反式-2-(3-甲氧基苯基)环丙基)甲醇 | 114095-60-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: 反式-2-(3-甲氧基苯基)环丙基)甲醇
• 英文名称: trans-2-(m-methoxyphenyl)cyclopropanemethanol
• 英文别名: (trans-2-(3-methoxyphenyl)cyclopropyl)methanol；Rel-((1R,2R)-2-(3-methoxyphenyl)cyclopropyl)methanol；[(1R,2R)-2-(3-methoxyphenyl)cyclopropyl]methanol
• CAS: 114095-60-2
• 化学式: C₁₁H₁₄O₂
• 分子量: 178.231
• InChiKey: XVVIUIRIUFPGAG-ONGXEEELSA-N

物化性质

• 沸点：
  297.3±23.0 °C(Predicted)
• 密度：
  1.113±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  反式-2-(3-甲氧基苯基)环丙基)甲醇 以 吡啶 、 乙腈 为溶剂， 反应 52.0h， 生成 cis-<2-(m-methoxyphenyl)cyclopropyl>methyl acetate
  参考文献：
  名称：

  Arylcyclopropane photochemistry. Unusual aromatic substituent effects on the photochemical rearrangement of (2-arylcyclopropyl)methyl acetates to 1-arylhomoallyl acetates

  摘要：

  DOI：

  10.1021/ja00219a040
• 作为产物：
  描述：

  3-甲氧基苯甲醛 在 lithium aluminium tetrahydride 、 sodium hydride 、 potassium carbonate 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 乙醚 、 二甲基亚砜 为溶剂， 反应 119.0h， 生成 反式-2-(3-甲氧基苯基)环丙基)甲醇
  参考文献：
  名称：

  环丙烷甲醛的无金属多米诺骨牌Cloke-Wilson重排-水合-二聚：轻松获得Oxybis（2-aryltetrahydrofuran）衍生物

  摘要：

  在这项工作中，我们已经证明了通过多米诺克Cloke-Wilson重排-水合-二聚序列将环丙烷甲醛无金属转化为双（2-芳基四氢呋喃）衍生物。商业上便宜的对甲苯磺酸（PTSA）被用作布朗斯台德酸催化剂，并且反应在开瓶中进行。进行反应中间体的检测以深入了解反应途径。

  DOI：

  10.1016/j.tet.2020.131080

文献信息

• Enantioselective Cyclopropanation of Allylic Alcohols with Dioxaborolane Ligands:  Scope and Synthetic Applications
  作者：André B. Charette、Hélène Juteau、Hélène Lebel、Carmela Molinaro

  DOI：10.1021/ja982055v

  日期：1998.11.1

  the conversion of allylic alcohols into the corresponding enantiomerically enriched cyclopropanes using bis(iodomethyl)zinc. A variety of chiral, nonracemic cyclopropylmethanols could be obtained according to this method. This methodology was extended with success to the cyclopropanation of unconjugated and conjugated polyenes and homoallylic alcohols. The cyclopropanation of allylic carbamates has also

  已发现一种非常有效的手性控制剂，可使用双（碘甲基）锌将烯丙醇转化为相应的富含对映异构体的环丙烷。根据该方法可以获得多种手性、非外消旋环丙基甲醇。该方法成功地扩展到非共轭和共轭多烯和高烯丙醇的环丙烷化。烯丙基氨基甲酸酯的环丙烷化也已用该系统进行了研究，但发现富含对映体的环丙基甲基胺最好由富含对映体的环丙基甲醇制备。
• Picosecond radical kinetics. Rate constants for ring openings of 2-aryl-substituted cyclopropylcarbinyl radicals
  作者：Martin Newcomb、Seung-Yong Choi、Patrick H. Toy

  DOI：10.1139/cjc-77-5-6-1123

  日期：——

  The kinetics of ring openings of a series of eight (trans-2-arylcyclopropyl)methyl radicals (1) were studied by indirect kinetic methods using Barton's PTOC esters as radical precursors and reaction with PhSeH as the competition reaction. The substituents were CF3, F, Me, and OMe located on both the para and meta positions of the aromatic ring. Syntheses of the radical precursors and the products of the radical reactions are described. Kinetics were determined between -43 and 25 degrees C in four cases (CF, and OMe substituents) and at 0 and 25 degrees C in the other four cases. The rate constants at 25 degrees C ranged from 1.0 x 10(11) s(-1) (p-CH3) to 4.1 x 10(11) s(-1) (p-CF,). The relatively large acceleration of the p-CF3 group, ca. 2.5 times as fast as the parent system with Ar = Ph, correlates well with Adam's Delta D substituent parameters but not with other radical substituent parameters. These calibrated radical rearrangements provide a new set of ultrafast reactions that can be applied in mechanistic probe studies.
• N-acyl-2 aryl cyclopropylmethylamine derivatives as melatonergics
  申请人：BRISTOL-MYERS SQUIBB COMPANY

  公开号：EP0747346B1

  公开（公告）日：2000-02-16
• US5753709A
  申请人：——

  公开号：US5753709A

  公开（公告）日：1998-05-19
• US5889031A
  申请人：——

  公开号：US5889031A

  公开（公告）日：1999-03-30