4-iodo-1-hydroxy-2-naphthaldehyde | 1303534-30-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 4-iodo-1-hydroxy-2-naphthaldehyde
• 英文别名: 1-Hydroxy-4-iodonaphthalene-2-carbaldehyde
• CAS: 1303534-30-6
• 化学式: C₁₁H₇IO₂
• 分子量: 298.08
• InChiKey: ZTDQVEPQIDKFQS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  L-缬氨醇 、 4-iodo-1-hydroxy-2-naphthaldehyde 以 甲醇 为溶剂， 反应 4.0h， 以60%的产率得到2-((E)-((S)-1-hydroxy-3-methylbutan-2-ylimino)methyl)-4-iodonaphthalen-1-ol
  参考文献：
  名称：

  Synthesis of New Chiral Schiff Bases Containing Bromo- and Iodo-Functionalized Hydroxynaphthalene Frameworks

  摘要：

  [image omitted] Two series of chiral Schiff bases 3a-g and 4a-g containing bromo- and iodo-functionalized hydroxynaphthalene frameworks were conveniently prepared in acceptable to moderate yields by controlled halogenation of hydroxynaphthaldehyde and then condensation of the corresponding mono-, di-, and trihalohydroxynaphthaldehyde with the chiral amino alcohol. Except for 4d, the Schiff bases 3a-g, 4a-c, and 4e-g prepared in the present work have not been reported in literature so far, and they might be used as effective chiral inducers in some asymmetrically synthetic reactions.

  DOI：

  10.1080/00397911.2010.486505
• 作为产物：
  描述：

  1-羟基-2-奈甲醛 在 potassium iodate 、 磷酸 、 碘 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 6.0h， 以65%的产率得到4-iodo-1-hydroxy-2-naphthaldehyde
  参考文献：
  名称：

  Synthesis of New Chiral Schiff Bases Containing Bromo- and Iodo-Functionalized Hydroxynaphthalene Frameworks

  摘要：

  [image omitted] Two series of chiral Schiff bases 3a-g and 4a-g containing bromo- and iodo-functionalized hydroxynaphthalene frameworks were conveniently prepared in acceptable to moderate yields by controlled halogenation of hydroxynaphthaldehyde and then condensation of the corresponding mono-, di-, and trihalohydroxynaphthaldehyde with the chiral amino alcohol. Except for 4d, the Schiff bases 3a-g, 4a-c, and 4e-g prepared in the present work have not been reported in literature so far, and they might be used as effective chiral inducers in some asymmetrically synthetic reactions.

  DOI：

  10.1080/00397911.2010.486505

文献信息

• Synthesis of New Chiral Schiff Bases Containing Bromo- and Iodo-Functionalized Hydroxynaphthalene Frameworks
  作者：Ying Wang、Mei Wang、Yu Wang、Yuee Chen、Licheng Sun

  DOI：10.1080/00397911.2010.486505

  日期：2011.4.5

  [image omitted] Two series of chiral Schiff bases 3a-g and 4a-g containing bromo- and iodo-functionalized hydroxynaphthalene frameworks were conveniently prepared in acceptable to moderate yields by controlled halogenation of hydroxynaphthaldehyde and then condensation of the corresponding mono-, di-, and trihalohydroxynaphthaldehyde with the chiral amino alcohol. Except for 4d, the Schiff bases 3a-g, 4a-c, and 4e-g prepared in the present work have not been reported in literature so far, and they might be used as effective chiral inducers in some asymmetrically synthetic reactions.