2,2-dimethyl-6-<(2-bromo-5-hydroxy-1,4-dioxonaphth-3-yl)methyl>-1,3-dioxen-4-one | 130573-48-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2,2-dimethyl-6-<(2-bromo-5-hydroxy-1,4-dioxonaphth-3-yl)methyl>-1,3-dioxen-4-one
• 英文别名: 2-Bromo-3-[(2,2-dimethyl-6-oxo-1,3-dioxin-4-yl)methyl]-5-hydroxynaphthalene-1,4-dione
• CAS: 130573-48-7
• 化学式: C₁₇H₁₃BrO₆
• 分子量: 393.191
• InChiKey: CLAOESSPTFSTBF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  89.9
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2,2,6-三甲基-4H-1,3-二英-4-酮 在 盐酸 作用下， 反应 14.0h， 生成 2,2-dimethyl-6-<(2-bromo-5-hydroxy-1,4-dioxonaphth-3-yl)methyl>-1,3-dioxen-4-one
  参考文献：
  名称：

  The formal oxidative addition of electron-rich transoid dienes to bromonaphthoquinones

  摘要：

  This work established the idea that a halogen atom, such as bromine, will act as a control element in the regiospecific formation of a new carbon-carbon bond. The addition of the electron-rich end of a transoid diene to a bromojuglone derivative occurred exclusively at the unsubstituted carbon of the quinone. Thus, 2,2-dimethyl-4-methoxy-6-methylene-1,3-dioxa-2-sila-4-cyclohexene (3) and either 2- or 3-bromo-5-hydroxy-1,4-naphthoquinone (1 or 2) afforded the adducts 19 or 20 in 57% or 71% yield. Similarly, 2,2-dimethyl-6-methylene-4-(trimethylsiloxy)-1,3-diox-4-ene (4) and 1 gave 21 in 77% yield.

  DOI：

  10.1021/jo00001a020

文献信息

• GRUNWELL, JOHN R.;KARIPIDES, ANASTAS;WIGAL, CARL T.;HEINZMAN, STEPHEN W.;+, J. ORG. CHEM., 56,(1991) N, C. 91-95
  作者：GRUNWELL, JOHN R.、KARIPIDES, ANASTAS、WIGAL, CARL T.、HEINZMAN, STEPHEN W.、+

  DOI：——

  日期：——