6-ethyl-2,2-dimethylcyclohexanone | 79893-64-4

• 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: 6-ethyl-2,2-dimethylcyclohexanone
• 英文别名: 2-ethyl-6,6-dimethyl-1-cyclohexanone；2-Ethyl-6,6-dimethyl-cyclohexanone；6-ethyl-2,2-dimethylcyclohexan-1-one
• CAS: 79893-64-4
• 化学式: C₁₀H₁₈O
• 分子量: 154.252
• InChiKey: YPDGMVLYPRVSTR-UHFFFAOYSA-N

物化性质

• 沸点：
  205.4±8.0 °C(Predicted)
• 密度：
  0.862±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.9
• 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：

  6-ethyl-2,2-dimethylcyclohexanone 在 bis(dibenzylideneacetone)-palladium⁽⁰⁾ 三苯胂 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 N-甲基吡咯烷酮 为溶剂， 反应 74.0h， 生成 (Z)-3-(2-ethyl-6,6-dimethylcyclohex-1-en-1-yl)but-2-en-1-ol
  参考文献：
  名称：

  Stereocontrolled Synthesis of 6-s-cis- and 6-s-trans-Locked 9Z-Retinoids by Hydroxyl-Accelerated Stille Coupling of (Z)-Tri-n-Butylstannylbut-2-en-1-ol and Bicyclic Dienyl Triflates

  摘要：

  Analogues of 9-cis-retinoic acid with locked 6-s-cis and 6-s-trans conformations have been stereoselectively synthesized using a Stille coupling reaction between bicyclic dienyl triflates (5 and 6, respectively) and (Z)-tributylstannylbut-2-en-1-ol (7) to stablish the Z geometry of the polyenic side chain. The mild conditions (25 degrees C, 30 min) of this coupling stand in contrast to the reluctance of the isomeric (E)-tributylstannylbut-2-en-1-ol (18) to react with triflates 5/6. The significant rate differences experimentally observed in Stille reactions between isomeric (Z)- and (E)-tri-n-butylstannylalkenols in favor of the former isomer, even with highly hindered alkenyl triflates, is ascribed to internal coordination of palladium to the heteroatom in the presumably rate-limiting transmetalation step. Dienals and trienals with an E geometry, which are not efficiently available by direct coupling of the corresponding triflates and E-stannanes, can in turn be obtained by isomerization of their Z-isomers.

  DOI：

  10.1021/jo9917588
• 作为产物：
  描述：

  ethyl 1-ethyl-3,3-dimethyl-2-oxocyclohexanecarboxylate 在 水 、 potassium hydroxide 作用下， 以 甲醇 为溶剂， 反应 6.0h， 以89%的产率得到6-ethyl-2,2-dimethylcyclohexanone
  参考文献：
  名称：

  [EN] OPSIN-BINDING LIGANDS, COMPOSITIONS AND METHODS OF USE
  [FR] LIGANDS DE LIAISON À UNE OPSINE, COMPOSITIONS ET PROCÉDÉS D'UTILISATION

  摘要：

  披露了一些化合物，可用于治疗由于或与在眼睛中积累的有毒视觉循环产物有关的眼科疾病，例如干性成人黄斑变性，以及由于或与突变视蛋白的错误折叠和/或视蛋白的错误定位有关的疾病。还描述了这些化合物单独或与其他治疗剂联合使用的组合物，以及使用这些化合物和/或组合物的治疗方法。还披露了合成这些药剂的方法。

  公开号：

  WO2013058809A1

文献信息

• 6-Ethyl-2,10,10-trimethyl-1-oxa-spiro[4.5]deca-3,6-diene
  申请人：Firmenich SA

  公开号：US04336197A1

  公开（公告）日：1982-06-22

  New spiranic compound, viz. 6-ethyl-2,10,10-trimethyl-1-oxa-spiro[4.5]deca-3,6-diene, its preparation and use of same as perfume or flavor-modifying ingredient.

  新型螺环化合物，即6-乙基-2,10,10-三甲基-1-氧螺[4.5]癸-3,6-二烯，其制备方法及其作为香料或风味调节剂的用途。
• [EN] DEHYDROGENATION REACTION<br/>[FR] RÉACTION DE DÉSHYDROGÉNATION
  申请人：FIRMENICH & CIE

  公开号：WO2018001963A1

  公开（公告）日：2018-01-04

  The present invention relates to the field of organic synthesis and more specifically it concerns a process for the dehydrogenation of compound of formula (I) catalyzed by palladium (Pd0) in elemental metallic form.

  本发明涉及有机合成领域，更具体地涉及一种由钯（Pd0）催化的化合物（I）的脱氢过程。
• Use of cyclic ketones in perfumery
  申请人：Firmenich SA

  公开号：US06025323A1

  公开（公告）日：2000-02-15

  The compounds of formula ##STR1## in which R stands for a methyl or ethyl group, are used as perfume ingredients for the preparation of perfuming compositions and perfumed articles, to which they confer aromatic and thujonic notes. The compounds can be used in the form of a mixture of enantiomers or in an enantiomerically pure state. The invention also comprises original processes for the preparation of these compounds.

  公式为##STR1##的化合物中，其中R代表甲基或乙基基团，被用作香水成分，用于制备香水配方和香水制品，赋予其芳香和蒽醌类的气味。这些化合物可以以对映体混合物的形式或对映纯态的形式使用。该发明还包括用于制备这些化合物的原始工艺。
• 10-Isopropyl-2,7-dimethyl-1-oxaspiro(4.5)deca-3,6-diene, its use in perfumes and aromas
  申请人：NAARDEN INTERNATIONAL N.V.

  公开号：EP0094722A1

  公开（公告）日：1983-11-23

  Perfume and flavouring compositions, perfumed articles and materials respectively flavoured foods and allied products containing 10-isopropyl-2.7-dimethyl-oxaspiro[4.5]-deca-3.6-diene having formula as essential compound for imparting thereto an olfactive note of the cassis type as well as this compound per se.

  分别含有 10-异丙基-2.7-二甲基-氧杂螺[4.5]-癸-3.6-二烯的香水和香料组合物、香料制品和材料、调味食品和相关产品，其式为 的基本化合物，以赋予其黑醋栗香味以及该化合物本身。
• Dehydrogenation reaction
  申请人：Firmenich SA

  公开号：US10899694B2

  公开（公告）日：2021-01-26

  The present invention relates to the field of organic synthesis and more specifically it concerns a process for the dehydrogenation of compound of formula (I) catalyzed by palladium (Pd0) in elemental metallic form.

  本发明涉及有机合成领域，更具体地说，它涉及一种在金属元素形式的钯（Pd0）催化下进行式（I）化合物脱氢的工艺。