(Z)-3-heptenal | 21662-18-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (Z)-3-heptenal
• 英文别名: (Z)-4-heptenal；cis-4-heptenal；hept-3c-enal；cis-Hept-3-en-1-al；Hepten-(3)-al-(1)；(Z)-Hept-3-enal
• CAS: 21662-18-0
• 化学式: C₇H₁₂O
• 分子量: 112.172
• InChiKey: ORAQCSKNITWHDW-PLNGDYQASA-N

物化性质

• LogP：
  2.070 (est)
• 保留指数：
  1295;1312

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  8
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.57
• 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：

  (Z)-3-heptenal 在 platinum(IV) oxide lithium aluminium tetrahydride 、 氢气 作用下， 生成 正辛酰胺
  参考文献：
  名称：

  Battersby,A.R. et al., Journal of the Chemical Society. Perkin transactions I, 1979, p. 2550 - 2558

  摘要：

  DOI：
• 作为产物：
  描述：

  3-庚炔-1-醇 在 氢气 、 戴斯-马丁氧化剂 作用下， 以 二氯甲烷 、 乙二胺 为溶剂， 反应 3.0h， 生成 (Z)-3-heptenal
  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

• Method for preparing largazole analogs and uses thereof
  申请人：Williams Robert M.

  公开号：US20100029731A1

  公开（公告）日：2010-02-04

  Analogs of largazole are described herein. Methods of treating cancer and blood disorders using largazole and largazole analogs and pharmaceutical compositions comprising the same are additionally described herein. Methods for preparing largazole analogs are likewise described.

  本文描述了类似largazole的类似物。此外，还描述了使用largazole和largazole类似物治疗癌症和血液疾病的方法，以及包含它们的药物组合物。同样描述了制备largazole类似物的方法。
• A sequential enantioselective, organocatalytic route to chiral 1,2-oxazines and chiral pyridazines
  作者：Sirirat Kumarn、Alexander J. Oelke、David M. Shaw、Deborah A. Longbottom、Steven V. Ley

  DOI：10.1039/b708646f

  日期：——

  A sequential, organocatalysed asymmetric reaction to access chiral 1,2-oxazines and chiral pyridazines is reported, which proceeds in moderate to good yields and good to excellent enantioselectivities.

  据报道，通过顺序的有机催化不对称反应可得到手性1,2-恶嗪和手性哒嗪，其收率中等至良好，对映选择性良好。
• Structure–Odor Relationships of (<i>Z</i>)-3-Alken-1-ols, (<i>Z</i>)-3-Alkenals, and (<i>Z</i>)-3-Alkenoic Acids
  作者：Katja Lorber、Gina Zeh、Johanna Regler、Andrea Buettner

  DOI：10.1021/acs.jafc.6b04780

  日期：2018.3.14

  (Z)-3-Unsaturated volatile acids, alcohols, and aldehydes are commonly found in foods and other natural sources, playing a vital role in the attractiveness of foods but also as compounds with chemocommunicative function in entomology. However, a systematic investigation of their smell properties, especially regarding humans, has not been carried out until today. To close this gap, the odor thresholds

  （Z）-3-不饱和挥发性酸，醇和醛通常在食品和其他天然来源中发现，它们在食品的吸引力中起着至关重要的作用，而且在昆虫学中还具有化学传递功能。然而，直到今天仍未对其气味特性，特别是对人类的气味特性进行系统的研究。为了弥合这一差距，通过气体确定了（Z）-3-烯烃-1-醇，（Z）-3-烯烃和（Z）-3-链烯酸的同源系列的空气中的气味阈值和气味质量色谱-嗅觉测定法。发现（Z）-3-alken-1-ols和（Z）-3-链烯醛随着链长的增加而变化，从草绿色变为整体的脂肪和柑橘样肥皂性状。另一方面，（Z）-3-链烯酸的气味质量从其俗称的俗气，发汗到类似塑料依次变到蜡质。关于它们的气味效力，发现空气中的最低阈值是（Z）-3-己醛，（Z）-3-辛烯酸和（Z）-3-辛烯醛。
• Ozonolytic cleavage of cycloalkenes to terminally differentiated products
  作者：G. Cardinale、J.C. Grimmelikhuysen、J.A.M. Laan、J.P. Ward

  DOI：10.1016/s0040-4020(01)91144-5

  日期：1984.1
• Durand,M.H., Bulletin de la Societe Chimique de France, 1961, p. 2396 - 2401
  作者：Durand,M.H.

  DOI：——

  日期：——