α-phenoxy>-α'-bromo-p-xylene | 149704-57-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: α-phenoxy>-α'-bromo-p-xylene
• 英文别名: α-[4-{tris(4'-tert-butylphenyl)methyl}phenoxy]-α'-bromo-p-xylene；α-[p-(tris(p-tert-butylphenyl)methyl)phenoxy]-α'-bromo-p-xylene；1-(Bromomethyl)-4-[[4-[tris(4-tert-butylphenyl)methyl]phenoxy]methyl]benzene
• CAS: 149704-57-4
• 化学式: C₄₅H₅₁BrO
• 分子量: 687.803
• InChiKey: NUBLTVLCKKMTQN-UHFFFAOYSA-N

物化性质

• 沸点：
  701.2±48.0 °C(predicted)
• 密度：
  1.127±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  14
• 重原子数：
  47
• 可旋转键数：
  11
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  三苯甲基苯酚 、 α-phenoxy>-α'-bromo-p-xylene 在 18-冠醚-6 、 potassium carbonate 作用下， 以 二氯甲烷 为溶剂， 反应 168.0h， 以76%的产率得到4,4',4''-((4-((4-((4-tritylphenoxy)methyl)benzyl)oxy)phenyl)methanetriyl)tris(tert-butylbenzene)
  参考文献：
  名称：

  Rotaxanes from Tetralactams

  摘要：

  Attempts to incorporate a tetralactam (3a) into a side-chain polyrotaxane by formation of its complex with p-tritylphenolate and reaction with poly(vinybenzyl chloride) failed, probably due to steric hindrance. However, three new small molecule model rotaxanes (acetal ha and ethers 14a and 14b) were prepared based on this macrocycle, and one (14b) was characterized by X-ray crystallography. Attempts to prepare poly(ether rotaxane)s such as 18 and 20b via polymerizations in the presence of this tetralactam failed because the mild conditions required for complexation (nonpolar solvent, room temperature) are not sufficient for effective step-growth polymerizations, resulting in only oligomer formation. In an alternative approach, clipping of the tetralactam 23 onto a preformed poly(urethane rotaxane) (27) in CH2Cl2 was successful, and the original biphasic segmented polymer was converted to a single-phase polyrotaxane (28) with a significantly lower glass transition temperature.

  DOI：

  10.1021/ma202373x
• 作为产物：
  描述：

  1,1,1-三(4-叔丁基苯基)甲醇 在 sodium hydride 、 乙酰氯 作用下， 以 四氢呋喃 为溶剂， 反应 88.0h， 生成 α-phenoxy>-α'-bromo-p-xylene
  参考文献：
  名称：

  New triarylmethyl derivatives: "blocking groups" for rotaxanes and polyrotaxanes

  摘要：

  Five triarylcarbinols (8, three new compounds) were synthesized. Using carbanion chemistry the triarylmethanes (13, five new compounds) made by formic acid reduction of 8 were converted to the omega,omega,omega-triarylalkanols (15,three new compounds) and thence to the chloro (17) and iodo (18) derivatives (five new compounds). Via carbocation chemistry p-(triarylmethyl)phenols (20,two new compounds) and aniline (21, new compound) were produced. Alkylation of 20 yielded alcohol (22), benzylic bromide (23), and carboxy (25) functionalized derivatives. The alcohol, halide, phenol, aniline, and carboxylic acid functionalized triarylmethane compounds are suitable end blocking groups for rotaxanes and polyrotaxanes.

  DOI：

  10.1021/jo00066a030

文献信息

• Dynamic Covalently Bonded Rotaxanes Cross-Linked by Imine Bonds between the Axle and Ring: Inverse Temperature Dependence of Subunit Mobility
  作者：Hidetoshi Kawai、Takeshi Umehara、Kenshu Fujiwara、Takashi Tsuji、Takanori Suzuki

  DOI：10.1002/anie.200600750

  日期：2006.6.26