1-环戊基-3-甲基苯 | 37438-02-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1-环戊基-3-甲基苯
• 英文名称: 1-cyclopentyl-3-methylbenzene
• 英文别名: (3-methylphenyl)cyclopentane；m-cyclopentyl toluene；m-cyclopentyltoluene；1-cyclopentyl-3-methyl-benzene；1-Cyclopentyl-3-methyl-benzol；3-cyclopentyl-toluene；Benzene, 1-cyclopentyl-3-methyl-
• CAS: 37438-02-1
• 化学式: C₁₂H₁₆
• 分子量: 160.259
• InChiKey: LQSJMMISQXCGDE-UHFFFAOYSA-N

物化性质

• 沸点：
  112 °C(Press: 16 Torr)
• 密度：
  0.937 g/cm3

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 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 1-环戊基-3-甲基苯
  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

• Mild Negishi Cross-Coupling Reactions Catalyzed by Acenaphthoimidazolylidene Palladium Complexes at Low Catalyst Loadings
  作者：Zelong Liu、Ningning Dong、Mizhi Xu、Zheming Sun、Tao Tu

  DOI：10.1021/jo400803s

  日期：2013.8.2

  3a exhibited extremely high catalytic activity toward Negishi cross-coupling of alkylzinc reagents with a wide range of (hetero)aryl halides under mild reaction conditions within 30 min. Besides a great number of bromoarenes, various less expensive and inactive (hetero)aryl chlorides were coupled successfully with the alkyl- and arylzinc reagents, in which active functional groups (such as -NH2) were

  考虑到衍生自π-延伸的咪唑鎓盐的亚烷基的强大的σ-供体性质有利于提高所得钯N-杂环卡宾配合物的催化活性，因此制备了具有健壮的并咪唑-亚烷基钯配合物3a - c，具有不同的大取代基团通过在纯净的3-氯吡啶中与PdCl 2和K 2 CO 3加热，从相应的啶咪唑氯化物中得到满意的收率。即使在催化剂负载量低至0.25 mol％的情况下，配合物3a在温和的反应条件下，在30分钟内显示出对烷基锌试剂与各种（杂）芳基卤化物的Negishi交叉偶联极高的催化活性。除了大量的溴代芳烃外，还成功地将各种较便宜且不活泼的（杂）芳基氯化物与烷基-和芳基锌试剂偶联，其中具有活性官能团（例如-NH 2））即使在无保护的一锅双偶转换中也具有良好的耐受性。此外，在与仲烷基锌试剂偶联的情况下，有效抑制了导致异构化的线性产物的不希望的β-氢化物消除。通过杂芳基锌试剂和杂环氯代芳烃的偶联，该催化剂体系还显示出在杂二芳基结构方面
• Nickel-Catalyzed Reductive Cross-Coupling of Aryl Bromides with Alkyl Bromides: Et₃N as the Terminal Reductant
  作者：Zhengli Duan、Wu Li、Aiwen Lei

  DOI：10.1021/acs.orglett.6b01837

  日期：2016.8.19

  cross-coupling paradigm using Et3N as the terminal reductant is reported. By using this photoredox catalysis and nickel catalysis approach, a direct Csp2–Csp3 reductive cross-coupling of aryl bromides with alkyl bromides is achieved under mild conditions without stoichiometric metal reductants.

  还原性交叉偶联已经成为构建碳-碳键的直接方法。迄今为止，大多数钴，镍和钯催化的还原性交叉偶联反应仅限于化学计量的Mn（0）或Zn（0）作为还原剂。报道了一种使用Et 3 N作为末端还原剂的镍催化交叉偶联范例。通过使用这种光氧化还原催化和镍催化方法，在温和条件下无需化学计量的金属还原剂即可实现芳基溴化物与烷基溴化物的直接Csp 2 -Csp 3还原交叉偶联。
• Pajeau,R.; Begue,J.-P., Bulletin de la Societe Chimique de France, 1962, p. 1923 - 1927
  作者：Pajeau,R.、Begue,J.-P.

  DOI：——

  日期：——
• Partitioning the Nutrient and Nonnutrient Contributions Of Compost to Dryland-Organic Wheat
  作者：Paul D. Stukenholtz、Richard T. Koenig、David J. Hole、Bruce E. Miller

  DOI：10.1080/1065657x.2002.10702085

  日期：2002.6
• 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.