naphthylmethylcyanoacrylate | 1442690-50-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: naphthylmethylcyanoacrylate
• CAS: 1442690-50-7
• 化学式: C₁₅H₁₁NO₂
• 分子量: 237.258
• InChiKey: DEJVILWXAALOQB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.96
• 重原子数：
  18.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  50.09
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  马来酸酐 、 naphthylmethylcyanoacrylate anthracene adduct 在 四磷十氧化物 、 对苯二酚 作用下， 以 5,5-dimethyl-1,3-cyclohexadiene 为溶剂， 反应 56.0h， 生成 naphthylmethylcyanoacrylate 、 dibenzobarallene
  参考文献：
  名称：

  Fluorescent Cyanoacrylate Monomers and Polymers for Fingermark Development

  摘要：

  Cyanoacrylate esters with fluorescent side groups were synthesized and tested as agents for latent fingerprint development. Reactive monomers with benzyl, anthracyl, naphthyl, fluorenyl, propagyl, and cyanomethyl side groups were synthesized using the formation of an ethyl cyanoacrylate, anthracene adduct, followed by hydrolysis of the ethyl ester to the acid and esterification with a desired alcohol, and finally release of the monomer by retro-Diels-Alder with maleic anhydride. Monomers were prepared in high yield and purity as determined by spectral analysis. Attempts to synthesize these monomers from poly(ethyl cyanoacrylate) by transesterification and depolymerization resulted in low yields and low purity. The synthesized fluorescent monomers were found to be effective for latent fingerprint development in solution forming clear fluorescent fingerprint images suitable for forensic fingerprint comparison. These monomers can complement the current use of the commonly used nonfluorescent ethyl cyanoacrylate monomers for fingerprint development.

  DOI：

  10.1021/ma400837h