(E,E)-2,5,6-trimethylhepta-2,4-dienal

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (E,E)-2,5,6-trimethylhepta-2,4-dienal
• 英文别名: (2E,4E)-2,5,6-trimethylhepta-2,4-dienal
• 化学式: C₁₀H₁₆O
• 分子量: 152.236
• InChiKey: OYAJIVPWEJGSRF-NXZHAISVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  (-)-alpha-侧柏烯 在 二甲基二环氧乙烷 作用下， 以 丙酮 、 苯 为溶剂， 反应 12.0h， 生成 (E,E)-2,5,6-trimethylhepta-2,4-dienal
  参考文献：
  名称：

  A Novel Cyclopropane Ring Fragmentation of Bicyclo[3.1.0]hexene Epoxides to 2,5-Dienals

  摘要：

  DOI：

  10.1021/jo951850d

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。
• CATALYST FOR ASYMMETRIC HYDROGENATION
  申请人：MAEDA Hironori

  公开号：US20100324338A1

  公开（公告）日：2010-12-23

  This invention aims at providing a catalyst for producing an optically active aldehyde or an optically active ketone, which is an optically active carbonyl compound, by carrying out selective asymmetric hydrogenation of an α,β-unsaturated carbonyl compound, particularly a catalyst which is insoluble in a reaction mixture for obtaining optically active citronellal which is useful as a flavor or fragrance, by carrying out selective asymmetric hydrogenation of citral, geranial or neral; and a method for producing a corresponding optically active carbonyl compound. 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 at least one metal selected from metals belonging to Group 8 to Group 10 of the Periodic Table is supported on a support, an optically active cyclic nitrogen-containing compound and an acid.

  这项发明旨在通过对α，β-不饱和羰基化合物进行选择性不对称加氢，特别是通过对柠檬醛、香叶醛或柠檬醛进行选择性不对称加氢，从而提供用作香料或香精的有用的光学活性香茅醛的催化剂，该香茅醛是一种光学活性羰基化合物；以及生产相应的光学活性羰基化合物的方法。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，其包括来自周期表第8至第10族金属中至少一种金属的粉末，或者至少一种来自周期表第8至第10族金属的金属负载物质，该金属负载在一种支撑物上，还包括光学活性的含氮环化合物和酸。
• Monoterpene aldehyde or alcohol derivatives and their use as perfumes or flavouring agents
  申请人：UNILEVER PLC

  公开号：EP0271609A1

  公开（公告）日：1988-06-22

  The invention provides a compound of the general formula: wherein R₁ is CH₂OH or CHO,     R₂ and R₅ are CH or C,     R₃ and R₄ are CH₂ or CH,     R₆ is CH₃ or CH₂, with the proviso that R₁ is not CHO when R₃ is CH and R₂ is C, R₅ is C, and R₆ is CH₂. Preferably R₁ is CHO, R₃ is CH and R₂ is C, or R₄ is CH and R₅ is C. Also, R₁ can be CH₂OH. The invention also provides a perfume or flavouring mixture, in which an effective amount of the above-­identified compound is present. Furthermore, the invention provides a process for preparing a compound as described above.

  本发明提供了一种通式为 其中 R₁ 是 CH₂OH 或 CHO、 R₂ 和 R₅ 是 CH 或 C、 R₃ 和 R₄ 是 CH₂ 或 CH、 R₆ 是 CH₃ 或 CH₂、 但当 R₃ 是 CH 且 R₂ 是 C、R₅ 是 C 和 R₆ 是 CH₂ 时，R₁ 不是 CHO。 R₁ 最好是 CHO，R₃ 是 CH，R₂ 是 C，或者 R₄ 是 CH，R₅ 是 C。 本发明还提供了一种香水或香料混合物，其中含有有效量的上述化合物。 此外，本发明还提供了制备上述化合物的工艺。
• Production of 2-methyl-5-isopropylhexa-2,5-dien-1-al and of 2-methyl-5-isopropyl-hexa-2,4-dien-1-al in microorganisms
  申请人：NOVALAL PLC

  公开号：EP0304318A2

  公开（公告）日：1989-02-22

  Microorganisms are employed in the production of 2-methyl-­5-isopropyl-hexa-2,5-dien-1-al or 2-methyl-5-isopropyl-­hexa-2,4-dien-1-al from α-pinene or its epoxide. The aldehyde products some of which are novel are of utility in perfume formulations for example in detergent powders and soaps. Microorganisms belonging to the species Pseudomonas fluorescens, and in particular Pseudomonas fluorescens NCIMB 11671 are preferred for effecting the transformations.

  利用微生物从 α-蒎烯或其环氧化物生产 2-甲基-5-异丙基-六-2,5-二烯-1-醛或 2-甲基-5-异丙基-六-2,4-二烯-1-醛。 这些醛产品中有些是新产品，可用于香水配方，例如洗涤粉和肥皂。属于荧光假单胞菌，特别是荧光假单胞菌 NCIMB 11671 的微生物是实现转化的首选。
• ASYMMETRIC HYDROGENATION CATALYST
  申请人：Takasago International Corporation

  公开号：EP2353714A1

  公开（公告）日：2011-08-10

  Provided is a catalyst for producing an optically active aldehyde by selective asymmetric hydrogenation of an α, β-unsaturated aldehyde, particularly a catalyst that is insoluble in the reaction mixture and is used to obtain optically active citronellal, which is useful as a fragrance, by selective asymmetric hydrogenation of citral, geranial or neral. Also provided is a method for producing the corresponding optically active aldehyde. The α, β-unsaturated aldehyde is subjected to asymmetric hydrogenation using a solid catalyst comprising an optically active compound and a metal-supporting product wherein a carrier supports at least one metal selected from the group consisting of the elements in Groups 8 through 10 of the Periodic Table.

  本发明提供了一种通过选择性不对称氢化α，β-不饱和醛来生产光学活性醛的催化剂，特别是一种不溶于反应混合物的催化剂，可用于通过选择性不对称氢化柠檬醛、香叶醇或橙花醛来获得光学活性香茅醛，这种香茅醛可用作香料。此外，还提供了一种生产相应光学活性醛的方法。α，β-不饱和醛使用固体催化剂进行不对称氢化，固体催化剂由光学活性化合物和金属支持产物组成，其中载体支持至少一种选自元素周期表第 8 至 10 族元素组成的组的金属。