2,3-双(苯基甲基)-1,4-萘二酮 | 52711-63-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: 2,3-双(苯基甲基)-1,4-萘二酮
• 英文名称: 2,3-dibenzyl-1,4-naphthoquinone
• 英文别名: dibenzylnaphthoquinone；2,3-Dibenzyl-1,4-naphthochinon；2,3-Dibenzyl-1,4-naphthoquinon；1,4-Naphthalenedione, 2,3-bis(phenylmethyl)-；2,3-dibenzylnaphthalene-1,4-dione
• CAS: 52711-63-4
• 化学式: C₂₄H₁₈O₂
• 分子量: 338.406
• InChiKey: GDDVVTWFLBWBRQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1,4-萘醌 以 水 、 乙腈 为溶剂， 生成 2,3-双(苯基甲基)-1,4-萘二酮
  参考文献：
  名称：

  Sharma,S.C.; Torssell,K., Acta chemica Scandinavica. Series B: Organic chemistry and biochemistry, 1978, vol. 32, p. 347 - 353

  摘要：

  DOI：

文献信息

• Metal-free oxidative cross-dehydrogenative coupling of quinones with benzylic C(sp³)–H bonds
  作者：Yu Dong、Jian Yang、Shuai He、Zhi-Chuan Shi、Yu Wang、Xiao-Mei Zhang、Ji-Yu Wang

  DOI：10.1039/c9ra05678e

  日期：——

  A metal-free cross-dehydrogenative coupling of quinones with toluene derivatives has been established. A series of quinones were subjected to reaction with toluene derivatives in the presence of di-tertbutyl peroxide (DTBP) for direct synthesis of benzylquinones. The method exhibits good functional group tolerance, and desired products were obtained in moderate to good yields. Meanwhile, a radical

  已经建立了醌与甲苯衍生物的无金属交叉脱氢偶联。在过氧化二叔丁基（DTBP）存在下，一系列醌与甲苯衍生物发生反应，直接合成苄基醌。该方法表现出良好的官能团耐受性，并以中等至良好的收率获得所需产物。同时，提出了一种自由基途径来描述醌与甲苯衍生物的交叉脱氢偶联。
• A new synthetic route to substituted quinones by radical-mediated coupling of organotellurium compounds with quinones
  作者：Shigeru Yamago、Masahiro Hashidume、Jun-ichi Yoshida

  DOI：10.1016/s0040-4020(02)00784-6

  日期：2002.8

  Carbon-centered radicals generated from the corresponding organotellurium compounds react with a variety of quinones under photo-thermal conditions to give the monoaddition product in moderate to excellent yield. The reaction can be used for the synthesis of polyprenyl quinoid natural products and C-glycosides.

  由相应的有机碲化合物产生的以碳为中心的自由基在光热条件下与各种醌反应，以中等至极好的收率得到单加成产物。该反应可用于合成聚异戊二烯基醌类天然产物和C-糖苷。
• Enantioselective epoxidation of 2-substituted 1,4-naphthoquinones using gem-dihydroperoxides
  作者：Alexander Bunge、Hans-Jürgen Hamann、Eve McCalmont、Jürgen Liebscher

  DOI：10.1016/j.tetlet.2009.05.096

  日期：2009.8

  New gem-dihydroperoxides were successfully used for DBU-promoted enantioselective epoxidation of 2-substituted 1,4-naphtlloquinones. The corresponding 1,4-naphthoquinone epoxides were obtained in yields up to 97% and ee's up to 82%. (C) 2009 Elsevier Ltd. All rights reserved.
• Sharma,S.C.; Torssell,K., Acta chemica Scandinavica. Series B: Organic chemistry and biochemistry, 1978, vol. 32, p. 347 - 353
  作者：Sharma,S.C.、Torssell,K.

  DOI：——

  日期：——