3,4,6-triisopropylbenzo-1,2-quinone | 680186-31-6

• 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
• 英文名称: 3,4,6-triisopropylbenzo-1,2-quinone
• 英文别名: 3,4,6-triisopropyl-1,2-benzoquinone；3,4,6-triisopropyl-o-benzoquinone；3,4,6-tri(propan-2-yl)cyclohexa-3,5-diene-1,2-dione
• CAS: 680186-31-6
• 化学式: C₁₅H₂₂O₂
• 分子量: 234.338
• InChiKey: MVROZMFWEUYYHG-UHFFFAOYSA-N

物化性质

• 沸点：
  323.3±15.0 °C(Predicted)
• 密度：
  0.991±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 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：

  3,4,6-triisopropylbenzo-1,2-quinone 以 正己烷 为溶剂， 以54%的产率得到2,3,5-triisopropylcyclopentadienone
  参考文献：
  名称：

  Photodecomposition of substituted o-benzoquinones in solutions of saturated hydrocarbons: II. Transformation products

  摘要：

  The products of photolytic decomposition of a series of o-benzoquinones in paraffin solutions under the action of the radiation with lambda 405 nm were identified. The influence of the quinone structure on the reaction pathway and the composition of the final products was elucidated.

  DOI：

  10.1134/s1070363207060187
• 作为产物：
  描述：

  3,4,6-triisopropylcatechol 在 氢氧化钾 、 sodium carbonate 、 potassium hexacyanoferrate(III) 作用下， 以 乙醚 、 水 为溶剂， 反应 2.0h， 以70%的产率得到3,4,6-triisopropylbenzo-1,2-quinone
  参考文献：
  名称：

  摘要：

  Auto-oxidation of 3,4,6-triisopropylcatechol affords crystalline 2-hydroxy-4-hydroperoxy-3,4,6 -triisopropylcyclohexa-2,5-dienone. Thermal decomposition of the resulting hydroperoxide was carried out and the reaction products were determined. The decomposition mainly proceeds by a route without cleavage of the O-O bond, unusual for hydroperoxides, to give the starting 3,4,6-triisopropylcatechol and 3,4,6-triisopropylbenzo-1,2-quinone. The hydroperoxide decomposes in part according to the traditional pattern involving the O-O bond cleavage to give 3-hydroxy-2,5-diisopropylbenzo-1,4-quinone.

  DOI：

  10.1023/a:1026029410312

文献信息

• Isopropyl-substituted o-benzoquinones and oxanthrenequinones. Effect of steric shielding of alkyl substituents on reactivity
  作者：T. N. Kocherova、N. O. Druzhkov、A. S. Shavyrin、M. V. Arsenyev、E. V. Baranov、V. A. Kuropatov、V. K. Cherkasov

  DOI：10.1007/s11172-021-3167-6

  日期：2021.5

  sterically hindered di- and trisubstituted catechols and o-quinones by the reaction of catechol with isopropanol. Compared to sterically more hindered analogs, o-quinones bearing isopropyl substituents exhibit a higher reactivity toward the formation of oxanthrenequinone derivatives.

  开发了一种通过邻苯二酚与异丙醇反应制备位阻二取代和三取代邻苯二酚和邻醌的合成方法。与空间位阻更大的类似物相比，带有异丙基取代基的邻醌对氧蒽醌衍生物的形成表现出更高的反应性。
• Oxidation of triphenylantimony with 4-hydroperoxy-2-hydroxy-3,4,6-triisopropylcyclohexa-2,5-dienone or 3,4,6-triisopropyl-1,2-benzoquinone
  作者：G. A. Abakumov、N. N. Vavilina、Yu. A. Kurskii、L. G. Abakumova、G. K. Fukin、V. K. Cherkasov、A. S. Shavyrin、E. V. Baranov

  DOI：10.1007/s11172-007-0282-y

  日期：2007.9

  According to the NMR spectroscopic data, the oxidation of triphenylantimony with 4-hydroperoxy-2-hydroxy-3,4,6-triisopropylcyclohexa-2,5-dienone involves three steps. The first step affords the 2,4,10,12-tetraoxa-3,11-distibatricyclo[11.3.1.15,9]octadecatetraene derivative. The latter is rearranged into benzodioxastibolone derivatives followed by the rearrangement into 4,6,7-triisopropyl-2,2,2-triphenyl-1,3,2-benzodioxastibol-5-ol. The transformation of the latter depends on the presence of oxygen and the mode of its dosing.

