hexa-1,3,5-trienal | 95333-12-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: hexa-1,3,5-trienal
• 英文别名: (E)-1,3,5-hexatrienone
• CAS: 95333-12-3
• 化学式: C₆H₆O
• 分子量: 94.113
• InChiKey: YHKOECJATAARGX-ONEGZZNKSA-N

物化性质

• 沸点：
  114.3±7.0 °C(Predicted)
• 密度：
  0.838±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  7
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.0
• 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：

  2,2,6,6-四甲基哌啶氧化物 、 hexa-1,3,5-trienal 以 甲苯 为溶剂， 反应 16.0h， 以47%的产率得到(2,2,6,6-tetramethylpiperidin-1-yl) (2E,4E)-6-(2,2,6,6-tetramethylpiperidin-1-yl)oxyhexa-2,4-dienoate
  参考文献：
  名称：

  Heptafulvenone, Vinylketene, Butadienylketene, and Allenylketene − Facile Generation, Observation, and Radical Reaction with TEMPO

  摘要：

  Heptafulvenone (1), vinylketene (11), 1,3-butadienylketene [(E)-15], and allenylketene (21) have been prepared by reaction of the corresponding acyl chlorides with 1,8-bis(dimethylamino)naphthalene as long-lived species in solution at room temperature, and their ketenyl IR bands observed under these conditions for the first time, at 2101, 2118, 2111, 2117 cm(-1), respectively. These unsaturated ketenes react with tetramethylpiperidinyloxyl (TEMPO, TO.) with initial attack at the carbonyl carbon giving delocalized radicals which give from 1 a mixture of the ring contracted o-, m-, and p-formylbenzoates O=CHC6H4CO2T (6) and the bis(cycloheptatrienyl) dimer 7. The products from 11, (E)-15, and 21 are the bis(TEMPO) adducts. (E,Z)-TOCH2CH= CHCO2T (12), (E,E)-TOCH2CH=CHCH=CHCO2T (17), and (E,Z)-CH2=C(OT)CH=CHCO2T (22), respectively.

  DOI：

  10.1002/1099-0690(200109)2001:18<3415::aid-ejoc3415>3.0.co;2-w
• 作为产物：
  描述：

  hexa-2,4-dienoyl chloride 在 三乙胺 作用下， 以 氘代氯仿 为溶剂， 生成 hexa-1,3,5-trienal
  参考文献：
  名称：

  Hoye, Thomas R.; Magee, Andrew S.; Trumper Wendy S., Synthetic Communications, 1982, vol. 12, # 3, p. 183 - 188

  摘要：

  DOI：

文献信息

• Neutralization-reionization study of C6H6O isomers
  作者：Frantisek Turecek、Donald E. Drinkwater、Andre Maquestiau、Fred W. McLafferty

  DOI：10.1002/oms.1210240825

  日期：1989.8

  AbstractNeutralization‐reionization (+NR+) mass spectrometry is employed to examine the behavior of C6H6O isomers in the gas phase. Phenol and cyclohexa‐2,4‐dienone are found not to interconvert following neutralization with mercury of their corresponding cation radicals at 9.9 keV kinetic energy. A very low extent of isomerization is observed following collisional activation of fast C6H6O neutrals with helium. The +NR+ and collisionally activated dissociation spectra, the latter obtained at unit mass resolution, are used to identify these [C6H6O]+ ˙ isomers. Hexa‐1,3,5‐trienal is found to cyclize spontaneously to cyclohexa‐2,4‐dienone during attempted pyrolytic preparation. The thermochemistry of these C6H6O molecules and cation radicals is discussed on the basis of experimental data and MNDO calculations.