2,4-Pentadienyl acetate | 63780-11-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2,4-Pentadienyl acetate
• 英文别名: 2(E),4-pentadienyl acetate；E-1-pentadienyl acetate；(E)-2,4-Pentadienyl acetate；trans-2,4-pentadienyl acetate；acetic acid penta-2t,4-dienyl ester；Essigsaeure-penta-2t,4-dienylester；[(2E)-penta-2,4-dienyl] acetate
• CAS: 63780-11-0
• 化学式: C₇H₁₀O₂
• 分子量: 126.155
• InChiKey: RAVCCLFVHXWZAM-SNAWJCMRSA-N

物化性质

• 沸点：
  57-58 °C(Press: 18 Torr)
• 密度：
  0.954 g/cm3(Temp: 19 °C)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  9
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,4-Pentadienyl acetate 在 dilithium tetrachlorocuprate 、 草酸 、 magnesium 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 61.5h， 生成 methyl (2E,8E)-undeca-2,8,10-trienoate
  参考文献：
  名称：

  Studies on the total synthesis of chlorothricolide: stereochemical aspects of the intramolecular Diels-Alder reactions of methyl undeca-2,8,10-trienoates

  摘要：

  DOI：

  10.1021/ja00407a042
• 作为产物：
  描述：

  2,4-戊二烯-1-醇 以81%的产率得到
  参考文献：
  名称：

  MAEEORG, U. J., UCH. ZAP. TART. YH-TA, 1982, N 616, 50-54

  摘要：

  DOI：

文献信息

• One-Pot Synthesis of a Variety of 1,4-Alkadienes and 1,2,4-Alkatrienes from Alkynes, Allyl, or Propargyl Compounds and Electrophiles by a (η2-Propene)Ti(O-i-Pr)2-Mediated Reaction
  作者：Sentaro Okamoto、Yuuki Takayama、Yuan Gao、Fumi Sato

  DOI：10.1055/s-2000-6296

  日期：——

  The intermolecular reaction of alkynes with allyl or propargyl compounds mediated by (η2-propene)Ti(O-i-Pr)2 followed by trapping of the resulting vinyltitanium compounds with an electrophile such as H2O, I2 or an aldehyde furnished a variety of 1,4-alkadienes or 1,2,4-alkatrienes.

  (η²-丙烯)Ti(O-i-Pr)2催化的炔烃与烯丙基或炔丙基化合物的分子间反应，随后用亲电试剂如H2O、I2或醛捕捉生成的乙烯基钛化合物，可得到多种1,4-炔二烯或1,2,4-炔三烯。
• Silyl nitronates and nitrile oxides in organic synthesis. A novel route to d,l-deoxysugars. Use of aluminum oxide as solid phase base for generation of
  作者：K.B.G. Torssell、A.C. Hazell、R.G. Hazell

  DOI：10.1016/s0040-4020(01)91358-4

  日期：1985.1

  to a diene. 2. Stereospecific hydroxylation of the double bond. 3. Unmasking of the aldol moiety by catalytic reduction of the 2-isoxazoline. The syntheses of D,L-deoxyribose, D,L-oleose, D,L-digitoxose, D,L-2-deoxygalactose, 1,3-dideoxyfructose, 3-deoxyfructose etc. are described. Basic aluminum oxide is introduced as a solid phase base for the one step synthesis of 2-isoxazolines from aldoximes and

  为脱氧醛糖和脱氧酮糖的三步合成开发了新的方法：1.选择性地将亚硝酸甲硅烷基酯或氧化亚氮区域选择性地加成到二烯中。2.双键的立体特异性羟基化。3.通过催化还原2-异恶唑啉使醛醇部分不掩盖。描述了D，L-脱氧核糖，D，L-油糖，D，L-指氧糖，D，L-2-脱氧半乳糖，1，3-二脱氧果糖，3-脱氧果糖的合成。引入碱性氧化铝作为固相碱，用于由醛肟和烯烃一步合成2-异恶唑啉。化合物的X射线衍射研究验证了立体化学分配。
• Method for Allylating and Vinylating Aryl, Heteroaryl, Alkyl, and Alkene Halogenides Using Transition Metal Catalysis
  申请人：Gotta Matthias

  公开号：US20130184485A1

  公开（公告）日：2013-07-18

  What is described is a process for preparing organic compounds of the general formula (I) R—R′  (I) by converting a corresponding compound of the general formula (II) R—X   (II) in which X is fluorine, chlorine, bromine or iodine to an organomagnesium compound of the general formula (III) [M + ] n [R m MgX k Y 1 ]  (III) wherein compounds of the formula (III) are reacted with a compound of the general formula (IV) characterized in that the reaction of (III) with (IV) is performed in the presence of a) catalytic amounts of an iron compound, based on the compound of the general formula (II), and optionally in the presence of b) a nitrogen-, oxygen- and/or phosphorus-containing additive in a catalytic or stoichiometric amount, based on the compound of the general formula (II).

  描述的是一种制备通式（I）R—R′的有机化合物的过程  (I)，通过将通式（II）R—X的相应化合物转化为通式（III）[M+]n[RmMgXkY1]的有机镁化合物  (III)，其中X为氟、氯、溴或碘，其中化合物的通式（III）与通式（IV）的化合物发生反应，其特点在于（III）与（IV）的反应在以下条件下进行：a）基于通式（II）的化合物的铁化合物的催化量，可选地在b）氮、氧和/或磷含量添加剂的存在下以催化量或化学计量量进行。
• Novel synthesis of phenol derivatives by palladium-catalyzed cyclocarbonylation of 2,4-pentadienyl acetates
  作者：Youichi Ishii、Chao Gao、Wen Xiang Xu、Masakazu Iwasaki、Masanobu Hidai

  DOI：10.1021/jo00076a051

  日期：1993.11

  Phenyl acetates were selectively obtained in good yields by cyclocarbonylation of 2,4-pentadienyl acetates in the presence of NEt3, Ac2O, and a catalytic amount of palladium complexes such as PdCl2(PPh3)2 at 120-140-degrees-C under 50 atm of CO. No five-membered ring products were observed. A platinum complex PtCl2(PPh3)2 was also effective as a catalyst. The reaction of 5-phenyl-2,4-pentadienyl bromide with M(CO)(PPh3)3 (M = Pd or Pt) under CO gave the corresponding 6-phenyl-3, 5-hexadienoyl complexes in a high yield, which in turn afforded 2-acetoxybiphenyl in 41-51% yield on heating to 160-degrees-C under 50 atm of CO in the presence of NEt3 and Ac2O. Similar 3,5-hexadienoyl complexes are proposed to be intermediates in the catalytic cyclocarbonylation of 2,4-pentadienyl acetates. On the other hand, PdCl2(PPh3)2-catalyzed carbonylation of o-(bromomethyl)(1-alkenyl)-benzenes in the presence of NEt3 and Ac2O gave 2-naphthyl acetates in moderate yields, while the reaction in the absence of Ac2O gave five-membered ring products such as 2-indanones or a tricyclic lactone by incorporation of one or two CO molecules, respectively.
• Intramolecular Diels-Alder reaction of selenoaldehydes
  作者：Masahito Segi、Mamoru Takahashi、Tadashi Nakajima、Sohei Suga、Shinji Murai、Noboru Sonoda

  DOI：10.1016/s0040-4039(00)88488-9

  日期：——