  根据核磁共振光谱数据，三苯基锑与 4-hydroperoxy-2-hydroxy-3,4,6-triisopropylcyclohexa-2,5-dienone 的氧化反应分为三个步骤。第一步产生 2,4,10,12-四氧杂-3,11-二三环[11.3.1.15,9]十八碳四烯衍生物。后者被重排为苯并二氧杂环丁烷酮衍生物，然后重排为 4,6,7-三异丙基-2,2,2-三苯基-1,3,2-苯并二氧杂环丁烷-5-醇。后者的转化取决于氧气的存在及其剂量模式。
• Late transition metal catalysts for olefin polymerization and oligomerization
  申请人：Cherkasov Kuzunich Vladimir

  公开号：US20060047094A1

  公开（公告）日：2006-03-02

  This invention relates to a transition metal compound represented by the formula LMX wherein M is a Group 3 to 11 metal L is a bulky bidentate or tridentate neutral ligand that is bonded to M by two or three heteroatoms and at least one heteroatom is nitrogen; X is a substituted or unsubstituted catecholate ligand provided that the substituted catecholate ligand does not contain a 1,2-diketone functionality.

  本发明涉及一种由式LMX所表示的过渡金属化合物，其中M是第3到11族金属，L是一种笨重的双或三齿中性配体，通过两个或三个杂原子与M结合，至少一个杂原子是氮；X是一种取代或未取代的邻二酚配体，但取代的邻二酚配体不含1,2-二酮官能团。
• Regiochemistry of the reaction of 3,4,6-triisopropyl-1,2-benzoquinone with phenylacetylene in the presence of phosphorus trichloride
  作者：V. F. Mironov、A. V. Bogdanov、A. B. Dobrynin、N. N. Vavilina、V. K. Cherkasov、I. A. Litvinov

  DOI：10.1134/s107042801207010x

  日期：2012.7

  The reaction of 3,4,6-triisopropyl-1,2-benzoquinone with phenylacetylene and phosphorus trichloride gave 2,6-dichloro-5,7,8-triisopropyl-4-phenyl-1,2λ5-benzoxaphosphinine 2-oxide whose structure was determined by X-ray analysis.

  3,4,6-三异丙基-1,2-苯醌与苯基乙炔和三氯化磷反应，得到2,6-二氯- 5,7,8-三异丙基-4-苯基1,2λ 5 -benzoxaphosphinine -2-氧化物，其通过X射线分析确定结构。
• Stereoselective synthesis of fused heterocycles from substituted o-Benzoquinones and anilines
  作者：Yu. A. Kurskii、N. O. Druzhkov、T. N. Kocherova、A. S. Shavyrin、V. K. Cherkasov、G. A. Abakumov

  DOI：10.1134/s1070428014010175

  日期：2014.1

  The reaction of trisubstituted o-benzoquinones with substituted anilines gives unstable o-benzoquinone imines which undergo intramolecular cyclization to 4aH-phenoxazine derivatives. Dimerization of the latter according to Diels-Alder yields complex heterocyclic systems, 7a,14a,15a,15b-tetrahydro-14,16-dioxa-5,9-diaza-8,15-ethenohexaphenes. Effective shielding of the carbonyl groups in 3,6-di-tert-butyl-4-isopropyl-o-benzoquinone makes it inactive toward substituted anilines.