2-(2-Hydroxy-adamantan-2-yl)-2-phenyl-benzo[1,3]dioxol-5-ol | 201151-81-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并间二氧杂环戊烯类
• 英文名称: 2-(2-Hydroxy-adamantan-2-yl)-2-phenyl-benzo[1,3]dioxol-5-ol
• 英文别名: 2-(2-Hydroxy-2-adamantyl)-2-phenyl-1,3-benzodioxol-5-ol
• CAS: 201151-81-7
• 化学式: C₂₃H₂₄O₄
• 分子量: 364.441
• InChiKey: UQLLUFBJCMVDJJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  27
• 可旋转键数：
  2
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  58.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(2-Hydroxy-adamantan-2-yl)-2-phenyl-benzo[1,3]dioxol-5-ol 在 水 、 氢气 作用下， 以 丙酮 为溶剂， 生成 (2-羟基金刚烷-2-基)(苯基)甲酮
  参考文献：
  名称：

  F−-Induced decomposition of 3-[(3-tert-butyldimethylsiloxy)phennoxy]-3-phenyl-1,2-dioxetanes without CC bond cleavage of the dioxetane ring

  摘要：

  F--induced decomposition of 3-[3-(tert-butyldimethylsiloxy)phenoxy]-3-phenyl-1,2-dioxetane (5c) yielded an intramolecular redox product (7b), whereas 3-phenoxy-3-(3-siloxyphenyl)-1,2-dioxetane (3) gave normal carbonyl fragments with intense light emission. An isomer (5a) gave Light with normal decomposition by CIEEL, though the major process was one to yield an acyloin (7a). (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)10359-8
• 作为产物：
  描述：

  Tert-butyl-dimethyl-[3-(3'-phenylspiro[adamantane-2,4'-dioxetane]-3'-yl)oxyphenoxy]silane 在 四丁基氟化铵 作用下， 以 二甲基亚砜 为溶剂， 反应 2.0h， 以85%的产率得到2-(2-Hydroxy-adamantan-2-yl)-2-phenyl-benzo[1,3]dioxol-5-ol
  参考文献：
  名称：

  F−-Induced decomposition of 3-[(3-tert-butyldimethylsiloxy)phennoxy]-3-phenyl-1,2-dioxetanes without CC bond cleavage of the dioxetane ring

  摘要：

  F--induced decomposition of 3-[3-(tert-butyldimethylsiloxy)phenoxy]-3-phenyl-1,2-dioxetane (5c) yielded an intramolecular redox product (7b), whereas 3-phenoxy-3-(3-siloxyphenyl)-1,2-dioxetane (3) gave normal carbonyl fragments with intense light emission. An isomer (5a) gave Light with normal decomposition by CIEEL, though the major process was one to yield an acyloin (7a). (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)10359-8

文献信息

• F−-Induced decomposition of 3-[(3-tert-butyldimethylsiloxy)phennoxy]-3-phenyl-1,2-dioxetanes without CC bond cleavage of the dioxetane ring
  作者：Masakatsu Matsumoto、Mitsunori Azami

  DOI：10.1016/s0040-4039(97)10359-8

  日期：1997.12

  F--induced decomposition of 3-[3-(tert-butyldimethylsiloxy)phenoxy]-3-phenyl-1,2-dioxetane (5c) yielded an intramolecular redox product (7b), whereas 3-phenoxy-3-(3-siloxyphenyl)-1,2-dioxetane (3) gave normal carbonyl fragments with intense light emission. An isomer (5a) gave Light with normal decomposition by CIEEL, though the major process was one to yield an acyloin (7a). (C) 1997 Elsevier Science Ltd.