3-Hydroxy-2-methoxy-5-methylcyclohex-2-en-1-on | 478618-95-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-Hydroxy-2-methoxy-5-methylcyclohex-2-en-1-on
• 英文别名: 2-Cyclohexen-1-one, 3-hydroxy-2-methoxy-5-methyl-；3-hydroxy-2-methoxy-5-methylcyclohex-2-en-1-one
• CAS: 478618-95-0
• 化学式: C₈H₁₂O₃
• mdl: MFCD18813717
• 分子量: 156.181
• InChiKey: USWCVLOAAOAULE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.625
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5,5-dimethyl-cyclohexane-1,2,3-trione 、 3-Hydroxy-2-methoxy-5-methylcyclohex-2-en-1-on 以 二氯甲烷 为溶剂， 以39%的产率得到2-hydroxy-2-(1-methoxy-4-methyl-2,6-dioxocyclohexyl)-5,5-dimethylcyclohexan-1,3-dion
  参考文献：
  名称：

  Chemie freier cyclischer vicinaler Tricarbonyl-Verbindungen (‘1,2,3-Trione') Teil 2. Redox-Reaktionen von 1,2,3-Trionen mit En-1,2-diolen (‘Reduktonen'), 2-Alkoxy-en-1-olen, En-1,2-diaminen und verwandten Spezies Für Teil 1, s. [1].

  摘要：

  Chemistry of Free Cyclic Vicinal Tricarbonyl Compounds ('1,2,3-Triones'). Part 2. Redox Reactions of 1,2,3-Triones with Ene-1,2-diols ('Reductones'), 2-Alkoxy-en-1-ols, Ene-1,2-diamines, and Related SpeciesMidstanding carbonyl groups of cyclic 1,2,3-triones 4 possess outstanding electrophilic (elcctron-pair accepting) as well as oxidizing (one-electron accepting) properties. Their reactions with selected electron-rich C C bonds as efficient nucleophiles (AN reactions) and as efficient reducing agents (SET (single electron transfer) reactions) are studied. In a few cases, short-lived charge-transfer colors could be observed. Particularly, free didehydro-5,6-0-isopropyliden-L-ascorbic acid (4g), its 0,C-adduct 8g to 5,6-O-isopropylidene-(L)-ascorbic acid (1g), and - via an independent pathway - the ostensible C,C-dimer 10a of mono-dehydrodimedone reductone were prepared. Intermediate radical anions 4- can be considered to be ideal representatives of dicapto-dative radicals. Novel large-scale syntheses of 3,4-dihydroxyfuran-2(5H)-one (1e) and of its vicinal trione 4e are presented.

  DOI：

  10.1002/1522-2675(200205)85:5<1295::aid-hlca1295>3.0.co;2-k
• 作为产物：
  描述：

  5-甲基环己烷-1,3-二酮 生成 3-Hydroxy-2-methoxy-5-methylcyclohex-2-en-1-on
  参考文献：
  名称：

  Chemie freier cyclischer vicinaler Tricarbonyl-Verbindungen (‘1,2,3-Trione') Teil 2. Redox-Reaktionen von 1,2,3-Trionen mit En-1,2-diolen (‘Reduktonen'), 2-Alkoxy-en-1-olen, En-1,2-diaminen und verwandten Spezies Für Teil 1, s. [1].

  摘要：

  Chemistry of Free Cyclic Vicinal Tricarbonyl Compounds ('1,2,3-Triones'). Part 2. Redox Reactions of 1,2,3-Triones with Ene-1,2-diols ('Reductones'), 2-Alkoxy-en-1-ols, Ene-1,2-diamines, and Related SpeciesMidstanding carbonyl groups of cyclic 1,2,3-triones 4 possess outstanding electrophilic (elcctron-pair accepting) as well as oxidizing (one-electron accepting) properties. Their reactions with selected electron-rich C C bonds as efficient nucleophiles (AN reactions) and as efficient reducing agents (SET (single electron transfer) reactions) are studied. In a few cases, short-lived charge-transfer colors could be observed. Particularly, free didehydro-5,6-0-isopropyliden-L-ascorbic acid (4g), its 0,C-adduct 8g to 5,6-O-isopropylidene-(L)-ascorbic acid (1g), and - via an independent pathway - the ostensible C,C-dimer 10a of mono-dehydrodimedone reductone were prepared. Intermediate radical anions 4- can be considered to be ideal representatives of dicapto-dative radicals. Novel large-scale syntheses of 3,4-dihydroxyfuran-2(5H)-one (1e) and of its vicinal trione 4e are presented.

  DOI：

  10.1002/1522-2675(200205)85:5<1295::aid-hlca1295>3.0.co;2-k

文献信息

• Chemie freier cyclischer vicinaler Tricarbonyl-Verbindungen (‘1,2,3-Trione') Teil 2. Redox-Reaktionen von 1,2,3-Trionen mit En-1,2-diolen (‘Reduktonen'), 2-Alkoxy-en-1-olen, En-1,2-diaminen und verwandten Spezies Für Teil 1, s. [1].
  作者：Kurt Schank、Günter Bouillon、Michael Fünfrocken、Carlo Lick、Robert Lieder

  DOI：10.1002/1522-2675(200205)85:5<1295::aid-hlca1295>3.0.co;2-k

  日期：2002.5

  Chemistry of Free Cyclic Vicinal Tricarbonyl Compounds (‘1,2,3-Triones'). Part 2. Redox Reactions of 1,2,3-Triones with Ene-1,2-diols (‘Reductones'), 2-Alkoxy-en-1-ols, Ene-1,2-diamines, and Related Species. Midstanding carbonyl groups of cyclic 1,2,3-triones 4 possess outstanding electrophilic (electron-pair accepting) as well as oxidizing (one-electron accepting) properties. Their reactions with