2-(Iodomethyl)-3,6-dimethoxybenzaldehyde | 156971-87-8

• 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: 2-(Iodomethyl)-3,6-dimethoxybenzaldehyde
• CAS: 156971-87-8
• 化学式: C₁₀H₁₁IO₃
• 分子量: 306.1
• InChiKey: VKMGQBOCOJPDGA-UHFFFAOYSA-N

物化性质

• 沸点：
  378.3±42.0 °C(Predicted)
• 密度：
  1.661±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(Iodomethyl)-3,6-dimethoxybenzaldehyde 在 盐酸 、 sodium tetrahydroborate 、 二氧化硫 、 sodium iodide 、 锌 作用下， 以 N,N-二甲基甲酰胺 、 苯 为溶剂， 生成 4,7-dimethoxy-1,3-dihydrobenzo[c]thiophene 2,2-dioxide
  参考文献：
  名称：

  Efficient synthesis of 5,8-disubstituted-1,4-dihydrobenzoxathiin-3-oxides and their isomeric structures, 4,7-disubstituted-1,3-dihydrobenzo[b] thiophene-2,2-dioxides

  摘要：

  Functionalized dihydrobenzoxathiin oxides and dihydrobenzothiophene-2,2-dioxides 11-18 have been prepared via trapping of sulfur dioxide under photolytic or ground state conditions.

  DOI：

  10.1016/s0040-4039(00)76956-5
• 作为产物：
  描述：

  2,3-二甲基氢醌 在 N-溴代丁二酰亚胺(NBS) 、 二氧化硫 、 二甲基亚砜 、 sodium iodide 作用下， 生成 2-(Iodomethyl)-3,6-dimethoxybenzaldehyde
  参考文献：
  名称：

  Efficient synthesis of 5,8-disubstituted-1,4-dihydrobenzoxathiin-3-oxides and their isomeric structures, 4,7-disubstituted-1,3-dihydrobenzo[b] thiophene-2,2-dioxides

  摘要：

  Functionalized dihydrobenzoxathiin oxides and dihydrobenzothiophene-2,2-dioxides 11-18 have been prepared via trapping of sulfur dioxide under photolytic or ground state conditions.

  DOI：

  10.1016/s0040-4039(00)76956-5

文献信息

• Synthetic Study of Selective Benzylic Oxidation
  作者：Wuyi Wang、Tiechao Li、Giorgio Attardo

  DOI：10.1021/jo962172d

  日期：1997.9.1

  Oxidation of bisbenzyl ethers was studied using 2,3-dichloro-5,6-dicyanobenzoquinone (DDQ). Compared to other benzylic oxidations such as Kornblum type reaction of benzyl bromides or MnO2 oxidation of benzyl alcohols, DDQ oxidation offered advantages of being mild and highly selective to provide monoaldehyde products. We have explored factors which influence the course of the reaction and exemplified the synthetic value of the approach by preparing a number of aromatic intermediates (7-8, 15-25).
• Attardo Giorgio, Wang Wuyi, Kraus Jean-Louis, Belleau Bernard, Tetrahedron Lett, 35 (1994) N 27, S 4743-4746
  作者：Attardo Giorgio, Wang Wuyi, Kraus Jean-Louis, Belleau Bernard

  DOI：——

  日期：——
• Efficient synthesis of 5,8-disubstituted-1,4-dihydrobenzoxathiin-3-oxides and their isomeric structures, 4,7-disubstituted-1,3-dihydrobenzo[b] thiophene-2,2-dioxides
  作者：Giorgio Attardo、Wuyi Wang、Jean-Louis Kraus、Bernard Belleau

  DOI：10.1016/s0040-4039(00)76956-5

  日期：1994.7

  Functionalized dihydrobenzoxathiin oxides and dihydrobenzothiophene-2,2-dioxides 11-18 have been prepared via trapping of sulfur dioxide under photolytic or ground state conditions.