1,10-bisphenoxy>decane | 159838-27-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: 1,10-bisphenoxy>decane
• 英文别名: 1,10-Bisphenoxy>decane；[4-[10-[4-[Bis(4-tert-butylphenyl)-hydroxymethyl]phenoxy]decoxy]phenyl]-bis(4-tert-butylphenyl)methanol
• CAS: 159838-27-4
• 化学式: C₆₄H₈₂O₄
• 分子量: 915.353
• InChiKey: DXSXWWZOGSBZCL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  18.4
• 重原子数：
  68
• 可旋转键数：
  23
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  58.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,10-bisphenoxy>decane 、 苯酚 在 盐酸 作用下， 以96%的产率得到1,10-Bisphenoxy>decane
  参考文献：
  名称：

  轮烷和聚轮烷的双官能团

  摘要：

  几个大体积的单体为聚轮烷，其中包括α，α，ω，ω-tetraarylmethyl双酚9，二乙基二（PT丁基苄基）丙二酸二乙酯（10），和1,1-二（PT丁基苯基）乙烯（12），合成。所有的中间体（8、11）和最终产物（9、10和12）都是新化合物。

  DOI：

  10.1016/s0040-4039(00)78429-2
• 作为产物：
  描述：

  4-叔丁基溴苯 、 1,10-双[(4-乙氧羰基)苯氧基]癸烷 在 magnesium 作用下， 生成 1,10-bisphenoxy>decane
  参考文献：
  名称：

  Knots for Molecular Strings of Beads

  摘要：

  Three alpha,alpha,omega,omega-tetraaryl alpha,omega-diols 10 were synthesized via Grignard reactions of p-tert-butylbromobenzene with 1,10-bis(p-carbethoxyphenoxy)decane, dimethyl terephthalate, and dimethyl adipate (8). The diols 10 were converted to 1,10-bis{p-[bis(p'-tert-butylphenyl)(p ''-hydroxyphenyl)-methyl]phenoxy}decane (11a), 1,4-bis[bis(p-tert-butylphenyl)(4'-amino-3',5'-dimethylphenyl)methyl]-benzene (11b), and 1,1,6,6-tetrakis(p-tert-butylphenyl)hexane (12) via carbocation chemistry. Alkylation of 11a with 2-(2-chloroethoxy)ethanol yielded 1,10-bis{p-{bis[p'-tert-butylphenyl) [p ''- [2-(2'-hydroxyethoxy)ethoxy]phenyl]methy}phenoxy}decane (13), containing two tetraarylmethyl groups. 1,4-Bis[bis(p-tert-butylphenyl)hydroxymethyl]benzene (10b) was reduced to 1,4-bis[bis(p-tert-butylphenylmethyl]benzene (14) by formic acid. The reaction of tetraarylhexanediol 10c with formic acid produced 1,1,6,6-tetrakis(p-tert-butylphenyl)-1,5-hexadiene (15). Via two S(N)2 reactions in a one-step route, diethyl bis(p-tert-butylbenzyl)malonate (18) was produced from diethyl malonate and p-tert-butylbenzyl bromide. A Grignard reaction of p-tert-butylbromobenzene with ethyl acetate generated 1,1-bis(p -tert-butylphenyl)ethanol (20) which was converted to 1, 1-bis(p-tert-butylphenyl)ethene (21) by water elimination. All the intermediates and final products are new compounds. While the bisphenol 11a, bisaniline 11b, diol 13, diester 17, and the alkanes 12 and 14 with two reactive protons are suitable difunctional knots for syntheses of rotaxanes and of polyrotaxanes via step growth polymerizations, the ethene 21 can be used for polyrotaxanes prepared by chain growth polymerizations.

  DOI：

  10.1021/jo00115a035