2-[(4-Chlorophenoxy)methyl]-6-(1,4,7,10,13,16-hexaoxacyclooctadec-2-ylmethoxymethyl)cyclohexa-2,5-diene-1,4-dione | 904686-37-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 甘油脂
• 英文名称: 2-[(4-Chlorophenoxy)methyl]-6-(1,4,7,10,13,16-hexaoxacyclooctadec-2-ylmethoxymethyl)cyclohexa-2,5-diene-1,4-dione
• 英文别名: 2-[(4-chlorophenoxy)methyl]-6-(1,4,7,10,13,16-hexaoxacyclooctadec-2-ylmethoxymethyl)cyclohexa-2,5-diene-1,4-dione
• CAS: 904686-37-9
• 化学式: C₂₇H₃₅ClO₁₀
• 分子量: 555.022
• InChiKey: HLLCFEMYKAPIPN-UHFFFAOYSA-N

物化性质

• 熔点：
  105.7 °C
• 沸点：
  695.0±55.0 °C(Predicted)
• 密度：
  1.183±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  38
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  108
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  2-[(4-Chlorophenoxy)methyl]-6-(1,4,7,10,13,16-hexaoxacyclooctadec-2-ylmethoxymethyl)cyclohexa-2,5-diene-1,4-dione 、 4-硝基苯肼 在 硫酸 作用下， 以 乙醇 为溶剂， 以21%的产率得到
  参考文献：
  名称：

  α-CD/Crown-Appended Diazophenol for Selective Sensing of Amines

  摘要：

  [GRAPHICS]Azophenol dyes having the permethylated cyclodextrin and/or crown moieties have been synthesized. Compound 1 provides critical information on discriminating 1-3 degrees amines with unique color changes. Addition of 1 degrees and 2 degrees amines to 1 shifts the absorbance maximum of 1 from 380 to similar to 580 and similar to 530 nm, respectively, but no change is observed with 3 degrees amines. The high selectivity of 1 is mainly due to H-bonding between the ammonium H atoms of the amine and oxygen atoms of the crown-6.

  DOI：

  10.1021/ol060923k
• 作为产物：
  描述：

  1-(Bromomethyl)-3-[(4-chlorophenoxy)methyl]-2,5-dimethoxybenzene 在 ammonium cerium(IV) nitrate 、 sodium hydride 作用下， 以 四氢呋喃 、 水 、 乙腈 为溶剂， 反应 22.0h， 生成 2-[(4-Chlorophenoxy)methyl]-6-(1,4,7,10,13,16-hexaoxacyclooctadec-2-ylmethoxymethyl)cyclohexa-2,5-diene-1,4-dione
  参考文献：
  名称：

  α-CD/Crown-Appended Diazophenol for Selective Sensing of Amines

  摘要：

  [GRAPHICS]Azophenol dyes having the permethylated cyclodextrin and/or crown moieties have been synthesized. Compound 1 provides critical information on discriminating 1-3 degrees amines with unique color changes. Addition of 1 degrees and 2 degrees amines to 1 shifts the absorbance maximum of 1 from 380 to similar to 580 and similar to 530 nm, respectively, but no change is observed with 3 degrees amines. The high selectivity of 1 is mainly due to H-bonding between the ammonium H atoms of the amine and oxygen atoms of the crown-6.

  DOI：

  10.1021/ol060923k

文献信息

• A color version of the Hinsberg test: permethylated cyclodextrin and crown-appended azophenol for highly selective sensing of amines
  作者：Jong Hwa Jung、Hye Young Lee、Sung Ho Jung、Soo Jin Lee、Yoshiteru Sakata、Takahiro Kaneda

  DOI：10.1016/j.tet.2008.05.013

  日期：2008.7

  have been synthesized. Compounds 1 and 2 provide critical information for discrimination among 1°–3° amines by unique color changes. Addition of 1° and 2° amines to solutions of 1 or 2 in chloroform shifts the absorbance maximum of the initial solutions from 380 nm to ∼580 nm and ∼530 nm, respectively, but no change is observed with 3° amines. The high selectivity of 1 is mainly due to H-bonding between

  Azophenol染料1 - 5具有全甲基化环糊精和/或冠部部分已经合成。化合物1和2为通过独特的颜色变化区分1°–3°胺提供了关键信息。向1或2的氯仿溶液中添加1°和2°胺会将初始溶液的最大吸光度分别从380 nm移至〜580 nm和〜530 nm，但3°胺未观察到变化。的高选择性1是主要是由于冠醚-6的胺和氧原子的铵H原子之间氢键。1的选择性具有对胺的β-环糊精部分的比具有α-环糊精部分的2的具有更高的胺。另一方面，缺少冠醚部分的3或4的氯仿溶液在添加1°和2°胺的情况下从黄色（380 nm）变为粉红色（500 nm），但没有选择性。这些结果表明1或2中的冠单元在区分胺的类型中起重要作用。
• α-CD/Crown-Appended Diazophenol for Selective Sensing of Amines
  作者：Jong Hwa Jung、Soo Jin Lee、Jong Seung Kim、Woo Song Lee、Yoshiteru Sakata、Takahiro Kaneda

  DOI：10.1021/ol060923k

  日期：2006.7.1

  [GRAPHICS]Azophenol dyes having the permethylated cyclodextrin and/or crown moieties have been synthesized. Compound 1 provides critical information on discriminating 1-3 degrees amines with unique color changes. Addition of 1 degrees and 2 degrees amines to 1 shifts the absorbance maximum of 1 from 380 to similar to 580 and similar to 530 nm, respectively, but no change is observed with 3 degrees amines. The high selectivity of 1 is mainly due to H-bonding between the ammonium H atoms of the amine and oxygen atoms of the crown-6.