(E)-hepta-1,5-dien-3-one | 93394-33-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (E)-hepta-1,5-dien-3-one
• 英文别名: (5E)-hepta-1,5-dien-3-one
• CAS: 93394-33-3
• 化学式: C₇H₁₀O
• 分子量: 110.156
• InChiKey: NKXFVAPTUXWTDT-HWKANZROSA-N

物化性质

• 沸点：
  147.8±19.0 °C(Predicted)
• 密度：
  0.847±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  8
• 可旋转键数：
  3
• 环数：
  0.0
• 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

• 作为产物：
  描述：

  3-戊烯酸 在 lithium aluminium tetrahydride 、 戴斯-马丁氧化剂 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 8.0h， 生成 (E)-hepta-1,5-dien-3-one
  参考文献：
  名称：

  Influence of the Chemical Structure on Odor Qualities and Odor Thresholds in Homologous Series of Alka-1,5-dien-3-ones, Alk-1-en-3-ones, Alka-1,5-dien-3-ols, and Alk-1-en-3-ols

  摘要：

  Odor qualities and odor thresholds in air in homologous series of synthesized alk-1-en-3-ols and alka-1,5-dien-3-ols and their corresponding ketones were evaluated by gas chromatography-olfactometry. In the series of the alk-1-en-3-ols and alk-1-en-3-ones the odor quality changed successively from pungent for the compounds with five carbon atoms via metallic, vegetable-like for the six- and seven-carbon odorants to mushroom-like for the compounds with eight and nine carbon atoms. With further increase in chain length the mushroom-like impression decreased and changed to citrus-like, soapy, or herb-like. In both series, two odor threshold minima were found for the six-carbon and also for the eight- and nine-carbon odorants, respectively. In contrast to this, the odor qualities in the series of the (Z)- and (E)-alka-1,5-dien-3-ols and their corresponding ketones did not change significantly with geranium-like, metallic odors and an increasing mushroom-like odor note with increasing chain length. The lowest thresholds were found for the eight- and nine-carbon (Z)-compounds, respectively.

  DOI：

  10.1021/jf404885j

文献信息

• CONVENIENT SYNTHESIS OF VINYL KETONES<i>VIA</i>A NEW THREE CARBON HOMOLOGATING AGENT
  作者：Patoomratana Tuchinda、Vichukorn Prapansiri、Waree Naengchomnong、Vichai Reutrakul

  DOI：10.1246/cl.1984.1427

  日期：1984.8.5

  Syntheses of vinyl ketones and the himachalene skeleton from 4-phenylthio-N,N -dimethylaminobutyronitrile were demonstrated.

  证明了由 4-苯硫基-N,N-二甲氨基丁腈合成乙烯基酮和喜马烯骨架。
• TUCHINDA, P.;PRAPANSIRI, V.;NAENGCHOMNONG, W.;REUTRAKUL, V., CHEM. LETT., 1984, N 8, 1427-1430
  作者：TUCHINDA, P.、PRAPANSIRI, V.、NAENGCHOMNONG, W.、REUTRAKUL, V.

  DOI：——

  日期：——
• SCHRODER, CLEMENS;WOLFF, STEVEN;AGOSTA, WILLIAM C., J. AMER. CHEM. SOC., 109,(1987) N 18, 5491-5497
  作者：SCHRODER, CLEMENS、WOLFF, STEVEN、AGOSTA, WILLIAM C.

  DOI：——

  日期：——
• Influence of the Chemical Structure on Odor Qualities and Odor Thresholds in Homologous Series of Alka-1,5-dien-3-ones, Alk-1-en-3-ones, Alka-1,5-dien-3-ols, and Alk-1-en-3-ols
  作者：Katja Lorber、Peter Schieberle、Andrea Buettner

  DOI：10.1021/jf404885j

  日期：2014.2.5

  Odor qualities and odor thresholds in air in homologous series of synthesized alk-1-en-3-ols and alka-1,5-dien-3-ols and their corresponding ketones were evaluated by gas chromatography-olfactometry. In the series of the alk-1-en-3-ols and alk-1-en-3-ones the odor quality changed successively from pungent for the compounds with five carbon atoms via metallic, vegetable-like for the six- and seven-carbon odorants to mushroom-like for the compounds with eight and nine carbon atoms. With further increase in chain length the mushroom-like impression decreased and changed to citrus-like, soapy, or herb-like. In both series, two odor threshold minima were found for the six-carbon and also for the eight- and nine-carbon odorants, respectively. In contrast to this, the odor qualities in the series of the (Z)- and (E)-alka-1,5-dien-3-ols and their corresponding ketones did not change significantly with geranium-like, metallic odors and an increasing mushroom-like odor note with increasing chain length. The lowest thresholds were found for the eight- and nine-carbon (Z)-compounds, respectively.