1,1-bis(4-methoxyphenyl)propane | 4792-39-6

• 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: 1,1-bis(4-methoxyphenyl)propane
• 英文别名: 1,1-bis-(4-methoxy-phenyl)-propane；1,1-Bis-(4-methoxy-phenyl)-propan；Propane, 1,1-bis(p-methoxyphenyl)-；1-methoxy-4-[1-(4-methoxyphenyl)propyl]benzene
• CAS: 4792-39-6
• 化学式: C₁₇H₂₀O₂
• 分子量: 256.345
• InChiKey: GTTBDBMVXJOGTB-UHFFFAOYSA-N

物化性质

• 熔点：
  44 °C
• 沸点：
  197-200 °C(Press: 9 Torr)
• 密度：
  1.022±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,1-bis(4-methoxyphenyl)propane 在 10% phosphoric acid on silica 作用下， 以 水 为溶剂， 以27.2%的产率得到茴香烯
  参考文献：
  名称：

  METHOD FOR PRODUCING ARYLPROPENES

  摘要：

  本发明涉及一种通过热解相应的1,1-二芳基丙烷来制备芳基丙烯，尤其是1-甲氧基-4-(1-丙烯基)苯（茴香脑）的方法。

  公开号：

  US20160332944A1
• 作为产物：
  描述：

  1,1-bis(4-methoxypheny)ethanol 在 Ca zeolite 、 CaY zeolite 、 对甲苯磺酸 作用下， 以 乙醚 、 正己烷 、 苯 为溶剂， 反应 7.0h， 生成 1,1-bis(4-methoxyphenyl)propane
  参考文献：
  名称：

  Activation Conditions Play a Key Role in the Activity of Zeolite CaY:  NMR and Product Studies of Brønsted Acidity

  摘要：

  CaY, activated under different conditions, was characterized with H-1, (31)p, and H-1/27AI double resonance MAS NMR. The H-1 MAS NMR spectra of CaY, calcined in an oven at 500 degrees C, shows resonances from H2O (bound to Ca2+ and the zeolite framework), CaOH+, aluminum hydroxides, silanols, and Bronsted acid sites. No evidence for Lewis acidity is observed on adsorption of trimethylphosphine, and an estimate of approximate to 16 Bronsted acid sites per unit cell is obtained for this sample. CaY activated in an oven at higher temperatures contains less water, but all the other species are still present. In contrast, CaY activated by slow ramping of the temperature under vacuum to 500 or 600 degrees C shows a; much lower concentration of Bronsted acid sites (<1/unit cell). Again, no evidence for Lewis acidity was observed. These NMR results have been utilized to understand the very different product distributions that are observed for reactions of 1,1- and 1,2-diarylethylenes in zeolite CaY activated in an oven (in air) and under vacuum. Samples with high concentrations of Bronsted acid sites react stoichiometrically with these sites, yielding diarylalkanes. At low concentrations, the Bronsted acid sites can act catalytically resulting in isomerization reactions.

  DOI：

  10.1021/jp980385w

文献信息

• Molybdenum-Catalyzed Aromatic Substitution with Olefins and Alcohols
  作者：Isao Shimizu、Kuok Meng Khien、Miki Nagatomo、Takayuki Nakajima、Akio Yamamoto

  DOI：10.1246/cl.1997.851

  日期：1997.9

  A new type of electrophilic aromatic substitution without using organic halides has been realized by using Mo(CO)6 catalyst.

  使用Mo(CO)6催化剂实现了一种新型无机卤化物的电芳香取代反应。
• Catalytic selective bis-arylation of imines with anisole, phenol, thioanisole and analogues
  作者：Cong-Rong Liu、Man-Bo Li、Cui-Feng Yang、Shi-Kai Tian

  DOI：10.1039/b800066b

  日期：——

  The first highly efficient double Friedel–Crafts reaction of N-tosyl imines with anisole, phenol, thioanisole and analogues has been developed to produce the corresponding symmetric diarylmethanes and triarylmethanes with high regioselectivity in the presence of a catalytic amount of Bi2(SO4)3–TMSCl at room temperature.

  首次开发了一种高效的N-甲苯磺酰亚胺与茴香醚、苯酚、硫代茴香醚及其类似物的双弗里德尔-克拉夫茨反应，在室温下，使用催化量的Bi2(SO4)3-TMSCl，以高区域选择性制备相应的对称二芳基甲烷和三芳基甲烷。
• Room-Temperature Bismuth-Catalyzed Bis-arylation of Carbonyl Compounds with Aryl Ethers and Phenols
  作者：Congrong Liu、Manbo Li

  DOI：10.1002/cjoc.201300522

  日期：2013.10

  Using Bi2(SO4)3 as the catalyst and TMSCl as the additive, a wide variety of aldehydes, ketones, and acetals were smoothly condensed with aryl ethers at room temperature to provide the corresponding diarylmethanes and triarylmethanes selectively in good to excellent yields.

  使用Bi 2（SO 4）3作为催化剂和TMSCl作为添加剂，在室温下将各种醛，酮和乙缩醛与芳基醚平稳缩合，以良好的收率选择性地提供相应的二芳基甲烷和三芳基甲烷。
• Organic Compounds
  申请人：Fairhurst Robin Alec

  公开号：US20100286126A1

  公开（公告）日：2010-11-11

  A compound of formula (I) or stereoisomers or pharmaceutically acceptable salts thereof, and their preparation and use as pharmaceuticals wherein R 1 , R 2 and R 3 are as defined herein.

  化合物的公式（I）或其立体异构体或药用可接受的盐，以及它们的制备和用途作为药物，其中R1、R2和R3如本文所定义。
• Aluminum Chloride Catalyzed Friedel-Crafts Reaction of Anisole with Epoxide Accompanying Isomerization
  作者：Masashi Inoue、Toshio Sugita、Katsuhiko Ichikawa

  DOI：10.1246/bcsj.51.174

  日期：1978.1

  The reaction of anisole with propylene oxide by aluminum chloride has been studied in various kinds of solvents. While the normal Friedel-Crafts reaction yielded 2-(methoxyphenyl)-1-propanols, 1,1-bis(methoxyphenyl)-propanes were also formed in this reaction; these were not obtained by the subsequent reaction of mono(methoxyphenyl) products with another anisole. The yields of 1,1-bis(methoxyphenyl)propanes

  苯甲醚与环氧丙烷在氯化铝作用下的反应已在各种溶剂中进行了研究。虽然正常的 Friedel-Crafts 反应产生 2-(甲氧基苯基)-1-丙醇，但在该反应中也形成 1,1-双(甲氧基苯基)-丙烷；这些不是通过单（甲氧基苯基）产物与另一种苯甲醚的后续反应获得的。1,1-双(甲氧基苯基)丙烷的产率通过增加溶剂的碱性而增加。1,1-双(甲氧基苯基)丙烷的形成机制可以通过环氧化物异构化为醛和随后与苯甲醚缩合来解释。各种环氧化物也在硝基甲烷中生成 1,1-双（甲氧基苯基）烷烃。