3,6-bis(2-ethylhexyl)pyrazine-2,5-dicarbaldehyde | 1384607-34-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3,6-bis(2-ethylhexyl)pyrazine-2,5-dicarbaldehyde
• 英文别名: 3,6-Bis(2-ethylhexyl)pyrazine-2,5-dicarbaldehyde
• CAS: 1384607-34-4
• 化学式: C₂₂H₃₆N₂O₂
• 分子量: 360.54
• InChiKey: RYAOZIXRBFGTNW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7
• 重原子数：
  26
• 可旋转键数：
  14
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  59.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2,5-bis(2-ethylhexyl)-3-methylpyrazine 在 manganese(IV) oxide 、 sodium methylate 、 间氯过氧苯甲酸 作用下， 以 1,4-二氧六环 、 甲醇 、 乙酸乙酯 为溶剂， 反应 46.75h， 生成 3,6-bis(2-ethylhexyl)pyrazine-2,5-dicarbaldehyde
  参考文献：
  名称：

  Regioselective double Boekelheide reaction: first synthesis of 3,6-dialkylpyrazine-2,5-dicarboxaldehydes from dl-alanine

  摘要：

  Pyrazine-2,5-dicarboxaldehyde was synthesized on a multi-gram scale by MnO2 oxidation of 2,5-bis(hydroxymethyl)pyrazine, which in turn was obtained from 2,5-dimethylpyrazine employing double Boekelheide reaction as a key step as reported previously. This reaction was subsequently utilized in a regioselective fashion as a key step to synthesize efficiently, for the first time, 3,6-di(long-chain)alkylpyrazine-2,5-dicarboxaldehydes starting from DL-alanine. These monomers are certain to have importance as electron deficient and chemically versatile components for new materials development. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.05.057

文献信息

• Regioselective double Boekelheide reaction: first synthesis of 3,6-dialkylpyrazine-2,5-dicarboxaldehydes from dl-alanine
  作者：Sajal Kumar Das、Joseph Frey

  DOI：10.1016/j.tetlet.2012.05.057

  日期：2012.7

  Pyrazine-2,5-dicarboxaldehyde was synthesized on a multi-gram scale by MnO2 oxidation of 2,5-bis(hydroxymethyl)pyrazine, which in turn was obtained from 2,5-dimethylpyrazine employing double Boekelheide reaction as a key step as reported previously. This reaction was subsequently utilized in a regioselective fashion as a key step to synthesize efficiently, for the first time, 3,6-di(long-chain)alkylpyrazine-2,5-dicarboxaldehydes starting from DL-alanine. These monomers are certain to have importance as electron deficient and chemically versatile components for new materials development. (C) 2012 Elsevier Ltd. All rights reserved.