(+/-)-6-acetoxy-4,4,6-trimethyl-2-cyclohexen-1-one | 374590-09-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (+/-)-6-acetoxy-4,4,6-trimethyl-2-cyclohexen-1-one
• 英文别名: (1,5,5-Trimethyl-2-oxocyclohex-3-en-1-yl) acetate
• CAS: 374590-09-7；875212-81-0
• 化学式: C₁₁H₁₆O₃
• 分子量: 196.246
• InChiKey: QJYZCPNCFQZNCJ-UHFFFAOYSA-N

物化性质

• 沸点：
  258.5±40.0 °C(Predicted)
• 密度：
  1.05±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4,4,6-三甲基环己-2-烯-1-酮 、 manganese triacetate 以 苯 为溶剂， 反应 10.0h， 以78%的产率得到(+/-)-6-acetoxy-4,4,6-trimethyl-2-cyclohexen-1-one
  参考文献：
  名称：

  乙酸锰（III）氧化环状α，β-不饱和酮上的α'-取代基

  摘要：

  描述了用乙酸锰（III）选择性氧化各种2-环戊烯酮，2-环己烯酮和芳族酮衍生物上的叔α'-位置。

  DOI：

  10.1016/s0040-4020(03)01094-9

文献信息

• Manganese(III) acetate based selective oxidation of the tertiary α′-position on various cyclic α,β-unsaturated ketones
  作者：Cihangir Tanyeli、Bengü Sezen、Çigdem İyigün、Olcay Elmalı

  DOI：10.1016/s0040-4039(01)01262-x

  日期：2001.9

  We describe the preliminary results of manganese(III) acetate based selective oxidation of various alpha ' -methyl 2-cyclohexenone and 2-cyclopentenone derivatives to afford the corresponding alpha ' -acetoxy-alpha ' -methyl substituted oxidation products in good yields. (C) 2001 Elsevier Science Ltd. All rights reserved.
• The first enzymatic resolution of quaternary α′-acetoxy α,β-unsaturated cyclohexenones and cyclopentenones
  作者：Cihangir Tanyeli、Fazilet Devrim Özdemirhan、Çiğdem İyigün

  DOI：10.1016/j.tetasy.2005.11.016

  日期：2005.12

  The enantio selective resolution of various quaternary alpha'-acetoxy alpha,beta-unsaturated cyclohexenones and cyclopentenones was performed with the commercially available enzyme CCL in pH = 8.0 phosphate buffer. Various parameters that would affect the enantioselectivities were tested and the best enzymatic resolution conditions were found to afford the enantiomerically enriched quaternary acetoxylated substrates with high ee varying between 36% and 99%. (c) 2005 Elsevier Ltd. All rights reserved.