1,2-Bis(hydroxymethyl)-3,4-diphenylcyclobutane | 19043-30-2

• 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: 1,2-Bis(hydroxymethyl)-3,4-diphenylcyclobutane
• 英文别名: 1r,2c-bis-hydroxymethyl-3t,4t-diphenyl-cyclobutane；1r,2c-Bis-hydroxymethyl-3t,4t-diphenyl-cyclobutan；1ref-2cis-Bis-(hydroxymethyl)-3trans-4trans-diphenyl-cyclobutan；[(1R,2S,3R,4S)-2-(hydroxymethyl)-3,4-diphenylcyclobutyl]methanol
• CAS: 19043-30-2
• 化学式: C₁₈H₂₀O₂
• 分子量: 268.356
• InChiKey: ABNZFNQWTSZCEQ-FZDBZEDMSA-N

物化性质

• 沸点：
  429.2±28.0 °C(Predicted)
• 密度：
  1.134±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,2-Bis(hydroxymethyl)-3,4-diphenylcyclobutane 在 三溴化磷 作用下， 生成 1r,2c-bis-bromomethyl-3t,4t-diphenyl-cyclobutane
  参考文献：
  名称：

  Synthesis of Some Conjugated Cyclobutane Polyolefins and their 1,2-Cycloaddition to Tetracyanoethylene^1,2

  摘要：

  DOI：

  10.1021/ja01512a040
• 作为产物：
  描述：

  Diisopropyl-bis-((E)-3-phenyl-allyloxy)-silane 在 氟化铵 作用下， 生成 1,2-Bis(hydroxymethyl)-3,4-diphenylcyclobutane
  参考文献：
  名称：

  [2 + 2] Photocycloaddition of Cinnamyloxy Silanes

  摘要：

  DOI：

  10.1021/jo00100a063

文献信息

• Photochemical reactions of trans-anethole
  作者：H. Nozaki、I. Otani、R. Noyori、M. Kawanisi

  DOI：10.1016/0040-4020(68)88120-7

  日期：1968.1

  obtained photochemically. The dimerization proceeds with strict stereospecificity and the structure of the dimer has been ascertained as 1,cis-2-di-p-anisyl-trans-3,trans-4-dimethylcyclobutane. The dimer was transformed into the corresponding diphenol, diacetate and 1,cis-2-dimethyl-trans-3,trans-4-diphenylcyclobutane. The hydrocarbon was independently obtained from β-truxinic acid by reduction. Some

  已经通过化学方法获得了新型的反式茴香脑二聚体。二聚化以严格的立体特异性进行，并且已经确定二聚体的结构为1，顺式-2-二-对-茴香基-反式-3，反式-4-二甲基环丁烷。将二聚体转化成相应的二酚，二乙酸酯和1，顺式-2-二甲基-反式-3，反式-4-二苯基环丁烷。烃是通过还原从β-精氨酸独立获得的。由肉桂酸二聚体类似地制备了一些二甲基二苯基环丁烷异构体，并比较了NMR光谱。
• deStevens,G. et al., Journal of medicinal and pharmaceutical chemistry, 1962, vol. 5, p. 919 - 924
  作者：deStevens,G. et al.

  DOI：——

  日期：——
• Cyclobutane Diolefins. 1,2-Diphenyldimethylenecyclobutane^1,2
  作者：A. T. Blomouist、Yvonne C. Meinwald

  DOI：10.1021/ja01499a036

  日期：1960.7
• Aggregate Formation and Photoreactivity in Phospholipid Vesicles and Langmuir-Blodgett Multilayers: Topologically Controlled Photodimerization of Amphiphilic Styrenes
  作者：Xiao-Mei Zhao、Jerome Perlstein、David G. Whitten

  DOI：10.1021/ja00102a012

  日期：1994.11

  The amphiphilic styrene fatty acid 1 and its corresponding phosphatidylcholine derivative 2 have been found to exhibit aggregate formation and topologically controlled photodimerization in Langmuir-Blodgett (LB) assemblies and phospholipid vesicles, respectively. For both compounds, formation of the beta or syn, head-to-head photodimer is the chief photoreaction observed upon irradiation in the assemblies; a trace of the cis styrene is observed on irradiation in the phospholipid vesicles. Changes in the absorption spectrum and a lack of fluorescence in the assemblies, compared to dilute organic solutions, suggest that 1 and 2 exist as ''H'' aggregates in both the LB films and vesicles. Monte Carlo simulations suggest that the most stable structure in a monolayer is a simple translation aggregate. Energy minimization gives a cross sectional area in good agreement with that measured for films at the air-water interface. The calculated structure has nearest neighbor separation within the ''magic distance'' for solid state photodimerization of 4.10 Angstrom. The relatively small calculated tilt angle suggests that dimers can be formed without substantial reorganization. The lambda(max) for the aggregate estimated by an extended dipole calculation shows good agreement with the measured absorption maximum. Vesicles of 2, either pure or with excess saturated phospholipid, give topologically controlled formation of the beta dimer via photolysis of an aggregated form.
• Ward Susan C., Fleming Steven A., J. Org. Chem, 59 (1994) N 21, S 6476-6479
  作者：Ward Susan C., Fleming Steven A.

  DOI：——

  日期：——