3-Benzyl-2,2-dimethyl-penta-3,4-dienal | 153651-91-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-Benzyl-2,2-dimethyl-penta-3,4-dienal
• 英文别名: 3-Benzyl-2,2-dimethylpenta-3,4-dienal
• CAS: 153651-91-3
• 化学式: C₁₄H₁₆O
• 分子量: 200.28
• InChiKey: FDZFKWIUMXSLMN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.29
• 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：

  3-Benzyl-2,2-dimethyl-penta-3,4-dienal 生成 5-benzyl-4,4-dimethylhepta-5,6-dien-3-ol
  参考文献：
  名称：

  Thermal cyclization of homoallenylhydrazones

  摘要：

  Thermal cyclization of 3-benzyl-2,2-dimethylpenta-3,4-dienal hydrazone derivatives leading to the formation of 5-benzyl-4,4,6-trimethyl-1,4-dihydropyridazines is reported.

  DOI：

  10.1016/0040-4039(95)01686-c
• 作为产物：
  描述：

  4-phenyl-2-butyn-1-ol 、 异丁醛 在 对甲苯磺酸 作用下， 以 均三甲苯 为溶剂， 反应 36.0h， 以54%的产率得到3-Benzyl-2,2-dimethyl-penta-3,4-dienal
  参考文献：
  名称：

  2,2-Dimethylpenta-3,4-dienal derivatives: Preparation, NMR spectra, and crystal structure

  摘要：

  The preparation of some new 2,2-dimethylpenta-3,4-dienal derivative's starting by Claisen-Cope rearrangement of the pyrolytic product of the corresponding acetales and followed by condensation reactions is described. The synthesis of homoallenylketone 5 from homoallenylaldehyde 3 by Grignard reaction and followed by the oxidation of the formed alcohol using potassium chlorochromate (KCC) is reported. All new compounds are characterized by IR, MS, H-1, and C-13 NMR spectroscopy. The full assignment of the NMR signals is based on HETCOR and FLOCK pulse sequences. The molecular and crystal structure of 2,2-dimethylhexa-3,4-dienal 2,4-dinitrophenylhydrazone is presented.

  DOI：

  10.1007/bf00811384

文献信息

• Novel tandem cyclization-oxidation reaction of 2,2-dimethylpenta-3,4-dienal hydrazones
  作者：Radek Marek、Milan Potáček、Jaromír Marek、Alex De Groot

  DOI：10.1016/0040-4039(94)85039-9

  日期：1994.9

  Synthesis of 3-substituted 2,2-dimethyl-penta-3,4-dienal hydrazones, their cyclization and following easy oxidation is reported. Reaction appears to be a new synthetic pathway for preparation of substituted 2,3,4,5-tetrahydropyridazin-3-ones.

  据报道3-取代的2，2-二甲基-戊-3，4-二烯基的合成，它们的环化和易氧化。反应似乎是制备取代的2,3,4,5-四氢哒嗪-3-酮的新合成途径。
• Marek, Radek; St'astna-Sedlackova, Irena; Tousek, Jaromir, Bulletin des Societes Chimiques Belges, 1997, vol. 106, # 11, p. 645 - 650
  作者：Marek, Radek、St'astna-Sedlackova, Irena、Tousek, Jaromir、Marek, Jaromir、Potacek, Milan

  DOI：——

  日期：——
• Novel thermal tetracyclization by intramolecular azine “criss-cross” addition
  作者：Milan Potáček、Radek Marek、Zdirad Žák、Julie Trottier、Zdeněk Janoušek、Heinz G. Viehe

  DOI：10.1016/s0040-4039(00)61426-0

  日期：1993.12

  An easy, thermally initiated reaction of homoallenylazine 1 affords the new fused heterocyclic system 2 consisting of four five-membered rings in ten-membered carbocycle around the hydrazine moiety.

表征谱图