1-(cyclohexylmethyl)-2-methylbenzene | 92298-93-6

• 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-(cyclohexylmethyl)-2-methylbenzene
• 英文别名: Perhydro-benzyltoluene
• CAS: 92298-93-6
• 化学式: C₁₄H₂₀
• 分子量: 188.313
• InChiKey: NMTMUASYSMIDRL-UHFFFAOYSA-N

物化性质

• 沸点：
  108-110 °C(Press: 2 Torr)
• 密度：
  0.9400 g/cm3

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  14
• 可旋转键数：
  2
• 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：

  2-甲基苯甲醛 在 [NiCl2(pyridine)2] 、 potassium tert-butylate 、 一水合肼 、 三苯基膦 作用下， 以 1,4-二氧六环 为溶剂， 反应 24.0h， 生成 1-(cyclohexylmethyl)-2-methylbenzene
  参考文献：
  名称：

  镍催化的Uppolung羰基和烷基卤化物的交叉偶联

  摘要：

  开发了有效的镍催化的Umpolung羰基化合物与烷基卤化物的交叉偶联。作为经典烷基化技术的补充，该反应利用Umpolung羰基化合物作为对环境无害的烷基亲核试剂，为传统的高反应性烷基有机金属试剂的使用提供了有效和选择性的催化替代方法。

  DOI：

  10.1021/acs.joc.9b00649

文献信息

• Cobalt-catalyzed cross-coupling of Umpolung carbonyls with alkyl halides under mild conditions
  作者：Ruofei Cheng、Graham de Ruiter、Chao-Jun Li

  DOI：10.1039/d2cc04302e

  日期：——

  dominated by palladium and nickel catalysts, cobalt-based catalysts have shown unique advantages for such cross-coupling reactions in terms of higher catalytic activity and lower toxicity. Herein, we describe a novel cobalt-catalyzed alkyl–alkyl cross-coupling reaction of hydrazone with alkyl halides under mild reaction conditions, where the use of a PNP-type pincer ligand is essential for catalysis

  虽然经典的交叉偶联以钯和镍催化剂为主，但钴基催化剂在这种交叉偶联反应中表现出独特的优势，即更高的催化活性和更低的毒性。在此，我们描述了一种新型钴催化的腙与卤代烷在温和反应条件下的烷基-烷基交叉偶联反应，其中使用 PNP 型钳形配体对催化至关重要。醛和酮腙都与该反应相容，以中等至良好的产率产生一系列 C(sp 3 )–C(sp 3 ) 偶联产物。
• 57. Alkylation of the aromatic nucleus. Part VIII. Benzylation and cyclohexylmethylation
  作者：J. Blackwell、W. J. Hickinbottom

  DOI：10.1039/jr9630000366

  日期：——
• Intramolecular Reactivity of Arylcarbenes: Derivatives of o-Tolylcarbene
  作者：Wolfgang Kirmse、Wolfgang Konrad、Dirk Schnitzler

  DOI：10.1021/jo00093a014

  日期：1994.7

  Various CH(2)X groups have been attached to the ortho position of phenylcarbene. If 2'- or 3'-C-H bonds are present, as in 23 (X = Me), 71 (X = CMe(3)), and 58 (X = SiMe(3)), C-H insertion leading to five- or six-membered rings predominates in the gas phase and competes with intermolecular reactions in solution. The formation of benzocyclobutenes via insertion into 1'-C-H bonds is a very minor reaction path of 23 and 71. In contrast, 58 produces substantial amounts of the benzocyclobutene 59 by way of C-Si insertion, particularly in the gas phase. Insertion into the Si-Me bonds of 58 also occurs while the C-F bonds of 37 (X = CF3) and 50 (X = Fl are inert. In the gas phase, 37 and 50 give mainly benzocyclobutenes whereas intermolecular reactions prevail in solution. The effects of sensitization and of solvent polarity suggest that benzocyclobutenes arise from singlet arylcarbenes. The amount of carbene-carbene rearrangement decreases in the order 7 (X = H) > 37 (X = CF3) > 23 (X = Me); no rearrangement was observed with 50 (X = Fl, 58 (X = SiMe(3)), and 71 (X = CMe(3)).
• New precursors for arylcarbenes. Photocycloelimination reactions of cyclic sulfites
  作者：Gary W. Griffin、Awinash Manmade

  DOI：10.1021/jo00981a016

  日期：1972.8