p-Isopropyloxacalix<3>arene | 157068-48-9

• 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: p-Isopropyloxacalix<3>arene
• 英文别名: p-isopropyloxacalix[3]arene；7,15,23-Tri(propan-2-yl)-3,11,19-trioxatetracyclo[19.3.1.15,9.113,17]heptacosa-1(24),5,7,9(27),13(26),14,16,21(25),22-nonaene-25,26,27-triol
• CAS: 157068-48-9
• 化学式: C₃₃H₄₂O₆
• 分子量: 534.693
• InChiKey: ADIIPNYPCXBYLZ-UHFFFAOYSA-N

物化性质

• 沸点：
  669.5±55.0 °C(Predicted)
• 密度：
  1.127±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  39
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  88.4
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (NEt4)2[rhenium(I)(bromide)3(carbonyl)3] 、 p-Isopropyloxacalix<3>arene 、 乙腈 在 1,8-diazabicyclo[5.4.0]undec-7-ene 作用下， 以 乙腈 为溶剂， 以12.1%的产率得到(tetraethylammonium)[Re(CO)3(p-isopropyloxacalix[3]arene(-2H))]*0.5(acetonitrile)
  参考文献：
  名称：

  Oxacalix[3]arene Complexes with the Re^I(CO)₃ Fragment

  摘要：

  Oxacalix[3]arenes p-methyloxacalix[3]arene (L-1), p-isopropyloxacalix[3] arene (L-2), and p-ethoxycarbonyloxacalix[3]arene (L-3) are able to bind the Re-I(CO)(3) moiety with two of their three phenol-O atoms and one of their ether-O atoms. The monoanionic complexes were isolated in the salts (DBUH)[Re(CO)(3)((LH-2)-H-1)]L-.(1)(1) and (NEt4)[Re(CO)(3)( (LH-2)-H-2)](.) L(2.)0.5 MeCN (2) (DBU = 1,8-diazabicyclo[5.4.0]undec-7-ene). Over the course of its reaction with (NEt4)(2)[Re(CO)(3)Br-3] and DBU, p-ethoxycarbonyloxacalix[3]arene decomposes to form [{Re(CO)(3)((LH-2)-H-4)}(2)] (3) {L-4 = 1-(5-ethoxycarbonyl-2-hydroxy-3-hydroxymethyl-benzyl)-2,3,4,6,7,8,9,10-octahydro-pyrimido[1,2-a]azepin-1-ium. The expected monoanion [Re(CO)(3)((LH-2)-H-3)](-) (4) was identified by C-13 NMR and mass spectra.

  DOI：

  10.1021/ic0603048
• 作为产物：
  描述：

  4-异丙基苯酚 、 alkaline earth salt of/the/ methylsulfuric acid 在 甲烷磺酸 sodium hydroxide 、 sodium sulfate 作用下， 以 1,4-二氧六环 、 乙二醇二甲醚 为溶剂， 反应 241.5h， 生成 p-Isopropyloxacalix<3>arene
  参考文献：
  名称：

  A New Synthesis of Oxacalix[3]arene Macrocycles and Alkali-Metal-Binding Studies

  摘要：

  The title oxacalix[3]arene macrocycles 1 have been synthesized in yields of 12-32% by an acid-catalyzed, high-dilution condensation of 2,6-bis(hydroxymethyl)-p-subtituted-phenols, where R = t-Bu, i-Pr, Et, Me, and Cl. The macrocycles are isolated in high purity without chromatography, as the sodium or potassium,salts of their monoanions. Metal-binding studies indicate that, Like the related calixarenes, the oxacalix[3]arenes bind alkali metals only in the presence of base (Na(+)approximate to K+ > Li+).

  DOI：

  10.1021/jo00096a026

文献信息

• A New Synthesis of Oxacalix[3]arene Macrocycles and Alkali-Metal-Binding Studies
  作者：Philip D. Hampton、Zsolt Bencze、Weidong Tong、Charles E. Daitch

  DOI：10.1021/jo00096a026

  日期：1994.8

  The title oxacalix[3]arene macrocycles 1 have been synthesized in yields of 12-32% by an acid-catalyzed, high-dilution condensation of 2,6-bis(hydroxymethyl)-p-subtituted-phenols, where R = t-Bu, i-Pr, Et, Me, and Cl. The macrocycles are isolated in high purity without chromatography, as the sodium or potassium,salts of their monoanions. Metal-binding studies indicate that, Like the related calixarenes, the oxacalix[3]arenes bind alkali metals only in the presence of base (Na(+)approximate to K+ > Li+).
• Oxacalix[3]arene Complexes with the Re^I(CO)₃ Fragment
  作者：Matthias Hinrichs、Florian R. Hofbauer、Peter Klüfers、Mihael Suhanji

  DOI：10.1021/ic0603048

  日期：2006.8.1

  Oxacalix[3]arenes p-methyloxacalix[3]arene (L-1), p-isopropyloxacalix[3] arene (L-2), and p-ethoxycarbonyloxacalix[3]arene (L-3) are able to bind the Re-I(CO)(3) moiety with two of their three phenol-O atoms and one of their ether-O atoms. The monoanionic complexes were isolated in the salts (DBUH)[Re(CO)(3)((LH-2)-H-1)]L-.(1)(1) and (NEt4)[Re(CO)(3)( (LH-2)-H-2)](.) L(2.)0.5 MeCN (2) (DBU = 1,8-diazabicyclo[5.4.0]undec-7-ene). Over the course of its reaction with (NEt4)(2)[Re(CO)(3)Br-3] and DBU, p-ethoxycarbonyloxacalix[3]arene decomposes to form [Re(CO)(3)((LH-2)-H-4)}(2)] (3) L-4 = 1-(5-ethoxycarbonyl-2-hydroxy-3-hydroxymethyl-benzyl)-2,3,4,6,7,8,9,10-octahydro-pyrimido[1,2-a]azepin-1-ium. The expected monoanion [Re(CO)(3)((LH-2)-H-3)](-) (4) was identified by C-13 NMR and mass spectra.