3,5-环己二烯-1,2-二酮,3-(1,1-二甲基乙基)-6-丙基-(9CI) | 168331-79-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 中文名称: 3,5-环己二烯-1,2-二酮,3-(1,1-二甲基乙基)-6-丙基-(9CI)
• 英文名称: 3-propyl-6-tert-butyl-o-benzoquinone
• 英文别名: 3-Tert-butyl-6-propylcyclohexa-3,5-diene-1,2-dione
• CAS: 168331-79-1
• 化学式: C₁₃H₁₈O₂
• 分子量: 206.285
• InChiKey: FOLDHEOCNGXXFV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.54
• 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：

  3,5-环己二烯-1,2-二酮,3-(1,1-二甲基乙基)-6-丙基-(9CI) 在 KU-2-8 cation-exchange resin 、 硫酸 、 氢化钾 、 potassium hexacyanoferrate(III) 作用下， 以 四氢呋喃 、 乙醚 、 丙酮 为溶剂， 反应 24.0h， 生成 5,5'-Di-tert-butyl-2,2'-dipropyl-bicyclohexyl-1,5,1',5'-tetraene-3,4,3',4'-tetraone
  参考文献：
  名称：

  New sterically hindered di-o-quinones of the biphenyl series

  摘要：

  New di-o-quinones of the biphenyl series, namely, 2,2'-dialkyl-5,5'-di-tert-butylbiphenyl-3,4,3',4'-diquinones, were synthesized. Their structures were established by IR and NMR spectroscopy. The molecular structure of 2,2'-dimethyl-5,5'-di-tert-butylbiphenyl-3,4,3',4'-diquinone was established by X-ray structural analysis. The structure is characterized by orthogonal (the torsion angle is 82.9 degrees) mutual arrangement of o-benzoquinone fragments. ESR studies demonstrated that chemical reduction of diquinone proceeds in four one-electron stages to form paramagnetic mono- and trianions as intermediates. Quinopyrocatechols, which are intermediates in the synthesis of di-o-quinones, were isolated and characterized.

  DOI：

  10.1007/bf02495211
• 作为产物：
  描述：

  3,6-二叔丁基环己-3,5-二烯-1,2-二酮 、 di-n-propyl zinc 在 盐酸 、 水 、 potassium hexacyanoferrate(III) 作用下， 以 四氢呋喃 为溶剂， 生成 3,5-环己二烯-1,2-二酮,3-(1,1-二甲基乙基)-6-丙基-(9CI) 、 2-propoxy-3,6-di-tert-butylphenol 、 4-propyl-3,6-di-tert-butyl-o-benzoquinone
  参考文献：
  名称：

  3,6-二叔丁基丁基苯醌与有机锌和有机镉化合物反应的研究

  摘要：

  取代基中的反应的效果3,6-二-叔丁基- о苯醌与有机锌和organocadmium化合物，导致三种类型的产品：3-烷基-6-叔丁基- о -benzoquinones，4-烷基-3,6-二-叔丁基- о -benzoquinones和2-烷氧基- （或2-苯氧基）-3,6-二-叔-butylphenols。相关分析提供了证据，表明第一类和第二类产物是通过亲核的1,2-和1,4-加成形成的，而取代的苯酚则是由单电子转移产生的。

  DOI：

  10.1134/s1070363216010072

文献信息

• Reaction on the addition of some organometallic compounds to 3,6-di-tert-butyl-o-benzoquinone: new o-quinones
  作者：G.A. Abakumov、V.K. Cherkasov、L.G. Abakumova、V.I. Nevodchikov、N.O. Druzhkov、N.P. Makarenko、Ju.A. Kursky

  DOI：10.1016/0022-328x(94)05168-b

  日期：1995.4

  interaction between organometallic R2M and carbonyl compounds. The reaction of organometallic compounds R2M with o-quinone, where R = Ph, Me, Et, Pr, 1Pr or tBu and M ≡ Zn, Cd, and Al, proceeds in two ways: (1) the single-electron oxidation of the organometallic compound by o-quinone, resulting in derivatives of alkyl(phenyl)oxyphenols; (2) the polar 1,2 and 1,4 addition of organometallic molecules to o-quinone

  3,6-二叔丁基-邻-苯并半醌对于研究有机金属R 2 M与羰基化合物之间的相互作用非常方便。有机金属化合物R 2 M与邻醌（其中R = Ph，Me，Et，Pr，1 Pr或t Bu与M≡Zn，Cd和Al的反应）以两种方式进行：（1）单有机金属化合物被邻醌电子氧化，生成烷基（苯基）氧基酚的衍生物；（2）将有机金属分子极性地1,2和1,4加到邻苯醌上形成共轭酮，在水解后产生羟基环己二酮。
• Study of the reaction of 3,6-di-tert-butyl-о-benzoquinone with organozinc and organocadmium compounds
  作者：Yu. A. Kurskii、N. O. Druzhkov、A. N. Egorochkin、G. A. Abakumov

  DOI：10.1134/s1070363216010072

  日期：2016.1

  the reactions of 3,6-di-tert-butyl-о-benzoquinone with organozinc and organocadmium compounds, leading to three types of products: 3-alkyl-6-tert-butyl-о-benzoquinones, 4-alkyl-3,6-di-tert-butyl-о-benzoquinones, and 2-alkoxy-(or 2-phenoxy)-3,6-di-tert-butylphenols. Correlation analysis gave evidence to show that the first- and second-type products are formed by nucleophilic 1,2- and 1,4-addition, while

  取代基中的反应的效果3,6-二-叔丁基- о苯醌与有机锌和organocadmium化合物，导致三种类型的产品：3-烷基-6-叔丁基- о -benzoquinones，4-烷基-3,6-二-叔丁基- о -benzoquinones和2-烷氧基- （或2-苯氧基）-3,6-二-叔-butylphenols。相关分析提供了证据，表明第一类和第二类产物是通过亲核的1,2-和1,4-加成形成的，而取代的苯酚则是由单电子转移产生的。
• New sterically hindered di-o-quinones of the biphenyl series
  作者：G. A. Abakumov、V. I. Nevodchikov、N. O. Druzhkov、L. N. Zakharov、L. G. Abakumova、Yu. A. Kurskii、V. K. Cherkasov

  DOI：10.1007/bf02495211

  日期：1997.4

  New di-o-quinones of the biphenyl series, namely, 2,2'-dialkyl-5,5'-di-tert-butylbiphenyl-3,4,3',4'-diquinones, were synthesized. Their structures were established by IR and NMR spectroscopy. The molecular structure of 2,2'-dimethyl-5,5'-di-tert-butylbiphenyl-3,4,3',4'-diquinone was established by X-ray structural analysis. The structure is characterized by orthogonal (the torsion angle is 82.9 degrees) mutual arrangement of o-benzoquinone fragments. ESR studies demonstrated that chemical reduction of diquinone proceeds in four one-electron stages to form paramagnetic mono- and trianions as intermediates. Quinopyrocatechols, which are intermediates in the synthesis of di-o-quinones, were isolated and characterized.