1,4-hexadien-3-one | 35172-85-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,4-hexadien-3-one
• 英文别名: hexa-1,4-dien-3-one；2-Methyl-divinylketon；Vinyl-propenyl-keton；Hexa-1,4-dien-3-on
• CAS: 35172-85-1
• 化学式: C₆H₈O
• 分子量: 96.1289
• InChiKey: ZMYSGNXLIXWNDV-UHFFFAOYSA-N

物化性质

• 沸点：
  30-31 °C(Press: 7.5 Torr)
• 密度：
  0.8959 g/cm3

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  7
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.17
• 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：

  1,4-hexadien-3-one 在 1,4-二氧六环 、 sodium hydroxide 、 水 、 双氧水 作用下， 生成 3,5-dihydroxy-2-methyl-tetrahydro-pyran-4-one
  参考文献：
  名称：

  Nasarow et al., Zhurnal Obshchei Khimii, 1955, vol. 25, p. 725,730; engl. Ausg. S. 691, 694

  摘要：

  DOI：
• 作为产物：
  描述：

  5-chloro-hex-1-en-3-one 在 sodium carbonate 、 丙酮 作用下， 生成 1,4-hexadien-3-one
  参考文献：
  名称：

  Nasarow; Sarezkaja, Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1942, p. 200,201, 207

  摘要：

  DOI：

文献信息

• Timed Diels-Alder reactions
  作者：George A. Kraus、Michael J. Taschner

  DOI：10.1021/ja00526a036

  日期：1980.3

  In this paper a unique approach to the synthesis of polycyclic ring systems is disclosed. The approach features an intermolecular Diels-Alder reaction followed by an intramolecular Diels-Alder reaction where the regiochemistry of addition is controlled by substituents on the bisdiene and bisdienophile. This methodology has been applied to the synthesis of the fluorenone ring system. An efficient convergent

  在这篇论文中，公开了一种合成多环系统的独特方法。该方法的特点是分子间 Diels-Alder 反应，然后是分子内 Diels-Alder 反应，其中加成的区域化学由双二烯和双二烯体上的取代基控制。该方法已应用于芴酮环系的合成。有效的收敛策略对于多环系统的实际合成至关重要。这一假设激发了创造类固醇、维生素、* 和生物碱 ^ 的巧妙途径。^ 我们最近发现了一种新方法，其一般特征如下所述。在这个polycy-
• Synthesis of 4,5,6,7-tetrahydrothieno[3,2-c]pyridines and comparison with their isosteric 1,2,3,4-tetrahydroisoquinolines as inhibitors of phenylethanolamine N-methyltransferase
  作者：Gary L. Grunewald、Mitchell R. Seim、Seema R. Bhat、Marc E. Wilson、Kevin R. Criscione

  DOI：10.1016/j.bmc.2007.08.066

  日期：2008.1

  A series of substituted 4,5,6,7-tetrahydrothieno[3,2-c]pyridines (THTPs) was synthesized and evaluated for their human phenylethanolamine N-methyltransferase (hPNMT) inhibitory potency and affinity for the alpha(2)-adrenoceptor. The THTP nucleus was suggested as an isosteric replacement for the 1,2,3,4-tetrahydroisoquinoline (THIQ) ring system on the basis that 3-thienylmethylamine (18) was more potent as an inhibitor of hPNMT and more selective toward the alpha(2)-adrenoceptor than benzylamine (15). Although the isosterism was confirmed, with similar influence of functional groups and chirality in both systems on hPNMT inhibitory potency and selectivity, the THTP compounds proved, in general, to be less potent as inhibitors of hPNMT than their THIQ counterparts, with the drop in potency being primarily attributed to the electronic properties of the thiophene ring. A hypothesis for the reduced hPNMT inhibitory potency of these compounds has been formed on the basis of molecular modeling and docking studies using the X-ray crystal structures of hPNMT co-crystallized with THIQ-type inhibitors and S-adenosyl-L-homocysteine as a template. (c) 2007 Elsevier Ltd. All rights reserved.
• 15. Researches on acetylenic compounds. Part III. Diene additions to ethynyl ketones
  作者：Kenneth Bowden、E. R. H. Jones

  DOI：10.1039/jr9460000052

  日期：——
• Synthesis of 1,4-dien-3-ones and 2-cyclopentenones
  作者：Gunhild Kjeldsen、Jes S. Knudsen、Lise S. Ravn-Petersen、Kurt B.G. Torssell

  DOI：10.1016/s0040-4020(01)91945-3

  日期：——
• Nasarow; Nagibina, Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1946, p. 83,86
  作者：Nasarow、Nagibina

  DOI：——

  日期：——