trans-3-pentenal | 58838-14-5

• 物质功能分类: 有机原料 - 醛类化合物
• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: trans-3-pentenal
• 英文别名: 3-penten-1-on；Pent-3-enal；(E)-pent-3-enal
• CAS: 58838-14-5
• 化学式: C₅H₈O
• 分子量: 84.1179
• InChiKey: WUCQRXWCJPCWTQ-NSCUHMNNSA-N

物化性质

• 沸点：
  70-80 °C
• 密度：
  0.824±0.06 g/cm3(Predicted)
• 保留指数：
  735

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  6
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 海关编码：
  2912190090

制备方法与用途

用途

反式-3-戊烯醛用作医药化工中间体。

反应信息

• 作为反应物：
  描述：

  trans-3-pentenal 在 盐酸羟胺 、 sodium acetate 作用下， 以 甲醇 为溶剂， 以88%的产率得到trans-3-pentenal oxime
  参考文献：
  名称：

  Intramolecular n-alkenylnitrone-additions

  摘要：

  DOI：

  10.1016/s0040-4020(01)96703-1
• 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 5.0h， 生成 trans-3-pentenal
  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

• 4,6-DIFLUORODIBENZOFURAN DERIVATIVES
  申请人：Merck Patent GmbH

  公开号：US20180030020A1

  公开（公告）日：2018-02-01

  4,6-difluorodibenzofuran derivatives of the formula I the preparation thereof, the use thereof as components in liquid-crystalline media and electro-optical display elements which contain the liquid-crystalline media.

  公式I的4,6-二氟二苯并呋喃衍生物的制备，其作为液晶介质中的组分以及包含该液晶介质的电光显示元件的用途。
• Trichloroisocyanuric Acid as a Mild and Efficient Catalyst for Thioacetalization and Transthio-acetalization Reactions
  作者：H. Firouzabadi、N. Iranpoor、H. Hazarkhani

  DOI：10.1055/s-2001-17451

  日期：——

  Trichloroisocyanuric acid (1), a cheap industrial chemical, catalyzes mild and efficient thioacetalization and transthioacetalization reactions. In addition, this catalyst is very selective for this purpose.

  三氯异氰尿酸（1），一种廉价的工业化学品，催化温和且高效的硫缩醛化和硫转移缩醛化反应。此外，该催化剂在这一用途上具有非常高的选择性。
• Diastereoselective Aldolization of α-Aminonitriles. Diastereoselective Synthesis of β-Amino Alcohols and β,γ-Diamino Alcohols
  作者：Eric Leclerc、Emmanuel Vrancken、Pierre Mangeney

  DOI：10.1021/jo025872t

  日期：2002.12.1

  They are transformed into syn,anti-protected beta,gamma-diamino alcohols by a two-step procedure, involving addition of a Grignard reagent and reduction. The cleavage of the N-tert-butyl group is achieved by a simple acidic treatment. The application of this methodology to chiral, nonracemic aldehydes is studied. Starting from D-isopropylideneglyceraldehyde, an anti, anti, syn, anti-(2R,3S,4S,5R,6R)-diaminotriol

  通过将锂化的N-苄基-N-叔丁基氨基乙腈加到醛中进行的醛醇缩合提供了非对映体纯的抗β-羟基-α-氨基腈。通过两步法将它们转化为顺式，抗保护的β，γ-二氨基醇，包括添加格氏试剂并还原。N-叔丁基的裂解是通过简单的酸性处理实现的。研究了该方法在手性，非外消旋醛上的应用。从D-异亚丙基甘油醛开始，以可接受的收率和良好的非对映选择性制备抗，抗，顺，抗-（2R，3S，4S，5R，6R）-二氨基三醇。
• Process for preparing aldehyde compounds
  申请人：E. I. du Pont de Nemours and Company

  公开号：US06664427B1

  公开（公告）日：2003-12-16

  The invention relates to a process for the making organic aldehyde compounds from an unsaturated compound by hydroformylation and in the presence of a catalyst system comprising a Group VIII metal and a bidentate phosphorus ligand having two trivalent phosphorus atoms bound to salicylanilide groups.

  该发明涉及一种从不饱和化合物通过氢甲酰化制备有机醛化合物的过程，并在存在包括第VIII族金属和双齿膦配体的催化剂体系中进行。其中，双齿膦配体具有两个三价磷原子与水杨酰苯胺基团结合。
• Selective hydroformylation of open-chain conjugated dienes promoted by mesitylene-solvated rhodium atoms to give β,γ unsaturated monoaldehydes
  作者：Sergio Bertozzi、Nedo Campigli、Giovanni Vitulli、Raffaello Lazzaroni、Piero Salvadori

  DOI：10.1016/0022-328x(94)05107-m

  日期：1995.2

  The hydroformylation of 1,3-butadiene, 2-methyl-1,3-butadiene and 1,3-pentadiene using rhodium vapour-mesitylene cocondesates as a catalytic precursor is reported. The reaction gives β,γ-unsaturated monoaldehydes with high chemoselectivity and regioselectivity. η3-Butenyl complexes, derived from the addition of RhH species to the conjugated double-bound system, are likely to be intermediates, as suggested

  据报道，使用铑-间苯三甲co共缩合物作为催化前体将1,3-丁二烯，2-甲基-1,3-丁二烯和1,3-戊二烯加氢甲酰化。该反应产生具有高化学选择性和区域选择性的β，γ-不饱和单醛。η 3 -丁烯基复合物，从加法RhH物种的共轭双绑定系统衍生的，很可能是中间体，由deuterioformylation实验的建议。