5,9-dimethyl-1,4,8-decatrien-3-ol | 84104-09-6

• 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: 5,9-dimethyl-1,4,8-decatrien-3-ol
• 英文别名: 5,9-Dimethyldeca-4,8-dien-3-one
• CAS: 84104-09-6
• 化学式: C₁₂H₂₀O
• 分子量: 180.29
• InChiKey: ABYFWTSVEDPVNE-UHFFFAOYSA-N

物化性质

• 沸点：
  268.9±19.0 °C(Predicted)
• 密度：
  0.856±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  13
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.58
• 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：

  4,8-dimethyl-2-ethyl-2-morpholino-3,7-nonadienenitrile 在 silica gel 作用下， 以100%的产率得到5,9-dimethyl-1,4,8-decatrien-3-ol
  参考文献：
  名称：

  α,β-不饱和酮的新合成方法，通过由 2-吗啉代-3-丁烯腈（掩蔽酰基阴离子等价物）与随后的烷基卤形成的烯丙基阴离子的区域选择性反应

  摘要：

  2-morpholino-3-butenenitriles 和烷基卤的区域选择性处理提供了在 α-位烷基化到腈基的产物。α-烷基化产物的水解以良好的产率得到α,β-不饱和酮。

  DOI：

  10.1246/cl.1982.1263

文献信息

• Catalytic isomerization of allylic alcohols promoted by complexes [RuCl2(η6-arene)(PTA-Me)] under homogeneous conditions and supported on Montmorillonite K-10
  作者：Lucía Menéndez-Rodríguez、Pascale Crochet、Victorio Cadierno

  DOI：10.1016/j.molcata.2012.10.025

  日期：2013.1

  The mononuclear arene-ruthenium(II) derivatives [RuCl2(eta(6)-arene)(PTA-Me)] (arene = C6H6 (3a), p-cymene (3b), 1,3,5-C6H3Me3 (3c), C6Me6 (3d)), containing the ionic phosphine ligand 1-methyl-3,5-diaza-1-azonia-7-phosphaadamantane chloride (PTA-Me), have been synthesized and fully characterized. These complexes were evaluated as potential catalysts for the redox isomerization of allylic alcohols. Among them, best results in terms of activity were obtained with complex [RuCl2(eta(6)-C6H6)(PTA-Me)] (3a) which, in combination with K2CO3 (2.5 equiv. per Ru), was able to selectively isomerize a number of allylic alcohols RCH(OH)CH=CH2 (R = H, aryl, alkyl or heteroaryl group) into the corresponding carbonyl compounds RC(=O)CH2CH3 in refluxing THF (TOF values up to 800 h(-1)). Complex [RuCl2(eta(6)-C6H6)(PTA-Me)] (3a) was adsorbed onto the Montmorillonite K-10 clay, and the resulting solid proved also active in the isomerization of the model substrate 1-octen-3-ol. In addition, it could be easily separated from the reaction media by simple filtration and reused several times (up to 11 consecutive runs) with retention of its efficiency. (c) 2012 Elsevier B.V. All rights reserved.
• Tethered η⁵-Oxocyclohexadienyl Piano-Stool Ruthenium(II) Complexes: A New Class of Catalysts?
  作者：Manel Kechaou-Perrot、Laure Vendier、Stéphanie Bastin、Jean-Marc Sotiropoulos、Karinne Miqueu、Lucía Menéndez-Rodríguez、Pascale Crochet、Victorio Cadierno、Alain Igau

  DOI：10.1021/om501073q

  日期：2014.11.24

  The straightforward synthesis of tethered eta(5)-oxocyclohexadienyl Ru(II) complexes is presented. Pioneering results in catalysis show that these original half-sandwich Ru(II) complexes allow the effective isomerization of allylic alcohols under mild conditions without further additives; eta(5)-oxocyclohexadienyl ruthenium complexes may be considered as a new class of catalysts.