(4,5-二甲基-4-环己烯-1,2-二基)二[苯基-甲酮 | 6955-51-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: (4,5-二甲基-4-环己烯-1,2-二基)二[苯基-甲酮
• 英文名称: 1,2-dimethyl-4,5-dibenzoylcyclohexene
• 英文别名: (4,5-Dimethylcyclohex-4-ene-1,2-diyl)bis(phenylmethanone)；(6-benzoyl-3,4-dimethylcyclohex-3-en-1-yl)-phenylmethanone
• CAS: 6955-51-7
• 化学式: C₂₂H₂₂O₂
• 分子量: 318.415
• InChiKey: AQRCGRWLZDMDSZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (4,5-二甲基-4-环己烯-1,2-二基)二[苯基-甲酮 在 sodium hydroxide 、 磷酸 、 溴 、 sodium acetate 、 乙酸酐 、 锌 作用下， 以 乙醇 、 溶剂黄146 为溶剂， 生成 5,6-二甲基-1,3-二苯基-2-苯并呋喃
  参考文献：
  名称：

  Photophysical, Electrochemical, and Electrogenerated Chemiluminescent Properties of 9,10-Dimethyl-7,12-diphenylbenzo[k]fluoranthene and 9,10-Dimethylsulfone-7,12-diphenylbenzo[k]fluoranthene

  摘要：

  A newly synthesized light emitting compound 9,10-dimethylsulfone-7,12-diphenylbenzo[k]fluoranthene (DSDPBF) and its synthetic intermediate 9, 10-dimethyl-7,12-diphenylbenzo[k] fluoranthene (DMDPBF) were studied to evaluate how the addition of weak electron donating methyl groups and the subsequent addition of an electron withdrawing sulfone group affect the photophysical and electrochemical properties as well as the rate of radical cation coupling of the parent compound, 7,12-diphenylbenzo[k]fluoranthene (DPBF). Although the photochemical and electrochemical properties of DSDPBF were more similar to the unsubstituted DPBF than to the DMDPBF, there was a substantial decrease in the quantum efficiency upon addition of the electron-rich sulfone group which was not observed upon addition of the methyl groups. On the other hand, the rate of radical cation coupling or dimerization observed upon electrochemical oxidation varied significantly. The addition of the electron donating methyl groups decreased the reactivity of the radical cation resulting in a 40 times slower rate of dimerization than that observed for the unsubstituted benzo[k]fluoranthene, whereas the addition of the electron withdrawing sulfone group to the methyl groups increased the radical cation reactivity resulting in a rate of dimerization that was 3 times faster than the unsubstituted parent compound. As a result, the electrogenerated chemiluininescence emission spectrum obtained from the annihilation reaction between the radical anion and radical cations of DSDPBF was dominated by emission from the dimer at 589 and 621 nm instead of emission from the monomer at ca. 485 nm.

  DOI：

  10.1021/jp012012s
• 作为产物：
  描述：

  2,3-二甲基-1,3-丁二烯 、 反-1,2-二苯酰乙烯 以 乙醇 为溶剂， 生成 (4,5-二甲基-4-环己烯-1,2-二基)二[苯基-甲酮
  参考文献：
  名称：

  Photophysical, Electrochemical, and Electrogenerated Chemiluminescent Properties of 9,10-Dimethyl-7,12-diphenylbenzo[k]fluoranthene and 9,10-Dimethylsulfone-7,12-diphenylbenzo[k]fluoranthene

  摘要：

  A newly synthesized light emitting compound 9,10-dimethylsulfone-7,12-diphenylbenzo[k]fluoranthene (DSDPBF) and its synthetic intermediate 9, 10-dimethyl-7,12-diphenylbenzo[k] fluoranthene (DMDPBF) were studied to evaluate how the addition of weak electron donating methyl groups and the subsequent addition of an electron withdrawing sulfone group affect the photophysical and electrochemical properties as well as the rate of radical cation coupling of the parent compound, 7,12-diphenylbenzo[k]fluoranthene (DPBF). Although the photochemical and electrochemical properties of DSDPBF were more similar to the unsubstituted DPBF than to the DMDPBF, there was a substantial decrease in the quantum efficiency upon addition of the electron-rich sulfone group which was not observed upon addition of the methyl groups. On the other hand, the rate of radical cation coupling or dimerization observed upon electrochemical oxidation varied significantly. The addition of the electron donating methyl groups decreased the reactivity of the radical cation resulting in a 40 times slower rate of dimerization than that observed for the unsubstituted benzo[k]fluoranthene, whereas the addition of the electron withdrawing sulfone group to the methyl groups increased the radical cation reactivity resulting in a rate of dimerization that was 3 times faster than the unsubstituted parent compound. As a result, the electrogenerated chemiluininescence emission spectrum obtained from the annihilation reaction between the radical anion and radical cations of DSDPBF was dominated by emission from the dimer at 589 and 621 nm instead of emission from the monomer at ca. 485 nm.

