8-tert-butyl-2,2-dimethylchromane | 1338778-04-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 8-tert-butyl-2,2-dimethylchromane
• 英文别名: 8-Tert-butyl-2,2-dimethyl-3,4-dihydrochromene
• CAS: 1338778-04-3
• 化学式: C₁₅H₂₂O
• 分子量: 218.339
• InChiKey: VZJPOSCEGBKXCB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2-叔丁基苯酚 、 天然橡胶 在 silver trifluoromethanesulfonate 作用下， 以 1,2-二氯乙烷 为溶剂， 以214 mg的产率得到8-tert-butyl-2,2-dimethylchromane
  参考文献：
  名称：

  Hidden Brønsted Acid Catalysis: Pathways of Accidental or Deliberate Generation of Triflic Acid from Metal Triflates

  摘要：

  The generation of a hidden Bronsted acid as a true catalytic species in hydroalkoxylation reactions from metal precatalysts has been clarified in case studies. The mechanism of triflic acid (CF3SO3H or HOTf) generation starting either from AgOTf in 1,2-dichloroethane (DCE) or from a Cp*RuCl2/AgOTf/phosphane combination in toluene has been elucidated. The deliberate and controlled generation of HOTf from AgOTf and cocatalytic amounts of tert-butyl chloride in the cold or from AgOTf in DCE at elevated temperatures results in a hidden Bronsted acid catalyst useful for mechanistic control experiments or for synthetic applications.

  DOI：

  10.1021/jo201631x