2-isopropyl-2-methylcyclohexane-1,3-dione | 123130-63-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-isopropyl-2-methylcyclohexane-1,3-dione
• 英文别名: 2-Isopropyl-2-methyl-1,3-cyclohexanedione；2-methyl-2-propan-2-ylcyclohexane-1,3-dione
• CAS: 123130-63-2
• 化学式: C₁₀H₁₆O₂
• 分子量: 168.236
• InChiKey: OQAZCRIXULFWHO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (E)-3-(2,2-dimethylhydrazono)-2-isopropyl-2-methylcyclohexan-1-one 在 Oxone 作用下， 以 水 、 丙酮 为溶剂， 反应 2.0h， 以65%的产率得到2-isopropyl-2-methylcyclohexane-1,3-dione
  参考文献：
  名称：

  A Scalable Protocol for the Regioselective Alkylation of 2-Methylcyclohexane-1,3-dione with Unactivated sp3 Electrophiles

  摘要：

  A method for the C-selective alkylation of 2-methylcyclohexane-1,3-dione with unactivated sp(3) electrophiles is accomplished via alkylation and subsequent deprotection of the derived ketodimethyl hydrazones. The present method provides a high-yielding entry to dialkyl cycloalkanones that cannot be accessed via direct alkylation of 2-methylcyclohexane-1,3-dione. The title reaction may be useful in the scalable preparation of terpene and steroidal building blocks in the arena of natural product synthesis.

  DOI：

  10.1055/s-0035-1560186

文献信息

• A re-examination of the acid-catalysed reaction of ketals with 1,2-bis(trimethylsiloxy)cyclopentene
  作者：Yong-Jin Wu、D.Jean Burnell

  DOI：10.1016/s0040-4039(01)80348-8

  日期：1989.1
• WU, YONG-JIN;BURNELL, D. JEAN, TETRAHEDRON LETT., 30,(1989) N, C. 1021-1024
  作者：WU, YONG-JIN、BURNELL, D. JEAN

  DOI：——

  日期：——
• A Scalable Protocol for the Regioselective Alkylation of 2-Methylcyclohexane-1,3-dione with Unactivated sp3 Electrophiles
  作者：Jeffrey Johnson、Robert Sharpe、Maribel Portillo、Robert Vélez

  DOI：10.1055/s-0035-1560186

  日期：——

  A method for the C-selective alkylation of 2-methylcyclohexane-1,3-dione with unactivated sp(3) electrophiles is accomplished via alkylation and subsequent deprotection of the derived ketodimethyl hydrazones. The present method provides a high-yielding entry to dialkyl cycloalkanones that cannot be accessed via direct alkylation of 2-methylcyclohexane-1,3-dione. The title reaction may be useful in the scalable preparation of terpene and steroidal building blocks in the arena of natural product synthesis.