hexanoic acid 4,5-dimethoxy-2-nitrobenzyl ester | 863607-90-3

• 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: hexanoic acid 4,5-dimethoxy-2-nitrobenzyl ester
• 英文别名: (4,5-Dimethoxy-2-nitrophenyl)methyl hexanoate；(4,5-dimethoxy-2-nitrophenyl)methyl hexanoate
• CAS: 863607-90-3
• 化学式: C₁₅H₂₁NO₆
• 分子量: 311.335
• InChiKey: HBEABZUKWCQTFY-UHFFFAOYSA-N

物化性质

• 熔点：
  75-78 °C
• 沸点：
  424.6±40.0 °C(Predicted)
• 密度：
  1.161±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  22
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  90.6
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  hexanoic acid 4,5-dimethoxy-2-nitrobenzyl ester 在 二异丁基氢化铝 作用下， 以 正己烷 、 二氯甲烷 、 氘代乙腈 为溶剂， 反应 4.75h， 生成 正己醛
  参考文献：
  名称：

  Photochemical Release of Aldehydes from α-Acetoxy Nitroveratryl Ethers

  摘要：

  Photolabile aldehyde-releasing precursors (alpha-acetoxy ethers) were prepared by reduction of the corresponding esters with DIBAL and quenching the intermediate aluminum hemiacetal with acetic anhydride. These species smoothly released aldehydes upon irradiation with UV light at 350 nm. Using this method, not only simple model aliphatic aldehydes were liberated but also specimens relevant for the flavor and fragrance industry (methional, phenylacetaldehyde, and (R)-citronellal).

  DOI：

  10.1021/ol051280w
• 作为产物：
  描述：

  4,5-二甲氧基-2-硝基苯甲醇 、 己酰氯 在 4-二甲氨基吡啶 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 20.0h， 以94%的产率得到hexanoic acid 4,5-dimethoxy-2-nitrobenzyl ester
  参考文献：
  名称：

  Photochemical Release of Aldehydes from α-Acetoxy Nitroveratryl Ethers

  摘要：

  Photolabile aldehyde-releasing precursors (alpha-acetoxy ethers) were prepared by reduction of the corresponding esters with DIBAL and quenching the intermediate aluminum hemiacetal with acetic anhydride. These species smoothly released aldehydes upon irradiation with UV light at 350 nm. Using this method, not only simple model aliphatic aldehydes were liberated but also specimens relevant for the flavor and fragrance industry (methional, phenylacetaldehyde, and (R)-citronellal).

  DOI：

  10.1021/ol051280w

文献信息

• Photochemical Release of Aldehydes from α-Acetoxy Nitroveratryl Ethers
  作者：Jaime Lage Robles、Christian G. Bochet

  DOI：10.1021/ol051280w

  日期：2005.8.1

  Photolabile aldehyde-releasing precursors (alpha-acetoxy ethers) were prepared by reduction of the corresponding esters with DIBAL and quenching the intermediate aluminum hemiacetal with acetic anhydride. These species smoothly released aldehydes upon irradiation with UV light at 350 nm. Using this method, not only simple model aliphatic aldehydes were liberated but also specimens relevant for the flavor and fragrance industry (methional, phenylacetaldehyde, and (R)-citronellal).