(+/-)-4-hydroxynona-2,8-diene | 108440-67-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (+/-)-4-hydroxynona-2,8-diene
• 英文别名: (+/-)-(E)-nona-2,8-dien-4-ol；(E)-2,8-nonandien-4-ol；(2E)-nona-2,8-dien-4-ol
• CAS: 108440-67-1
• 化学式: C₉H₁₆O
• 分子量: 140.225
• InChiKey: MKXKQBLVHSAODX-QPJJXVBHSA-N

物化性质

• 沸点：
  206.0±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)：
  2.3
• 重原子数：
  10
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (+/-)-4-hydroxynona-2,8-diene 在 titanium(IV) isopropylate 、 叔丁基过氧化氢 、 4 A molecular sieve 、 D-(-)-酒石酸二异丙酯 作用下， 以 二氯甲烷 为溶剂， 反应 20.0h， 以81%的产率得到(1R,2'R,3'R)-1-(3-methyloxiran-2-yl)-5-hexene-1-ol
  参考文献：
  名称：

  Identification and synthesis of new bicyclic acetals from the mountain pine beetle, Dendroctonus ponderosae hopkins (Col.: Scol.)

  摘要：

  Head-space volatiles obtained from male mountain pine beetles, Dendroctonus ponderosae, were analyzed by coupled CC-MS and chiral gas chromatography. 5-Ethyl-7-methyl-6,8-dioxabicyclo[3.2.1] (6) was found as a new naturally occurring isomer of brevicomin (1). In addition, several stereoisomers of 7-ethyl-5-methyl-6,8-dioxabicyclo[3.2.1] (11) and 1-(5-methyl-6,8-dioxabicyclo[3.2.1]octyl)ethanol (12) could be identified. Relative and absolute configurations of the compounds were determined by unambiguous syntheses, which are described. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0968-0896(96)00013-2
• 作为产物：
  描述：

  巴豆醛 、 magnesium,pent-1-ene,bromide 以92%的产率得到(+/-)-4-hydroxynona-2,8-diene
  参考文献：
  名称：

  Stereospecific synthesis of exo- and endo-1,3-dimethyl-2,9-dioxabicyclo-[3.3.1]-nonane

  摘要：

  DOI：

  10.1016/s0040-4039(00)84843-1

文献信息

• Cherton, Jean-Claude; Lanson, Marc; Ladjama, Daif, Canadian Journal of Chemistry, 1990, vol. 68, # 8, p. 1271 - 1276
  作者：Cherton, Jean-Claude、Lanson, Marc、Ladjama, Daif、Guichon, Yvette、Basselier, Jean-Jacques

  DOI：——

  日期：——
• Page, Philip C. Bulman; Rayner, Christopher M.; Sutherland, Ian O., Journal of the Chemical Society. Perkin transactions I, 1990, # 9, p. 2403 - 2408
  作者：Page, Philip C. Bulman、Rayner, Christopher M.、Sutherland, Ian O.

  DOI：——

  日期：——
• Stereoselective Synthesis of Furans by the Pd-Catalyzed Oshima−Utimoto Reaction
  作者：Michael A. Evans、James P. Morken

  DOI：10.1021/ol051275s

  日期：2005.7.1

  The Pd-catalyzed coupling of acyclic allylic alcohols with vinyl ethers was examined and found to proceed with 2.5-10 mol % of catalyst and to provide cyclic acetals with good stereoselection. The reaction is tolerant of a number of functional groups and can be used to generate quaternary centers in a stereoselective fashion.
• PAGE, PHILIP C. BULMAN;RAYNER, CHRISTOPHER M.;SUTHERLAND, LAN O., J. CHEM. SOC. PERKIN TRANS.,(1990) N, C. 2403-2408
  作者：PAGE, PHILIP C. BULMAN、RAYNER, CHRISTOPHER M.、SUTHERLAND, LAN O.

  DOI：——

  日期：——
• PAGE PH. C. B.; RAYNER CH. M.; SUTHERLAND I. O., TETRAHEDRON LETT., 27,(1986) N 30, 3535-3538
  作者：PAGE PH. C. B.、 RAYNER CH. M.、 SUTHERLAND I. O.

  DOI：——

  日期：——