST FOR ASYMMETRIC HYDROGENATION AND METHOD FOR MANUFACTURING OPTICALLY ACTIVE CARBONYL COMPOUND USING THE SAME
  申请人：YAMADA Shinya

  公开号：US20120136176A1

  公开（公告）日：2012-05-31

  The present invention provides a catalyst used for manufacturing an optically active carbonyl compound by selective asymmetric hydrogenation of an α,β-unsaturated carbonyl compound, which is insoluble in a reaction mixture, and a method for manufacturing the corresponding optically active carbonyl compound. Particularly, the invention provides a catalyst for obtaining an optically active citronellal useful as a flavor or fragrance, by selective asymmetric hydrogenation of citral, geranial or neral. The invention relates to a catalyst for asymmetric hydrogenation of an α,β-unsaturated carbonyl compound, which comprises: a powder of at least one metal selected from metals belonging to Group 8 to Group 10 of the Periodic Table, or a metal-supported substance in which the at least one metal is supported on a support; an optically active peptide compound; and an acid, and also relates to a method for manufacturing an optically active carbonyl compound using the same.

  本发明提供了一种用于通过选择性不对称加氢α，β-不饱和羰基化合物制备光学活性羰基化合物的催化剂，该催化剂在反应混合物中不溶解，并提供了制备相应光学活性羰基化合物的方法。特别地，该发明提供了一种催化剂，通过选择性不对称加氢柠檬醛、香叶醛或柠檬醛制备出用作香料或芳香剂的光学活性香茅醛。该发明涉及一种用于不对称加氢α，β-不饱和羰基化合物的催化剂，包括：来自周期表第8至第10族金属中至少一种金属的粉末，或者至少一种金属负载物质，其中至少一种金属负载在一种载体上；一种光学活性肽化合物；和一种酸，还涉及使用该催化剂制备光学活性羰基化合物的方法。
• Constraints of Opsin Structure on the Ligand-binding Site: Studies with Ring-fused Retinals¶
  作者：Takahiro Hirano、In Taek Lim、Don Moon Kim、Xiang-Guo Zheng、Kazuo Yoshihara、Yoshiaki Oyama、Hiroo Imai、Yoshinori Shichida、Masaji Ishiguro

  DOI：10.1562/0031-8655(2002)076<0606:coosot>2.0.co;2

  日期：——

  chromophores provided a twisted C11–C12 double bond for the C12–C14 ring-fused analog and all relaxed double bonds with a highly twisted C10–C11 bond for the C11–C13 ring-fused analog. The structural model of the C11–C13 ring-fused analog chromophore showed a characteristic flip of the cyclohexenyl moiety toward transmembrane segments 3 and 4. The structural models suggested that hula twist is a primary process

  摘要 环融合的视网膜类似物旨在检查 9-顺式视黄基发色团光异构化的 hula-twist 模式。两个 9-顺式视黄醛类似物，C11-C13 五元环稠合和 C12-C14 五元环稠合视黄醛衍生物，与视蛋白形成色素。C11–C13 环稠合类似物在甚至 -269°C 下异构化为松弛的全反式生色团（λmax > 400 nm），而希夫碱在 0°C 下保持质子化。C12-C14 环稠合类似物在 -196°C 下通过光化学转化为浴视紫质样发色团（λmax = 583 nm），然后在 0°C 下进一步转化为去质子化的希夫碱。模型构建研究表明，类似物不会在视紫质的视网膜结合位点形成色素，而是形成具有视蛋白结构的色素，由于跨膜螺旋的运动而产生较大的结合空间。模拟发色团异构化的分子动力学模拟为 C12-C14 环稠合类似物提供了一个扭曲的 C11-C12 双键，为 C11-C13 环稠合类似物提供了一个高度扭曲的
• Non-linear optically active molecules, their synthesis, and use
  申请人：McGinniss D. Vincent

  公开号：US20080004415A1

  公开（公告）日：2008-01-03

  In one aspect, the present invention provides a hyperpolarizable organic chromophore. The chromophore is a nonlinear optically active compound that includes a π-donor conjugated to a π-acceptor through a π-electron conjugated bridge. In other aspects of the invention, donor structures and acceptor structures are provided. In another aspect of the invention, a chromophore-containing polymer is provided. In one embodiment, the chromophore is physically incorporated into the polymer to provide a composite. In another embodiment, the chromophore is covalently bonded to the polymer, either as a side chain polymer or through crosslinking into the polymer. In other aspects, the present invention also provides a method for making the chromophore, a method for making the chromophore-containing polymer, and methods for using the chromophore and chromophore-containing polymer.

  在一个方面，本发明提供了一种高极化有机色团。该色团是一种非线性光学活性化合物，包括一个π-给体通过一个π-电子共轭桥连接到一个π-受体上。在本发明的其他方面，提供了给体结构和受体结构。在发明的另一个方面，提供了含有色团的聚合物。在一种实施例中，色团被物理地并入聚合物中以提供复合材料。在另一种实施例中，色团通过侧链聚合物或交联到聚合物中与聚合物共价键合。在其他方面，本发明还提供了制备色团的方法、制备含有色团的聚合物的方法以及使用色团和含有色团的聚合物的方法。
• ALICYCLIC POLYAMINES AND PROCESS FOR THE PREPARATION THEREOF
  申请人：DAICEL CHEMICAL INDUSTRIES, LTD.

  公开号：EP0895984A1

  公开（公告）日：1999-02-10

  An alicyclic polyamine of the formula (1) wherein Y1 represents a saturated aliphatic hydrocarbon group and R1 through R4 are the same or different and each represents hydrogen atom, an alkyl group, a cycloalkyl group, an aryl group, or an aralkyl group. The alicyclic polyamine can be obtained by subjecting a 3-formylcycloalkanone or 3-formylcycloalkenone to reductive amination reaction.

  式（1）的脂环多胺 其中 Y1 代表饱和脂肪族烃基，R1 至 R4 相同或不同，各自代表氢原子、烷基、环烷基、芳基或芳烷基。脂环族多胺可通过将 3-甲酰基环烷酮或 3-甲酰基环烯酮进行还原胺化反应来获得。
• 3-HYDROXYMETHYLCYCLOALKANOLS AND PROCESS FOR PRODUCING THEM
  申请人：DAICEL CHEMICAL INDUSTRIES, LTD.

  公开号：EP0895980A1

  公开（公告）日：1999-02-10

  A 3-hydroxymethylcycloalkanol of the formula (1) wherein Y1 represents a saturated aliphatic hydrocarbon group. The 3-hydroxyethylcycloalkanol can be obtained by subjecting a 3-formylcycloalkanone or 3-formylcycloalkenone to reduction. Amended Abstract The present invention relates to a 3-hydroxymethylcycloalkanol of the following formula (1), and a process for production of a 3-hydroxymethylcycloalkanol of the formula (1) by reduction of 3-formylcycloalkanone or 3-formylcycloalkenone. In accordance with the present invention, 3-hydroxymethylcycioalkanol, which is useful as the starting material for the production of polymers, can be produced with high conversion and high selectivity.

  式（1）的 3-羟甲基环烷醇 其中 Y1 代表饱和脂肪族烃基。3-羟乙基环烷醇可通过使 3-甲酰基环烷酮或 3-甲酰基环烯酮还原而获得。 修正摘要 本发明涉及下式(1)的3-羟甲基环烷醇，以及通过还原3-甲酰基环烷酮或3-甲酰基环烯酮生产式(1)的3-羟甲基环烷醇的工艺。 根据本发明，可以高转化率和高选择性生产作为生产聚合物起始原料的 3-羟甲基环烷醇。