  DOI：

  10.1021/jp012012s

文献信息

• Pyrrole compounds
  申请人：Adir et Compagnie

  公开号：US06063804A1

  公开（公告）日：2000-05-16

  Compounds of formula (I): ##STR1## wherein: R represents hydrogen, alkyl, optionally-substituted amino, or linear or branched (C.sub.1 -C.sub.6)-acyl, R.sub.1 and R.sub.2, which may be identical or different, each represents independently of the other aryl, heteroaryl, or (C.sub.5 -C.sub.7)-cycloalkyl, or one of those groups optionally substituted, A, together with the atoms in common with the pyrrole, represents saturated or unsaturated, monocyclic or bicyclic (C.sub.3 -C.sub.12)-cycloalkyl, or a saturated heterocycle having 5 to 7 ring members and containing one or two nitrogen, or 7-oxabicyclo[2.2.1]heptane, or one of those groups optionally substituted, their isomers, and also addition salts thereof with a pharmaceutically-acceptable acid or base, pharmaceutical compositions thereof, and use thereof as medicaments.

  化合物的公式(I)：##STR1## 其中： R代表氢、烷基、可选取代的氨基或线性或支链(C.sub.1-C.sub.6)-酰基，R.sub.1和R.sub.2，可以相同也可以不同，分别独立地表示芳基、杂环芳基或(C.sub.5-C.sub.7)-环烷基，或这些基团中的一个可选取代，A与吡咯中共有的原子一起表示饱和或不饱和、单环或双环(C.sub.3-C.sub.12)-环烷基，或含有5到7个环成员并含有一或两个氮的饱和杂环，或7-氧代双环[2.2.1]庚烷，或这些基团中的一个可选取代，它们的异构体以及与药学上可接受的酸或碱的加合物，其制备的制药组合物，以及其作为药物的用途。
• Nouveaux derives de pyrrole leur procédé de preparation et les compositions pharmaceutiques qui les contiennent
  申请人：ADIR ET COMPAGNIE

  公开号：EP0921119A1

  公开（公告）日：1999-06-09

  Composés de formule (I) : dans laquelle : Rreprésente un atome d'hydrogène, un groupement alkyle, un groupement amino éventuellement substitué ou un groupement acyle (C1-C6) linéaire ou ramifié, R1, R2,identiques ou différents, représentent chacun indépendamment l'un de l'autre un groupement aryle, hétéroaryle ou cycloalkyle (C5-C7), chacun de ces groupements pouvant être éventuellement substitué, A,avec les atomes communs du pyrrole, représente un cycloalkyle (C3-C12), monocyclique ou bicyclique, saturé ou insaturé, un hétérocycle saturé de 5 à 7 chaînons contenant un ou deux atomes d'azote ou un oxa-7 bicyclo[2.2.1]heptane, chacun de ces cycles pouvant être éventuellement substitué, leurs isomères ainsi que leurs sels d'addition à un acide ou à une base pharmaceutiquement acceptable. Medicaments.

  式(I)化合物 其中： R 代表氢原子、烷基、任选取代的氨基或直链或支链（C1-C6）酰基、 R1 和 R2（可以相同或不同）各自独立地代表芳基、杂芳基或（C5-C7）环烷基，其中每个基团都有可能被任选取代、 A，连同吡咯的公共原子，代表饱和或不饱和、单环或双环（C3-C12）环烷基、含有一个或两个氮原子的饱和 5 至 7 元杂环或 7-氧杂双环[2.2.1]庚烷，其中每个环都可能被任选取代、 它们的异构体及其与药学上可接受的酸或碱的加成盐。 药物。
• US06114360
  申请人：——

  公开号：——

  公开（公告）日：——
• US6063804A
  申请人：——

  公开号：US6063804A

  公开（公告）日：2000-05-16
• US6114360A
  申请人：——

  公开号：US6114360A

  公开（公告）日：2000-09-05