1,1'-Dimethoxy-4,4,4',4'-tetramethyl[1,1'-bicyclohexyl]-2,2',6,6'-tetron | 478619-06-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,1'-Dimethoxy-4,4,4',4'-tetramethyl[1,1'-bicyclohexyl]-2,2',6,6'-tetron
• 英文别名: bis(4,4-dimethyl-1-methoxy-2,6-cyclohexandione)
• CAS: 478619-06-6
• 化学式: C₁₈H₂₆O₆
• 分子量: 338.401
• InChiKey: HSCCBZGZRYQEPN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.67
• 重原子数：
  24.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  86.74
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  1,1'-Dimethoxy-4,4,4',4'-tetramethyl[1,1'-bicyclohexyl]-2,2',6,6'-tetron 在 三氯化硼 作用下， 以 二氯甲烷 为溶剂， 以20%的产率得到1,1'-Dihydroxy-4,4,4',4'-tetramethyl[1,1'-bicyclohexyl]-2,2',6,6'-tetron
  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：

  2-Methoxydimedon 在 四溴对苯醌 作用下， 以 氯仿 为溶剂， 反应 20.0h， 以89%的产率得到1,1'-Dimethoxy-4,4,4',4'-tetramethyl[1,1'-bicyclohexyl]-2,2',6,6'-tetron
  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

• Catalytic decomposition of 5-diazo-2,2-dimethyl-1,3-dioxane-4,6-dione and its analogs
  作者：V. V. Shevchenko、A. A. Shakhmin、V. A. Nikolaev

  DOI：10.1134/s1070428006110273

  日期：2006.11