trans-1-methyl-2-(3-methoxyphenyl)cyclopropane | 77525-84-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: trans-1-methyl-2-(3-methoxyphenyl)cyclopropane
• 英文别名: trans-methyl-2-m-OCH3-phenylcyclopropane；1-methoxy-3-[(1R,2R)-2-methylcyclopropyl]benzene
• CAS: 77525-84-9
• 化学式: C₁₁H₁₄O
• 分子量: 162.232
• InChiKey: HPRRLYDZUGIELG-LDYMZIIASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.82
• 重原子数：
  12.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  9.23
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为产物：
  描述：

  trans-[2-(3-methoxyphenyl)cyclopropane]carboxylic acid 在 lithium aluminium tetrahydride 、 三乙基硼氢化锂 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 18.5h， 生成 trans-1-methyl-2-(3-methoxyphenyl)cyclopropane
  参考文献：
  名称：

  Picosecond radical kinetics. Rate constants for ring openings of 2-aryl-substituted cyclopropylcarbinyl radicals

  摘要：

  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.

  DOI：

  10.1139/cjc-77-5-6-1123

文献信息

• Synthesis and spectral characterization of a series of iron and ruthenium benzylidene complexes, Cp(CO)(L)M:CH(C6H4R)+ (M = Fe, Ru; L = CO, PPh3; R = p-H, p-F, p-CH3, p-OCH3). Barriers to aryl rotation and benzylidene transfer reactions
  作者：M. Brookhart、William B. Studabaker、M. Beth Humphrey、G. Ronald Husk

  DOI：10.1021/om00103a016

  日期：1989.1
• JOLIDON S.; HANSEN H.-J., CHIMIA, 1981, 35, NO 2, 49-51
  作者：JOLIDON S.、 HANSEN H.-J.

  DOI：——

  日期：——