(1E,2E)-3,7-dimethylocta-2,6-dienal oxime | 35266-87-6

• 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: (1E,2E)-3,7-dimethylocta-2,6-dienal oxime
• 英文别名: (1E,2E)-N-hydroxy-3,7-dimethylocta-2,6-dien-1-imine；3,7-Dimethylocta-2,6-dienal oxime；(NE)-N-[(2E)-3,7-dimethylocta-2,6-dienylidene]hydroxylamine
• CAS: 35266-87-6
• 化学式: C₁₀H₁₇NO
• 分子量: 167.251
• InChiKey: LXFKDMGMYAHNAQ-AMMQDNIMSA-N

物化性质

• 沸点：
  270.3±33.0 °C(Predicted)
• 密度：
  0.86±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  32.6
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (1E,2E)-3,7-dimethylocta-2,6-dienal oxime 生成 (E)-3,7-二甲基-2,6-辛二烯醛
  参考文献：
  名称：

  RANU, BRINDABAN C.;SARKAR, DIPAK C., J. ORG. CHEM., 53,(1988) N 4, 878-879

  摘要：

  DOI：
• 作为产物：
  描述：

  (E)-3,7-二甲基-2,6-辛二烯醛 在 盐酸羟胺 、 碳酸氢钠 作用下， 以 水 为溶剂， 反应 2.0h， 以92%的产率得到(1E,2E)-3,7-dimethylocta-2,6-dienal oxime
  参考文献：
  名称：

  Novel terpene based 1,4,2-dioxazoles: Synthesis, characterization, molecular properties and screening against Entamoeba histolytica

  摘要：

  In present investigation a series of 20 dioxazole analogues (1-20) were synthesized, characterized and subjected to molecular properties prediction, anti-amoebic screening and cytotoxicity evaluation. Out of the twenty compounds viz. 3,5-substituted-1,4,2-dioxazoles, six compounds have shown IC50 values in the range (1.00-1.10 mu M) lower than the standard drug metronidazole (IC50 = 1.45 mu M). The toxicological studies of the active compounds on H9c2 rat cardiac myoblasts showed that all compounds were nontoxic. The pKa, and log P values have also been predicted. Compound 8 showed the most promising results based on anti-amoebic evaluation, cytotoxicity studies and physico-chemical properties prediction. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.06.005

文献信息

• NOVEL METHOD FOR PRODUCING 5, 5-DISUBSTITUTED-4, 5-DIHYDROISOXAZOLE
  申请人：KUMIAI CHEMICAL INDUSTRY CO., LTD.

  公开号：US20210047280A1

  公开（公告）日：2021-02-18

  The present invention addresses the problem of providing an industrially preferable, economical, and environmentally friendly method for producing the 4,5-dihydroisoxazole represented by a formula (3). The present invention enables the compound of a formula (3) to be produced by reacting the compound of a formula (2) according to the reaction represented by a reaction formula in the presence of an acid catalyst.

  本发明解决了提供一种工业上更可取、经济实惠且环保的生产4,5-二氢异噁唑的方法的问题，该4,5-二氢异噁唑由式（3）表示。本发明使得按照反应方程式中所表示的反应，在酸催化剂存在下，使得式（2）化合物发生反应从而生产式（3）化合物成为可能。
• [EN] FRAGRANCE COMPOSITIONS COMPRISING BENZO[4,5]THIENO[3,2-B]PYRAN-2-ONE<br/>[FR] COMPOSITIONS DE FRAGRANCE COMPRENANT DU BENZO<4,5?THIENO?3,2-B?-PYRAN-2-ONE
  申请人：FLEXITRAL INC

  公开号：WO2004092182A1

  公开（公告）日：2004-10-28

  The present case discloses compositions of benzo[4,5]thieno[3,2-b]pyran-2-one which are employed as aroma chemicals.

  这个案例揭示了苯并[4,5]噻吩[3,2-b]吡喃-2-酮的组合物，这些组合物被用作香料化学品。
• Oximes of 3,7-dimethylocta-2,6-dienal: Green synthesis, preparative separation of all diastereomers and complete assignment of 1H and 13C NMR spectra
  作者：Niko S. Radulović、Magdalena M. Tasić、Marko Z. Mladenović

  DOI：10.1016/j.molstruc.2020.129427

  日期：2021.3

  Abstract A mixture of four diastereomeric oximes was prepared starting from citral, an inexpensive mixture of neral and geranial ((Z)- and (E)-3,7-dimethylocta-2,6-dienal, respectively), in a solvent-free mechano-chemical reaction with NH2OH•HCl/NaOH, at room temperature. All stereoisomeric oximes ((1E,2E), (1Z,2E), (1E,2Z), and (1Z,2Z)) were isolated in pure state by isocratic silica-gel column chromatography

