2,4,6-trihydroxy-3,5-dimethylbenzaldehyde | 13383-64-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 2,4,6-trihydroxy-3,5-dimethylbenzaldehyde
• 英文别名: 2,4,6-trihydroxy-3,5-dimethyl-benzaldehyde；2,4,6-Trihydroxy-3,5-dimethyl-benzaldehyd；3,5-Dimethylphloroglucinaldehyd；2,4,6-Trihydroxy-3,5-dimethylbenzaldehyde
• CAS: 13383-64-7
• 化学式: C₉H₁₀O₄
• 分子量: 182.176
• InChiKey: LKMZMJIHTPUSSL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  77.8
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,4,6-trihydroxy-3,5-dimethylbenzaldehyde 生成 2,4,6-trihydroxy-3,5-dimethyl-benzaldehyde-oxime
  参考文献：
  名称：

  Freudenberg; Alonso de Lama, Justus Liebigs Annalen der Chemie, 1958, vol. 612, p. 78,88

  摘要：

  DOI：
• 作为产物：
  描述：

  2,4-二甲酰基间苯三酚 在 盐酸 、 草酰氯 、 mercury dichloride 、 锌 作用下， 以 1,4-二氧六环 、 水 、 乙腈 为溶剂， 反应 2.5h， 生成 2,4,6-trihydroxy-3,5-dimethylbenzaldehyde
  参考文献：
  名称：

  Tandem Chloropalladation/Cyclization and Dearomative Cyclization toward Functionalized Tricyclic Bridged [3.2.1] Skeleton Compounds

  摘要：

  A palladium-catalyzed tandem reaction is reported that involves chloropalladation/cyclization and dearomative cyclization to construct a tricyclic bridged [3.2.1] carbocyclic-skeleton and oxa- and aza-skeletons. In this domino process, a level of ring strain and other competitive reactions, Le, protonolysis, beta-hydride elimination, and chlorination of the C-Pd bond, were suppressed to the lowest level under mild reaction conditions.

  DOI：

  10.1021/acs.orglett.5b02076

文献信息

• Riedl et al., Chemische Berichte, 1956, vol. 89, p. 1849,1854
  作者：Riedl et al.

  DOI：——

  日期：——
• Herzig; Wenzel; Kerenyi, Monatshefte fur Chemie, 1903, vol. 24, p. 878
  作者：Herzig、Wenzel、Kerenyi

  DOI：——

  日期：——
• Freudenberg; Alonso de Lama, Justus Liebigs Annalen der Chemie, 1958, vol. 612, p. 78,88
  作者：Freudenberg、Alonso de Lama

  DOI：——

  日期：——
• Tandem Chloropalladation/Cyclization and Dearomative Cyclization toward Functionalized Tricyclic Bridged [3.2.1] Skeleton Compounds
  作者：Yi Dong、Nana Du、Xueyuan Li、Litao Zheng、Gang Liu

  DOI：10.1021/acs.orglett.5b02076

  日期：2015.8.21

  A palladium-catalyzed tandem reaction is reported that involves chloropalladation/cyclization and dearomative cyclization to construct a tricyclic bridged [3.2.1] carbocyclic-skeleton and oxa- and aza-skeletons. In this domino process, a level of ring strain and other competitive reactions, Le, protonolysis, beta-hydride elimination, and chlorination of the C-Pd bond, were suppressed to the lowest level under mild reaction conditions.