m-Tolyl-cycloheptan | 93536-65-3

• 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: m-Tolyl-cycloheptan
• 英文别名: (3-Methylphenyl)cycloheptane
• CAS: 93536-65-3
• 化学式: C₁₄H₂₀
• 分子量: 188.313
• InChiKey: LPJPXAGEPDDGQO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  M-TOLYLMAGNESIUM BROMIDE 在 palladium on activated charcoal 氢气 作用下， 生成 m-Tolyl-cycloheptan
  参考文献：
  名称：

  58.芳核的烷基化。第九部分 环戊基化和环庚基化

  摘要：

  DOI：

  10.1039/jr9630000373

文献信息

• Detailed Characterization of <i>p</i>-Toluenesulfonic Acid Monohydrate as a Convenient, Recoverable, Safe, and Selective Catalyst for Alkylation of the Aromatic Nucleus
  作者：Mathew P. D. Mahindaratne、Kandatege Wimalasena

  DOI：10.1021/jo971832r

  日期：1998.5.1

  Alkylation of the aromatic nucleus, an important reaction in industry and synthetic organic chemistry, has traditionally been carried out by the well-known Friedel-Crafts reaction employing Lewis acid catalysts such as AlCl3 and BF3 or by using highly reactive organometallic reagents. Although protic acids such as anhydrous HF and concentrated H2SO4 have also been used in the alkylation of the aromatic nucleus, the notoriously corrosive, highly toxic, and hazardous nature of these agents has precluded their common use under ordinary laboratory conditions. Various organic sulfonic acids have, on occasion, been used as catalysts in Friedel-Crafts alkylations, but to our knowledge the chemistry and the scope of these reactions for common laboratory use have never been exploited in detail. In the present study we have characterized commercially available p-toluenesulfonic acid monohydrate (TsOH) as an efficient catalyst for the intermolecular coupling of the aromatic nucleus with activated alkyl halides, alkenes, or tosylates under mild conditions in an open atmosphere. In comparison to conventional Friedel-Crafts catalysts such as AlCl3, BF3, HF, and concentrated H2SO4, the extent of the formation of undesired products from side reactions such as transalkylation, polymerization, etc. was minimal with the TsOH-catalyzed reaction. The ability to recover and reuse the catalyst from the reaction mixtures, minimal generation of environmentally unfriendly waste, high specificity of the reaction, and the low cost of the catalyst are important advantages of the TsOH catalyst over the other conventional Friedel-Crafts catalysts.
• Cagniant,P. et al., Bulletin de la Societe Chimique de France, 1964, p. 989 - 998
  作者：Cagniant,P. et al.

  DOI：——

  日期：——
• Batke, Birgit; Lauterbach, Gerlinde; Pritzkow, Wilhelm, Journal fur praktische Chemie (Leipzig 1954), 1988, vol. 330, # 4, p. 671 - 673
  作者：Batke, Birgit、Lauterbach, Gerlinde、Pritzkow, Wilhelm、Sebald, Frank、Voerckel, Volkmar

  DOI：——

  日期：——
• BATKE, BIRGIT;LAUTERBACH, GERLINDE;PRITZKOW, WILHELM;SEBALD, FRANK;VOERCK+, J. PRAKT. CHEM., 330,(1988) N 4, C. 671-673
  作者：BATKE, BIRGIT、LAUTERBACH, GERLINDE、PRITZKOW, WILHELM、SEBALD, FRANK、VOERCK+

  DOI：——

  日期：——
• 58. Alkylation of the aromatic nucleus. Part IX. Cyclopentylation and cycloheptylation
  作者：K. M. Davies、W. J. Hickinbottom

  DOI：10.1039/jr9630000373

  日期：——