6,7-dimetil-5,8-dihidro-1,4-naftohidroquinona | 7475-96-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 6,7-dimetil-5,8-dihidro-1,4-naftohidroquinona
• 英文别名: 6,7-dimethyl-5,8-dihydronaphthalene-1,4-diol；6,7-Dimethyl-5,8-dihydro-naphtho-1,4-hydrochinon；6,7-Dimethyl-5,8-dihydro-naphthalin-1,4-diol；2.3-Dimethyl-1.4-dihydro-naphthalindiol-(5.8)
• CAS: 7475-96-9
• 化学式: C₁₂H₁₄O₂
• 分子量: 190.242
• InChiKey: JVVDSVZRKMEJCJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  6,7-dimetil-5,8-dihidro-1,4-naftohidroquinona 在 chromium(VI) oxide 、 溶剂黄146 作用下， 生成 二甲基-1,4-萘醌
  参考文献：
  名称：

  Synthesis of Quinones Related to Vitamins K₁ and K₂

  摘要：

  DOI：

  10.1021/ja01877a068
• 作为产物：
  描述：

  8,9-dimethylbicyclo<4.4.O>deca-3,8-diene-2,5-dione 生成 6,7-dimetil-5,8-dihidro-1,4-naftohidroquinona
  参考文献：
  名称：

  300. 2：3-二甲基-1：3-丁二烯与对苯醌的缩合

  摘要：

  DOI：

  10.1039/jr9480001499

文献信息

• Formation of Arenesvia Diallylarenes: Strategic Utilization of Suzuki–Miyaura Cross-Coupling, Claisen Rearrangement and Ring-Closing Metathesis
  作者：Sambasivarao Kotha、Vrajesh R. Shah、Kalyaneswar Mandal

  DOI：10.1002/adsc.200600469

  日期：2007.5.7

  benzoannulation are reported. The first strategy is based on the Suzuki–Miyaura cross-coupling reaction. To this end, various ortho-diallylbenzene derivatives were prepared from the corrresponding diiodo derivatives by an allylation strategy using an allylboronate as coupling partner. These diallyl derivatives were subjected to a ring-closing metathesis (RCM) and one-pot dichlorodicyanoquinone (DDQ) oxidation

  报道了两种新的苯并环合合成策略。第一个策略是基于Suzuki-Miyaura交叉耦合反应。为此，使用烯丙基硼酸酯作为偶联伙伴，通过烯丙基化策略从相应的二碘代衍生物制备了各种邻二烯丙基苯衍生物。对这些二烯丙基衍生物进行闭环复分解（RCM）和一锅法二氯二氰基醌（DDQ）氧化，以生成2-取代的萘。在第二种策略中，使用双重Claisen重排和RCM协议作为关键步骤，以生成高度官能化的苯并苯基醌衍生物。
• Synthesis of cage [4.4.2]propellanes and $${D_{3}}$$ D 3 -trishomocubanes bearing spiro linkage
  作者：Sambasivarao Kotha、Subba Rao Cheekatla

  DOI：10.1007/s12039-018-1569-2

  日期：2018.12

  AbstractThe synthesis of substituted cage [4.4.2]propellanes and \(D_3}\)-trishomocubanes bearing spiro linkage have been assembled with the aid of Diels–Alder reaction and ring-rearrangement as key steps. Here, readily available 1,4-hydroquinone, isoprene, spiro[2.4]hepta-4,6-diene and spiro[4.4]nona-1,3-diene were used as starting materials. The unusual rearrangement of cage propellanes with zinc/acetic

  摘要借助于狄尔斯-阿尔德反应和环重排作为关键步骤，已组装了带有螺环的取代笼型[4.4.2]螺旋桨和\（D_ 3} \）-三气单胞菌的合成。在此，将容易获得的1，4-氢醌，异戊二烯，螺[2.4]庚-4,6-二烯和螺[4.4]壬娜-1,3-二烯用作起始原料。笼状螺旋桨与锌/乙酸的异常重排产生了（D_ 3} \）-三气单胞菌，收率很高。 图形概要通过Diels-Alder反应（DA），[2 + 2]光环加成和酸促进的重排，已经组装了数个笼子[4.4.2]螺旋桨和\（D_ 3} \）-三气单胞菌。在酸催化反应过程中，在笼[4.4.2]丙炔骨架中观察到环重排。重排方法为构建不寻常的多环化合物提供了新的机会。
• Arylation of chloroanthraquinones by surprisingly facile Suzuki–Miyaura cross-coupling reactions
  作者：Thies Thiemann、Yasuko Tanaka、Jesus Iniesta、H. Tresa Varghese、C. Yohannan Pannicker

  DOI：10.3184/030823409x12586584303880

  日期：2009.12

  Chloroanthraquinones were found to undergo facile Suzuki–cross coupling with substituted phenyl boronic acids using a commercial catalyst Pd(PPh₃)₄ and with Pd(PPh₃)₄ prepared in situ from Pd(PPh₃)₂Cl₂ and PPh₃.

  研究发现，使用商用催化剂 Pd(PPh3)4 以及由 Pd(PPh3)2Cl2 和 PPh3 原位制备的 Pd(PPh3)4，氯蒽醌可与取代的苯基硼酸发生简单的铃木交叉偶联。
• Brominated Thiophenes as Precursors in the Preparation of Brominated and Arylated Anthraquinones
  作者：Thies Thiemann、Yasuko Tanaka、Jesus Iniesta

  DOI：10.3390/molecules14031013

  日期：——

  Brominated anthraquinones can be synthesized directly from bromothiophenes when these are reacted with 1,4-naphthoquinones in the presence of meta-chloroperoxy-benzoic acid. The bromoanthraquinones are versatile building blocks in the preparation of arylated anthraquinones and of extended π-systems with interspersed anthraquinone units.

  当溴噻吩与 1,4-萘醌在间氯过氧苯甲酸存在下反应时，可以直接合成溴化蒽醌。溴蒽醌是制备芳基蒽醌和具有散布蒽醌单元的扩展 π 系统的通用构件。
• Regioselective Cyclopolymerization of 1,7-Octadiynes
  作者：Stefan Naumann、Jörg Unold、Wolfgang Frey、Michael R. Buchmeiser

  DOI：10.1021/ma201749n

  日期：2011.11.8

  The regioselective cyclopolymerization of two structurally different 1,7-octadiynes, i.e. of 1,4-dihexyloxy-2,3-dipropargylbenzene (M1) and (R,R)/(S,S)-4,5-bis(trimethylsilyloxy)-1,7-octadiyne (M2) has been achieved with the modified Grubbs-Hoveyda-type metathesis initiator Ru(NCO)(2) (IMesH(2))(=CH-(2-(2-PrO)C6H4)) (I1, IMesH(2) = 1,3-dimesitylimidazolidin-2-ylidene) and with a series of Schrock initiators in the presence of quinuclidine, yielding conjugated polymers consisting virtually exclusively of 1,2-cyclohex-1-enylenvinylene units. In contrast to I1, Mo(N-2,6-(2-Pr)(2)C6H3) (CHCMe2Ph)(OCHMe2)(2) (I3) allows for establishing a living polymerization with M2 in the presence of quinuclidine. The structure of the polymers, which represent highly soluble and stable poly(acetylene) analogues, Was confirmed by comparing the C-13 NMR shifts of model compounds with those of the corresponding polymer. Poly(ene)s that are virtually solely based on six-membered repeat units show a bathochromic shift in UV-absorption compared to poly(ene)s based on six- and seven-membered rings.