5-Benzyl-2-phenyl-thiophene-3-carbaldehyde | 92670-43-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 英文名称: 5-Benzyl-2-phenyl-thiophene-3-carbaldehyde
• 英文别名: 5-Benzyl-2-phenylthiophene-3-carbaldehyde
• CAS: 92670-43-4
• 化学式: C₁₈H₁₄OS
• 分子量: 278.375
• InChiKey: MRWQHYOTSCVUAV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  45.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-Benzyl-2-phenyl-thiophene-3-carbaldehyde 在 Alkaline 、 silver(l) oxide 作用下， 以 四氢呋喃 为溶剂， 反应 72.0h， 以45%的产率得到5-Benzyl-2-phenylthiophene-3-carboxylic acid
  参考文献：
  名称：

  Variable reaction pathways for the action of polysulfide on Michael acceptors

  摘要：

  DOI：

  10.1021/jo00201a017
• 作为产物：
  描述：

  反式肉桂醛 在 双十烷基二甲基溴化铵 Na₂Sx 作用下， 以 甲苯 为溶剂， 反应 17.0h， 以1.5%的产率得到5-Benzyl-2-phenyl-thiophene-3-carbaldehyde
  参考文献：
  名称：

  Phase-transfer-catalyzed reactions between polysulfide anions and .alpha.,.beta.-unsaturated carbonyl compounds

  摘要：

  Ammonium polysulfide reacts with alpha,beta-unsaturated ketones and aldehydes under PTC (phase transfer catalysis) conditions in a rather different manner than it does in homogeneous systems. 1,3-Diphenyl-2-propen-1-one (chalcone, 1) and 4-phenyl-3-buten-2-one (benzylideneacetone, 3) give sulfur-linked dimers (mainly disulfides). 3-Phenyl-2-propen-1-al (cinnamaldehyde) polymerizes. 1,5-Diphenyl-1,4-pentadien-3-one (dibenzylideneacetone, 7) gives the known six-membered ring thianones and new seven-membered ring 1,2-dithiepanones 9 along with a polymer. Carvone gives a disulfide dimer that converts to a mixture of bicyclic sulfur-containing compounds. Sodium polysulfide is much less effective because of the base-induced decomposition of either the products or the intermediates. Sodium sulfide reacts in the same manner as it does in homogenous systems.

  DOI：

  10.1021/jo00074a043

文献信息

• LALONDE, R. T.;FLORENCE, R. A.;HORENSTEIN, B. A.;FRITZ, R. C.;SILVEIRA, L+, J. ORG. CHEM., 1985, 50, N 1, 85-91
  作者：LALONDE, R. T.、FLORENCE, R. A.、HORENSTEIN, B. A.、FRITZ, R. C.、SILVEIRA, L+

  DOI：——

  日期：——
• Phase-transfer-catalyzed reactions between polysulfide anions and .alpha.,.beta.-unsaturated carbonyl compounds
  作者：Eitan B. Krein、Zeev Aizenshtat

  DOI：10.1021/jo00074a043

  日期：1993.10

  Ammonium polysulfide reacts with alpha,beta-unsaturated ketones and aldehydes under PTC (phase transfer catalysis) conditions in a rather different manner than it does in homogeneous systems. 1,3-Diphenyl-2-propen-1-one (chalcone, 1) and 4-phenyl-3-buten-2-one (benzylideneacetone, 3) give sulfur-linked dimers (mainly disulfides). 3-Phenyl-2-propen-1-al (cinnamaldehyde) polymerizes. 1,5-Diphenyl-1,4-pentadien-3-one (dibenzylideneacetone, 7) gives the known six-membered ring thianones and new seven-membered ring 1,2-dithiepanones 9 along with a polymer. Carvone gives a disulfide dimer that converts to a mixture of bicyclic sulfur-containing compounds. Sodium polysulfide is much less effective because of the base-induced decomposition of either the products or the intermediates. Sodium sulfide reacts in the same manner as it does in homogenous systems.
• Variable reaction pathways for the action of polysulfide on Michael acceptors
  作者：Robert T. LaLonde、Robert A. Florence、Benjamin A. Horenstein、Richard C. Fritz、Linda Silveira、Jon Clardy、Bala S. Krishnan

  DOI：10.1021/jo00201a017

  日期：1985.1