3-Hydroxy-2-methoxycyclohex-2-en-1-on | 105872-31-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-Hydroxy-2-methoxycyclohex-2-en-1-on
• 英文别名: 3-hydroxy-2-methoxy-cyclohex-2-enone；3-Hydroxy-2-methoxy-cyclohex-2-enon；2-Cyclohexen-1-one, 3-hydroxy-2-methoxy-；3-hydroxy-2-methoxycyclohex-2-en-1-one
• CAS: 105872-31-9
• 化学式: C₇H₁₀O₃
• 分子量: 142.155
• InChiKey: BXOPNWFCILRVCR-UHFFFAOYSA-N

物化性质

• 沸点：
  266.5±40.0 °C(Predicted)
• 密度：
  1.18±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 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：

  3-Hydroxy-2-methoxycyclohex-2-en-1-on 、 Spiro<5.5>undecan-2,3,4-trion 以 二氯甲烷 为溶剂， 以52%的产率得到3-hydroxy-3-(1-methoxy-2,6-dioxocyclohexyl)spiro[5.5]undecan-2,4-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：

  3-morpholin-4-yl-cyclohex-2-enone 生成 3-Hydroxy-2-methoxycyclohex-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

• Mayer et al., Chemische Berichte, 1955, vol. 88, p. 316,327
  作者：Mayer et al.

  DOI：——

  日期：——
• ULTRA VIOLET AGENTS
  申请人：AUSTRALIAN INSTITUTE OF MARINE SCIENCE

  公开号：EP0196328A1

  公开（公告）日：1986-10-08
• TOPICAL FORMULATIONS FOR UV PROTECTION
  申请人：TOPGENIX, INC.

  公开号：US20170119641A1

  公开（公告）日：2017-05-04

  Novel compounds having a two-armed cyclic structure are described. These novel compounds absorb both ultraviolet (UV)-A and UV-B radiation and are formulated with pharmaceutically acceptable excipients to generate a topical composition which is photoprotective when applied to the skin of a subject. Methods for measuring the photoprotective properties of the novel compounds are described as are methods of protecting against sunburn or sun damage through the application of the topical compositions formulated as described.
• [EN] ULTRA VIOLET AGENTS
  申请人：AUSTRALIAN INSTITUTE OF MARINE SCIENCE

  公开号：WO1986002350A1

  公开（公告）日：1986-04-24

  (EN) A new and useful class of ultra light absorbing compounds and their use in sunscreen compositions and the protection of paint films and plastics materials from solar degradation. In particular the compounds possess a novel UV absorbing chromophore of structure (I). It has been found that the oxygen substituent at the 2 position is essential to the invention. Preferred compounds of the invention have formulae (I) or (II), wherein R1 is selected from hydrogen, alkyl or alkenyl; NR2 is an amino group or a secondary or tertiary amine moiety in which the N atom bears either one or two unsubstituted or substituted alkyl, aryl or alkenyl groups which may be the same or different when two are present; R is a moiety selected from alkyl, substituted alkyl, hydroxyl, carboxylic acid, ester or ether at positions 4, 5 or 6 on the ring; n is 0-4.(FR) Cette invention concerne un nouveau type, très utile, de composés absorbant la lumière ultra-violette et leur utilisation dans des compositions de protection contre le soleil et de protection de films de peinture et de matières plastiques contre des dégradations provoquées par le soleil. Les composés comprennent en particulier un chromophore nouveau absorbant des UV ayant la structure (I). Il s'est révélé que l'oxygène substituant à la position 2 est essentiel pour l'invention. Des composés préférés ont les formules (I) ou (II) dans lequelles R1 est sélectionné parmi l'hydrogène, l'alcoyle ou l'alkényle; NR1 est un groupe amine ou une moitié amine secondaire ou tertiaire dans laquelle l'atome N porte un ou deux groupes alcoyle, aryle ou alkényle substitués ou non substitués, pouvant être identiques ou différents quand il y en a deux; R est une moitié sélectionnée parmi alcoyle, alcoyle substitué, hydroxyle, acide, ester ou éther carboxylique aux positions 4, 5 ou 6 sur la chaîne; n est compris entre 0 et 4.
• 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