2,3-dipropyl-1,4-dihydrobenzoquinone | 28885-64-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2,3-dipropyl-1,4-dihydrobenzoquinone
• 英文别名: 2,3-dipropyl-benzene-1,4-diol；2,3-dipropylhydroquinone；2,3-Dipropylhydrochinon；1,4-Benzenediol, 2,3-dipropyl-；2,3-dipropylbenzene-1,4-diol
• CAS: 28885-64-5
• 化学式: C₁₂H₁₈O₂
• 分子量: 194.274
• InChiKey: PRRGIAOYRMAMJV-UHFFFAOYSA-N

物化性质

• 熔点：
  107-109 °C
• 沸点：
  333.7±37.0 °C(Predicted)
• 密度：
  1.050±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 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：

  2,3-dipropyl-1,4-dihydrobenzoquinone 在 chromium(VI) oxide 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 3.0h， 生成 3,6-dihydroxy-4,5-dipropylphthalaldehyde
  参考文献：
  名称：

  Synthesis and antineoplastic activity of hydroquinone dialdehydes

  摘要：

  A number of hydroquinone dialdehydes and structurally related compounds were synthesized and tested for antineoplastic efficacy against transplanted murine tumors. 3,6-Dihydroxy-4,5-dimethylphthalaldehyde,3,6-dihydroxy-4,5-dipropylphthalaldehyde, and 3,6-dihydroxy-4,5-dimethylphthalaldehyde hemialdal tetraacetate significantly prolonged the survival time of mice bearing either Sarcoma 180, Ehrlich carcinoma, or adenocarcinoma 755 ascites tumors. In addition, these agents were cytotoxic to Sarcoma 180 cells in culture at concentrations in the range of 25-30 microM.

  DOI：

  10.1021/jm00180a009
• 作为产物：
  描述：

  2,3-diallyl-1,4-dihydrobenzoquinone 在 palladium on activated charcoal 氢气 作用下， 以 乙醇 为溶剂， 以100%的产率得到2,3-dipropyl-1,4-dihydrobenzoquinone
  参考文献：
  名称：

  Synthesis and antineoplastic activity of hydroquinone dialdehydes

  摘要：

  A number of hydroquinone dialdehydes and structurally related compounds were synthesized and tested for antineoplastic efficacy against transplanted murine tumors. 3,6-Dihydroxy-4,5-dimethylphthalaldehyde,3,6-dihydroxy-4,5-dipropylphthalaldehyde, and 3,6-dihydroxy-4,5-dimethylphthalaldehyde hemialdal tetraacetate significantly prolonged the survival time of mice bearing either Sarcoma 180, Ehrlich carcinoma, or adenocarcinoma 755 ascites tumors. In addition, these agents were cytotoxic to Sarcoma 180 cells in culture at concentrations in the range of 25-30 microM.

  DOI：

  10.1021/jm00180a009

文献信息

• Synthesis of Functionalized Hydroquinones via [Cp*RuCl₂]₂-Catalyzed Cocyclization of Alkynes, α,β-Unsaturated Carbonyl Compounds, and Carbon Monoxide
  作者：Takahide Fukuyama、Ryo Yamaura、Yuki Higashibeppu、Takahiro Okamura、Ilhyong Ryu、Teruyuki Kondo、Take-aki Mitsudo

  DOI：10.1021/ol052291s

  日期：2005.12.1

  [reaction: see text] Catalytic [2 + 2 + 1 + 1] cocyclization reaction of an alkyne, an alkene, and two molecules of carbon monoxide, leading to functionalized hydroquinones, was studied. Using [Cp*RuCl2]2 as a catalyst, we found that a variety of electron-deficient alkenes, such as alpha,beta-unsaturated ketones, esters, amides, and nitriles, can be employed as an alkene coupling partner to give the

  [反应：参见正文]研究了炔烃，烯烃和两个一氧化碳分子催化[2 + 2 + 1 + 1]的共环化反应，从而生成功能化的对苯二酚。使用[Cp * RuCl2] 2作为催化剂，我们发现可以使用多种缺电子烯烃，例如α，β-不饱和酮，酯，酰胺和腈作为烯烃偶联伙伴，得到相应的对苯二酚。
• Hoegberg,H.-E., Acta Chemica Scandinavica (1947), 1972, vol. 26, p. 2752 - 2758
  作者：Hoegberg,H.-E.

  DOI：——

  日期：——
• NEWMAN E. M.; LIN AI JENG; SARTORELLI A. C., J. MED. CHEM., 1980, 23, NO 6, 627-631
  作者：NEWMAN E. M.、 LIN AI JENG、 SARTORELLI A. C.

  DOI：——

  日期：——
• COMPOSITION FOR INHIBITING FEEDING OF WEEVILS
  申请人：Forskarpatent I SYD

  公开号：EP1294229A1

  公开（公告）日：2003-03-26
• US4323714A
  申请人：——

  公开号：US4323714A

  公开（公告）日：1982-04-06