4-(3',5'-di-tert-butyl-4'-hydroxyphenyl)ethynyl benzene | 31485-86-6

• 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: 4-(3',5'-di-tert-butyl-4'-hydroxyphenyl)ethynyl benzene
• 英文别名: 2,6-Di-tert-butyl-4-(4'-acetyl-phenyl)-phenol；2,6-Ditert-butyl-4-(4-ethynylphenyl)phenol
• CAS: 31485-86-6
• 化学式: C₂₂H₂₆O
• 分子量: 306.448
• InChiKey: BNLDWFFEUYOURB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  4-(3',5'-di-tert-butyl-4'-hydroxyphenyl)ethynyl benzene 在 sodium hydroxide 、 copper(l) iodide 、 四(三苯基膦)钯 、 三乙胺 、 potassium hexacyanoferrate(III) 作用下， 以 四氢呋喃 、 甲醇 、 甲苯 为溶剂， 反应 22.0h， 生成 2,6-Ditert-butyl-4-[4-[2-[5-(3,5-ditert-butyl-4-oxocyclohexa-1,5-dien-1-yl)-2-methylphenyl]ethynyl]phenyl]phenolate
  参考文献：
  名称：

  Acyclic and Cyclic Di- and Tri(4-oxyphenyl-1,2-phenyleneethynylene)s:  Their Synthesis and Ferromagnetic Spin Interaction

  摘要：

  A new set of pi-conjugated and alternant but non-Kekule-type di- and tri(1,2-phenyleneethynylene)s pendantly substituted with phenoxyl radicals at the 4 positions (1a, 2a, and 3a) was synthesized. The synthesis of these acyclic and cyclic compounds was achieved through the head-to-tail coupling of a-bromo(or -iodo)-4-[3',5'-di-tert-butyl-4'-trimethylsiloxyl(or-hydroxy)phenyl]-1-ethynylbenzenes. The di- and triphenoxyl compounds (1a, and 2a and 3a) were triplet and quartet at the ground state, respectively, which was ascribed to a ferromagnetic coupling effect of the diphenyl ethynylene bridge for the pendant phenoxyls' spins. The cyclic pi-conjugation in 3a exhibited a stronger effect on the spin alignment.

  DOI：

  10.1021/jo990575i
• 作为产物：
  描述：

  4-[3',5'-di-tert-butyl-4'-(trimethylsilyloxy)phenyl](trimethylsilyl)ethynyl benzene 在 sodium hydroxide 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 4.5h， 生成 4-(3',5'-di-tert-butyl-4'-hydroxyphenyl)ethynyl benzene
  参考文献：
  名称：

  Acyclic and Cyclic Di- and Tri(4-oxyphenyl-1,2-phenyleneethynylene)s:  Their Synthesis and Ferromagnetic Spin Interaction

  摘要：

  A new set of pi-conjugated and alternant but non-Kekule-type di- and tri(1,2-phenyleneethynylene)s pendantly substituted with phenoxyl radicals at the 4 positions (1a, 2a, and 3a) was synthesized. The synthesis of these acyclic and cyclic compounds was achieved through the head-to-tail coupling of a-bromo(or -iodo)-4-[3',5'-di-tert-butyl-4'-trimethylsiloxyl(or-hydroxy)phenyl]-1-ethynylbenzenes. The di- and triphenoxyl compounds (1a, and 2a and 3a) were triplet and quartet at the ground state, respectively, which was ascribed to a ferromagnetic coupling effect of the diphenyl ethynylene bridge for the pendant phenoxyls' spins. The cyclic pi-conjugation in 3a exhibited a stronger effect on the spin alignment.

  DOI：

  10.1021/jo990575i