1-(环己-2-烯基)-2-甲基苯 | 376353-49-0

• 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-(环己-2-烯基)-2-甲基苯
• 英文名称: 1-(cyclohex-2-enyl)-2-methylbenzene
• 英文别名: 3-(2-methylphenyl)cyclohexene；1-Cyclohex-2-en-1-yl-2-methylbenzene
• CAS: 376353-49-0
• 化学式: C₁₃H₁₆
• 分子量: 172.27
• InChiKey: OSOBNOXOQRTMFA-UHFFFAOYSA-N

物化性质

• 沸点：
  263.0±25.0 °C(Predicted)
• 密度：
  0.955±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 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-环己烯醇 在 吡啶 、 叔丁基锂 作用下， 以 四氢呋喃 、 正戊烷 为溶剂， 反应 1.0h， 生成 1-(环己-2-烯基)-2-甲基苯
  参考文献：
  名称：

  Efficient Palladium-Catalyzed Nucleophilic Addition of Triorganoindium Reagents to Carbocyclic Derivatives

  摘要：

  Palladium (0)-catalyzed allylic substitution reactions employing triorganoindium reagents have been investigated. In situ generated vinyl- and arylindiums react with substituted and unsubstituted cyclohex-2-enyl esters in the presence of 1-3 mol % Pd-2(dba)(3) to produce vinyl- or arylcyclohexenes in moderate to excellent yields. The stereoselectivity of this process was also examined, and evidence is presented that the reaction proceeds with inversion of stereochemical configuration.

  DOI：

  10.1021/jo0357162

文献信息

• Iron-Catalyzed Allylic Arylation of Olefins via C(sp³)–H Activation under Mild Conditions
  作者：Masaki Sekine、Laurean Ilies、Eiichi Nakamura

  DOI：10.1021/ol400056z

  日期：2013.2.1

  cycloalkene or an allylbenzene derivative into a C–C bond in the presence of a catalytic amount of Fe(acac)3 and a diphosphine ligand at 0 °C. The stereo- and regioselectivity of the reaction, together with deuterium labeling experiments, suggest that C–H bond activation is the slow step in the catalytic cycle preceding the formation of an allyliron intermediate.

  芳基碘化物存在下的芳基格氏试剂可在催化量的Fe（acac）3和二膦配体在0°存在的情况下将环烯烃或烯丙基苯衍生物的烯丙基C–H键转换为C–C键C。反应的立体选择性和区域选择性，以及氘标记实验表明，CH键的活化是烯丙基铁中间体形成之前催化循环的缓慢步骤。
• Palladium-Catalyzed Arylation of Allylic Benzoates Using Hypervalent Siloxane Derivatives
  作者：Reuben Correia、Philip DeShong

  DOI：10.1021/jo010627f

  日期：2001.10.1

  Palladium-catalyzed cross-coupling of hypervalent arylsiloxane derivatives proceeded in good to excellent yields with allylic benzoates. Arylation occurred with complete inversion of configuration. The scope and limitations of this reaction, an alternative to the Stille coupling, is summarized.
• Efficient Palladium-Catalyzed Nucleophilic Addition of Triorganoindium Reagents to Carbocyclic Derivatives
  作者：Lucas Baker、Thomas Minehan

  DOI：10.1021/jo0357162

  日期：2004.5.1

  Palladium (0)-catalyzed allylic substitution reactions employing triorganoindium reagents have been investigated. In situ generated vinyl- and arylindiums react with substituted and unsubstituted cyclohex-2-enyl esters in the presence of 1-3 mol % Pd-2(dba)(3) to produce vinyl- or arylcyclohexenes in moderate to excellent yields. The stereoselectivity of this process was also examined, and evidence is presented that the reaction proceeds with inversion of stereochemical configuration.