6-Hydroxy-5-methyl-cyclohex-2-enone | 869168-88-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 6-Hydroxy-5-methyl-cyclohex-2-enone
• 英文别名: 6-Hydroxy-5-methylcyclohex-2-en-1-one
• CAS: 869168-88-7
• 化学式: C₇H₁₀O₂
• 分子量: 126.155
• InChiKey: SUFQOISOJLKGDB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1-(methyl)-3-(trimethylsiloxy)-2,4-cyclohexadiene 在 copper(l) chloride 叔丁基过氧化氢 作用下， 生成 6-Hydroxy-5-methyl-cyclohex-2-enone
  参考文献：
  名称：

  THE OXYGENATION OF α-ISOPHORONE AND ITS SILYL ENOL ETHER WITHt-BuOOH IN THE PRESENCE OF METAL CATALYSTS

  摘要：

  用t-BuOOH处理α-异佛尔酮(1)在铂(II)或铜(I)催化剂的存在下，可以选择性地得到酮异佛尔酮(2)。对由1衍生的硅醇醚7进行类似处理，得到6-羟基异佛尔酮8。

  DOI：

  10.1246/cl.1983.1081

文献信息

• THE OXYGENATION OF α-ISOPHORONE AND ITS SILYL ENOL ETHER WITH<i>t</i>-BuOOH IN THE PRESENCE OF METAL CATALYSTS
  作者：Takahiro Hosokawa、Shiro Inui、Shun-Ichi Murahashi

  DOI：10.1246/cl.1983.1081

  日期：1983.7.5

  Treatment of α-isophorone (1) with t-BuOOH in the presence of palladium(II) or copper(I) catalyst gives ketoisophorone (2) selectively. A similar treatment of silyl enol ether 7 derived from 1 affords 6-hydroxylisophorone 8.

  用t-BuOOH处理α-异佛尔酮(1)在铂(II)或铜(I)催化剂的存在下，可以选择性地得到酮异佛尔酮(2)。对由1衍生的硅醇醚7进行类似处理，得到6-羟基异佛尔酮8。
• Preparation of 1,4-hydrobenzoquinones by the PCC/SiO2-promoted double oxidation of 3-cyclohexene-1,2-diols
  作者：Hee Jin Kim、Sangho Koo

  DOI：10.1039/b511067j

  日期：——

  The PCC/SiO2-promoted double oxidation of 3-cyclohexene-1,2-diols, which were easily prepared by the two-step sequence of α′-hydroxylation of various conjugated cyclohexenones and the subsequent nucleophilic carbonyl addition of alkyl anions, produced diversely substituted 1,4-hydrobenzoquinones.

  PCC/SiO2催化的3-环己烯-1,2-二醇的双重氧化反应，经过两步反应序列轻松制备而成：首先是对各种共轭环己烯酮的α'-羟基化，随后是烷基阴离子的亲核碳基添加反应，最终生成了多种取代的1,4-氢苯醌。
• IWATA, CHUZO;TAKEMOTO, YOSHIJI;NAKAMURA, AYATSUGU;IMANISHI, TAKESHI, TETRAHEDRON LETT., 1985, 26, N 27, 3227-3230
  作者：IWATA, CHUZO、TAKEMOTO, YOSHIJI、NAKAMURA, AYATSUGU、IMANISHI, TAKESHI

  DOI：——

  日期：——
• Oxidation of 2-trimethylsilyloxy-1,3-dienes with triphenyl phosphite ozonide. A regioselective α′-hydroxylation of α,β-unsaturated ketones
  作者：Chuzo Iwata、Yoshiji Takemoto、Ayatsugu Nakamura、Takeshi Imanishi

  DOI：10.1016/s0040-4039(00)98158-9

  日期：1985.1

  The present work deals with a novel method for the introduction of hydroxyl group to the α′-carbon of α,β-unsaturated ketones using triphenyl phosphite ozonide.

  本工作涉及一种使用亚磷酸三苯酯将羟基引入α，β-不饱和酮的α'-碳的新方法。