6-methyl-2-(prop-1-enyl)phenol | 90467-82-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 6-methyl-2-(prop-1-enyl)phenol
• 英文别名: 2-Methyl-6-(prop-1-en-1-yl)phenol；2-methyl-6-prop-1-enylphenol
• CAS: 90467-82-6
• 化学式: C₁₀H₁₂O
• 分子量: 148.205
• InChiKey: QXHZECWIBHLKMB-UHFFFAOYSA-N

物化性质

• 熔点：
  41-42 °C
• 沸点：
  113-115 °C(Press: 12 Torr)
• 密度：
  1.021±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  6-methyl-2-(prop-1-enyl)phenol 、 甲醇 在 3 A molecular sieve 双(乙腈)氯化钯(II) 、 氧气 、 copper dichloride 作用下， 反应 6.0h， 生成 syn-2-(1,2-dimethoxypropyl)-6-methylphenol 、 anti-2-(1,2-dimethoxypropyl)-6-methylphenol
  参考文献：
  名称：

  Palladium(II)-Catalyzed Aerobic Dialkoxylation of Styrenes:  A Profound Influence of an o-Phenol

  摘要：

  We report a Pd(II)-catalyzed aerobic dialkoxylation of styrene derivatives that requires an o-phenol. Initial scope and preliminary mechanistic studies are presented in which the o-phenol is proposed to facilitate the formation of a quinone methide intermediate.

  DOI：

  10.1021/ja0579053
• 作为产物：
  描述：

  2-羟基-3-甲基苯甲醛 、 乙基三苯基溴化膦 在 potassium tert-butylate 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 16.0h， 生成 6-methyl-2-(prop-1-enyl)phenol
  参考文献：
  名称：

  Palladium(II)-Catalyzed Enantioselective Aerobic Dialkoxylation of 2-Propenyl Phenols:  A Pronounced Effect of Copper Additives on Enantioselectivity

  摘要：

  A direct O-2-coupled Pd(II)-catalyzed enantioselective dialkoxylation of 2-propenylphenols has been developed by utilizing chiral quinoline oxazoline ligands. A detrimental effect of added copper salts on enantioselectivity was observed which is attributed to the displacement of the chiral ligand off of Pd(II).

  DOI：

  10.1021/ja070263u

文献信息

• Palladium(II)-Catalyzed Enantioselective Aerobic Dialkoxylation of 2-Propenyl Phenols:  A Pronounced Effect of Copper Additives on Enantioselectivity
  作者：Yang Zhang、Matthew S. Sigman

  DOI：10.1021/ja070263u

  日期：2007.3.1

  A direct O-2-coupled Pd(II)-catalyzed enantioselective dialkoxylation of 2-propenylphenols has been developed by utilizing chiral quinoline oxazoline ligands. A detrimental effect of added copper salts on enantioselectivity was observed which is attributed to the displacement of the chiral ligand off of Pd(II).
• Palladium(II)-Catalyzed Aerobic Dialkoxylation of Styrenes:  A Profound Influence of an <i>o</i>-Phenol
  作者：Mitchell J. Schultz、Matthew S. Sigman

  DOI：10.1021/ja0579053

  日期：2006.2.1

  We report a Pd(II)-catalyzed aerobic dialkoxylation of styrene derivatives that requires an o-phenol. Initial scope and preliminary mechanistic studies are presented in which the o-phenol is proposed to facilitate the formation of a quinone methide intermediate.