  摘要 以柠檬醛为原料制备了四种非对映异构肟的混合物，柠檬醛是一种廉价的橙花醛和香叶醛（分别为 (Z)- 和 (E)-3,7-二甲基辛基-2,6-二烯醛）的混合物），在无溶剂中在室温下与 NH2OH•HCl/NaOH 发生机械化学反应。所有立体异构肟 ((1E,2E)、(1Z,2E)、(1E,2Z) 和 (1Z,2Z)) 均通过等度硅胶柱色谱法以纯态分离。首次在两种氘代溶剂中通过 1D 和 2D NMR 光谱分离和单独表征肟。它们的光谱被完全分配并相互比较。属于 -CH2CH2- 部分的高阶多重态的偶联常数值由（迭代）自旋模拟确定。对所有非对映异构体的 NOESY 光谱的仔细分析表明，肟在 CDCl3 中形成了氢键加合物。在肟化条件下，共轭烯醛中C2-C3双键的构型没有改变。柠檬醛的纯肟在 CDCl3 或 DMSO-d6 中长时间放置导致 C=N 键异构化，同时保持共轭 C=C 键构型不变。
• Aromachemicals
  申请人：Turin Luca

  公开号：US20060094640A1

  公开（公告）日：2006-05-04

  Improved aromachemical derivatives, and fragrances and flavorings including the derivatives, that have a longer useful shelf life than the aromachemicals from which they can be derived, are disclosed. In particular, the derivatives maintain the fragrance characteristics of the aromachemicals, while lowering the allergic properties, increasing the stability, and/or increasing the odor intensity. Also disclosed are methods of making the derivatives, and articles of manufacture including the derivatives. In one embodiment, the derivatives are prepared by replacing one or more double bonds in citral with a thioether, cyclopropyl, oxirane, or thiirane group. The cyclopropane ring can be unsubstituted, or substituted with one or two lower alkyl, preferably methyl groups. The alkyl groups can optionally be substituted, for example, with electron donating groups, electron with drawing groups, groups which increase the hydrophilicity or hydrophobocity, and the like. In another embodiment, the derivatives are prepared by replacing the aldehyde group in the essential oil with a nitrile, methyl ether or acetal group. The acetal groups can provide the compounds with a long lasting flavor or fragrance, where the acetals slowly hydrolyze to provide the aldehyde group in the parent essential oil. In some embodiments, both the aldehyde and at least one of the double bond functional groups are both derivatized as described herein. Examples of suitable articles of manufacture include candles, air fresheners, perfumes, disinfectant compositions, hypochlorite (bleach) compositions, beverages such as beer and soda, denture cleanser tablets and flavored orally-delivered products such as lozenges, candies, and the like.

  本发明公开了改良的芳香化学衍生物，以及包含这些衍生物的香料和调味料，它们的有效货架寿命比它们可以衍生的芳香化学品更长。特别是，这些衍生物保持了芳香化学品的香气特性，同时降低了过敏性，增加了稳定性和/或增加了气味强度。本发明还公开了制备这些衍生物的方法以及包括这些衍生物的制品。在一个实施例中，这些衍生物是通过用硫醚、环丙基、环氧烷或硫代环氧烷基取代柠檬醛中的一个或多个双键来制备的。环丙烷环可以是未取代的，或者用一个或两个较低的烷基，优选是甲基基取代。烷基可以选择性地被取代，例如，用电子给予基团，电子吸引基团，增加亲水性或疏水性的基团等。在另一个实施例中，这些衍生物是通过用腈、甲醚或缩醛基取代精油中的醛基来制备的。缩醛基可以为化合物提供持久的风味或香气，其中缩醛缓慢水解以提供母体精油中的醛基。在一些实施例中，醛基和至少一个双键官能团都是根据本文所述进行衍生的。适当的制品包括蜡烛、空气清新剂、香水、消毒剂组合物、次氯酸盐（漂白剂）组合物、啤酒和苏打水等饮料、假牙清洁剂片和口味制品，例如含片、糖果等。
• Fragrance compositions comprising benzo[4,5]thieno{3,2-b]pyran-2-one
  申请人：Turin Luca

  公开号：US20060292097A1

  公开（公告）日：2006-12-28

  The present case discloses compositions of benzo[4,5]thieno[3,2-b]pyran-2-one which are employed as aroma chemicals.

  本案揭示了苯并[4,5]噻吩[3,2-b]吡喃-2-酮的组成，这些组成物被用作香气化学品。