5-(2-ethoxycarbonyl)ethenyl-11,17,23-triformyl-25,26,27,28-tetrapropoxycalix[4]arene | 1370552-24-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 5-(2-ethoxycarbonyl)ethenyl-11,17,23-triformyl-25,26,27,28-tetrapropoxycalix[4]arene
• CAS: 1370552-24-1
• 化学式: C₄₈H₅₄O₉
• 分子量: 774.951
• InChiKey: KTYSUAZWODHSLQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.53
• 重原子数：
  57.0
• 可旋转键数：
  18.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  114.43
• 氢给体数：
  0.0
• 氢受体数：
  9.0

反应信息

• 作为产物：
  描述：

  5,11,17,23-tetra-t-butyl-25,26,27,28-tetrahydroxycalix-4-arene 在 aluminum (III) chloride 、 乌洛托品 、 sodium hydride 、 三氟乙酸 、 苯酚 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 1.75h， 生成 5-(2-ethoxycarbonyl)ethenyl-11,17,23-triformyl-25,26,27,28-tetrapropoxycalix[4]arene
  参考文献：
  名称：

  Synthesis and evaluation of novel tetrapropoxycalix[4]arene enones and cinnamates for protection from ultraviolet radiation

  摘要：

  A series of novel calix[4]arene enones (5-7) and cinnamates (12-14) have been synthesized and evaluated for ensuring protection from ultraviolet radiation (UVR). Spectroscopic analyses has revealed that compound 6 absorbs ultraviolet radiations between 280 and 350 nm with an absorption maximum at 312 nm. Its molar absorption coefficient (epsilon) (>5 x 10(4) M(-1)cm(-1)) and bandwidth are larger than those for the commercially used sun protectants (oxybenzone (OB), 2-ethylhexyl 4-methoxycinnamate (OMC) and avobenzone). The in vitro Sun Protection Factor (SPF) measurement revealed an SPF of 5.2 at 2% concentration of 6 in home made emulsion formulations while combination of 2% each of 6 and OMC gave an SPF of 8.8. Lower sun protection seems to be compensated by significant protection from more harmful UVA radiations (UVA/UVB absorbance ratio of 0.62). (C) 2011 Published by Elsevier B.V.

  DOI：

  10.1016/j.jphotobiol.2011.06.007