1,1':4',1"-tercyclohexyliden-4-one | 169822-47-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,1':4',1"-tercyclohexyliden-4-one
• 英文别名: 1,1':4',1''-Tercyclohexyliden-4-one；Cyclohexanone, 4-(4-cyclohexylidenecyclohexylidene)-；4-(4-cyclohexylidenecyclohexylidene)cyclohexan-1-one
• CAS: 169822-47-3
• 化学式: C₁₈H₂₆O
• 分子量: 258.404
• InChiKey: UYBCMLSETHGKJY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  19
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.72
• 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：

  1,1':4',1"-tercyclohexyliden-4-one 在 palladium on activated charcoal 氢气 作用下， 以 乙酸乙酯 为溶剂， 以30%的产率得到trans-1,1':4',1"-tercyclohexyl-4-one
  参考文献：
  名称：

  寡（环己叉）肟和衍生物作为探针分子对13 C NMR化学位移的远程取代作用

  摘要：

  对于一系列棒状脂肪族肟（1-4），已经研究了肟取代基对13 C NMR化学位移的影响。将各种2D NMR技术应用于其1 H和13 C共振的明确分配。对于双环己基肟，由于存在肟基，在六元环的脂肪族碳原子的13 C NMR化学位移上有1–2个远程取代基作用，直至远离亚氨基的6个碳碳键为止碳！在13从双环己基肟3-4获得的C NMR数据表明，在该系列反应中，作用仅限于与亚胺基碳有5个键的碳原子。观察到的两个系列之间的差异归因于存在于1-2中的烯烃双键，该双键被肟取代基的电场极化。

  DOI：

  10.1039/p29960002327
• 作为产物：
  描述：

  4-(13-Thia-dispiro[5.0.5.1]tridec-3-ylidene)-cyclohexanone 在 亚磷酸三乙酯 作用下， 以 甲苯 为溶剂， 生成 1,1':4',1"-tercyclohexyliden-4-one
  参考文献：
  名称：

  Oligo(cyclohexylidenes): Parent Compounds and End-Functionalized Derivatives

  摘要：

  Parent oligo(cyclohexylidenes) 1(n) (n = 1-4) were synthesized using a modified Barton-Kellogg olefin synthesis. Surprisingly, the crude compounds 1(2) and 1(4) contained small amounts of the 1(n-1) and 1(n+1) homologues. As evidenced by a close examination of mass spectral data of selectively deuterated tercyclohexylidenes 1(2)d(4)d(4) and 1(2)-d(8), their formation can be attributed to scrambling of the intermediate azines. With increasing n, a marked decrease in solubility as well as an increase in thermal stability was found. Powder diffraction measurements indicate that the parent compounds 1(n), irrespective of n, pack in a similar fashion in the solid state. The theoretically (MMX, AM1, and ab initio) predicted rodlike structure of the oligo(cyclohexylidenes) was confirmed by single-crystal X-ray structures of 1(1) and three derivatives (12(1), 13(1), and 30(2)). In line with the powder diffraction data in the series 1(n), a similar packing motif was found for the derivatives. To circumvent side product formation due to azine scrambling, a different synthetic approach was used for the preparation of end-functionalized oligo(cyclohexylidenes), i.e. decarboxylation and dehydration of beta-hydroxy acids.

  DOI：

  10.1021/jo00119a014

文献信息

• Aldehydic ketones and their use in perfumes
  申请人：QUEST INTERNATIONAL B.V.

  公开号：EP0967195A1

  公开（公告）日：1999-12-29

  The novel ketones having the structure in which R is H or an alkyl group and X is a hydrocarbon group having between 4 and 12 carbon atoms, the ring being saturated or unsaturated, excluding 4-(1-ethylpropylidene)-1-cyclohexanone, 4-cyclohexylidene- 1-cyclohexanone,4-butylidene-1-cyclohex-2-enone, 4-(1-ethylpropylidene)-1-cyclohex-2-enone, 4-(2-methylpropylidene)-1-cyclohexanone,4-cyclohexyliden-2-cyclohexen-1-one, 4-(1,5-dimethyl-4-hexenylidene)-1-cyclohexanone, 4-[4-(cyclohexyliden)cyclohexyliden]-1-cyclohexanone, 4-[4-(tert-butyl)cyclohexyliden]-1-cyclohexanone, 4-[4-(cyclohexyl)cyclohexyliden]-1-cyclohexanone, 4-(2-isopropyl-5-methylcyclohexyliden)-2-cyclohexen-1-one and 4-(3-phenylpropylidene)-1-cyclohex-2-enone exhibit interesting odour characteristics, generally aldehydic in nature, and so find use in perfumes and in perfumed products.

  具有以下结构的新型酮 其中R为H或烷基，X为具有4至12个碳原子的烃基，环为饱和或不饱和环，不包括4-(1-乙基亚丙基)-1-环己酮，4-环己亚基-1-环己酮4-(1-乙基亚丙基)-1-环己-2-烯酮、4-(2-甲基亚丙基)-1-环己酮、4-环己亚基-2-环己烯-1-酮、4-(1,5-二甲基-4-亚己烯)-1-环己酮、4-[4-(环己亚基)环己亚基]-1-环己酮，4-[4-(叔丁基)环己亚基]-1-环己酮，4-[4-(环己基)环己亚基]-1-环己酮、4-(2-异丙基-5-甲基环己亚基)-2-环己烯-1-酮和 4-(3-苯基亚丙基)-1-环己-2-烯酮具有有趣的气味特征，一般为醛类，因此可用于香水和香料产品中。
• US6448220B1
  申请人：——

  公开号：US6448220B1

  公开（公告）日：2002-09-10