(E)-2-o-tolylbut-2-enal | 1085339-86-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (E)-2-o-tolylbut-2-enal
• 英文别名: (E)-2-(2-methylphenyl)but-2-enal
• CAS: 1085339-86-1
• 化学式: C₁₁H₁₂O
• 分子量: 160.216
• InChiKey: NHFCOKPTKRLDSM-KMKOMSMNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.18
• 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：

  2-碘代甲苯 、 2-(buta-1,2-dienyloxy)tetrahydro-2H-pyran 在 palladium diacetate sodium acetate 作用下， 以 二甲基亚砜 为溶剂， 反应 4.0h， 以68%的产率得到(E)-2-o-tolylbut-2-enal
  参考文献：
  名称：

  Palladium-catalysed Heck reaction on 1,2-dien-1-ols: a stereoselective synthesis of α-arylated α,β-unsaturated aldehydes

  摘要：

  A new methodology for preparing alpha-arylated alpha,beta-unsaturated aldehydes is reported. The starting materials are all commercially available alkyn-1-ols (la-c) that have been easily isomerised to the corresponding allenes (2a-c). The key step is the Heck coupling of the 1,2-dien-1-ols with a series of iodo- and bromoarene. The products have been synthesised in good yields, and the reactions were carried out under very mild conditions. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.08.081

文献信息

• BACTERIA ENGINEERED TO TREAT DISEASES THAT BENEFIT FROM REDUCED GUT INFLAMMATION AND/OR TIGHTENED GUT MUCOSAL BARRIER
  申请人：Synlogic, Inc.

  公开号：US20170067065A1

  公开（公告）日：2017-03-09

  Genetically engineered bacteria, pharmaceutical compositions thereof, and methods of treating or preventing autoimmune disorders, inhibiting inflammatory mechanisms in the gut, and/or tightening gut mucosal barrier function are disclosed.
• Palladium-catalysed Heck reaction on 1,2-dien-1-ols: a stereoselective synthesis of α-arylated α,β-unsaturated aldehydes
  作者：Annamaria Deagostino、Cristina Prandi、Antonio Toppino、Paolo Venturello

  DOI：10.1016/j.tet.2008.08.081

  日期：2008.11

  A new methodology for preparing alpha-arylated alpha,beta-unsaturated aldehydes is reported. The starting materials are all commercially available alkyn-1-ols (la-c) that have been easily isomerised to the corresponding allenes (2a-c). The key step is the Heck coupling of the 1,2-dien-1-ols with a series of iodo- and bromoarene. The products have been synthesised in good yields, and the reactions were carried out under very mild conditions. (C) 2008 Elsevier Ltd. All rights reserved.