3-Ethenyl-4-propan-2-yloxycyclobut-3-ene-1,2-dione | 214142-34-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-Ethenyl-4-propan-2-yloxycyclobut-3-ene-1,2-dione
• 英文别名: 3-ethenyl-4-propan-2-yloxycyclobut-3-ene-1,2-dione
• CAS: 214142-34-4
• 化学式: C₉H₁₀O₃
• 分子量: 166.177
• InChiKey: WKYINTZTTSBYLE-UHFFFAOYSA-N

物化性质

• 沸点：
  276.1±50.0 °C(Predicted)
• 密度：
  1.12±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  正丁基锂 、 3-Ethenyl-4-propan-2-yloxycyclobut-3-ene-1,2-dione 以 四氢呋喃 为溶剂， 以60%的产率得到2-Ethenyl-3-isopropoxy-4-n-butyl-4-hydroxy-2-cyclobutenone
  参考文献：
  名称：

  Regioselective Synthesis of Highly Substituted Naphthols

  摘要：

  2,3,4-Trisubstituted 4-hydroxy-2-cyclobutenones, prepared by regiospecific synthesis of substituted cyclobutenediones, undergo Lewis acid facilitated ionization to cyclobutenyl cations, which are trapped by trialkylsilanes in a regioselective sense. Thermolysis of the resulting cyclobutenones affords phenols in high yields.

  DOI：

  10.1021/jo00108a029
• 作为产物：
  描述：

  在 三氟乙酸酐 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 生成 3-Ethenyl-4-propan-2-yloxycyclobut-3-ene-1,2-dione
  参考文献：
  名称：

  DIMETHYL SQUARATE AND ITS CONVERSION TO 3-ETHENYL-4-METHOXYCYCLOBUTENE-1,2-DIONE AND 2-BUTYL-6-ETHENYL-5-METHOXY-1,4-BENZOQUINONE

  摘要：

  DOI：

  10.15227/orgsyn.076.0189

文献信息

• CYCLOBUTENEDIONE DERIVATIVE, NONAQUEOUS ELECTROLYTIC SOLUTION, AND LITHIUM ION SECONDARY BATTERY
  申请人：NEC Corporation

  公开号：US20170210764A1

  公开（公告）日：2017-07-27

  A nonaqueous electrolytic solution comprising a cyclobutenedione derivative represented by the following general formula (1): wherein R 1 represents an organic group having a carbon-carbon double bond or a carbon-carbon triple bond in its structure, and R 2 represents an alkyl group having 1-6 carbon atoms, an alkoxy group having 1-6 carbon atoms, a thioalkyl group having 1-6 carbon atoms, a substituted or unsubstituted thioaryl group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted heteroaryl group.

  一种非水电解质溶液，包括以下通用式（1）所代表的环丁二酮衍生物：其中R1代表具有碳-碳双键或碳-碳三键结构的有机基团，R2代表具有1-6个碳原子的烷基基团，具有1-6个碳原子的烷氧基团，具有1-6个碳原子的硫代烷基基团，取代或未取代的硫代芳基团，取代或未取代的芳基团，或取代或未取代的杂芳基团。
• Cyclobutenone-Based Syntheses of Polyquinanes and Bicyclo[6.3.0]undecanes by Tandem Anionic Oxy-Cope Reactions. Total Synthesis of (±)-Precapnelladiene
  作者：James M. MacDougall、Vincent J. Santora、Sharad K. Verma、Philip Turnbull、Cameron R. Hernandez、Harold W. Moore

  DOI：10.1021/jo980712w

  日期：1998.10.1

  by a transannular aldol reaction of the intermediate bicyclo[6.3.0]undecadienone 4. Additional functionality is introduced by alkylation of the enolate 3 resulting from the oxy-Cope rearrangement. Phosphorylation or triflation of enolate 3 provides an entry into the bicyclo[6.3.0]undecane ring system. An application of this new methodology is demonstrated by the total synthesis of the sesquiterpene natural

  将乙烯基锂衍生物加到二烷基方酸衍生的双环庚烯酮的羰基上，例如1a和6a，引发低温阴离子加速的氧-Cope重排，以通过中间双环的环戊醛羟醛反应提供聚喹烷[6.3.0]。十一碳烯酮4。通过由氧基-Cope重排产生的烯酸酯3的烷基化引入了附加的官能度。烯酸酯3的磷酸化或三氟甲基化提供了进入双环[6.3.0]十一烷环系统的入口。这种新方法的应用通过二异丙基方酸（10步，12％）的全合成倍半萜烯天然产物（+/-）-capcapellaelladiene得以证明。
• DIMETHYL SQUARATE AND ITS CONVERSION TO 3-ETHENYL-4-METHOXYCYCLOBUTENE-1,2-DIONE AND 2-BUTYL-6-ETHENYL-5-METHOXY-1,4-BENZOQUINONE
  作者：Liu, Hui、Tomooka, Craig S.、Xu, Simon L.、Yerxa, Benjamin R.、Sullivan, Robert W.、Xiong, Yifeng、Moore, Harold W.、Manabe, Shino、Koga, Kenji

  DOI：10.15227/orgsyn.076.0189

  日期：——
• Regioselective Synthesis of Highly Substituted Naphthols
  作者：Philip Turnbull、Harold W. Moore

  DOI：10.1021/jo00108a029

  日期：1995.2

  2,3,4-Trisubstituted 4-hydroxy-2-cyclobutenones, prepared by regiospecific synthesis of substituted cyclobutenediones, undergo Lewis acid facilitated ionization to cyclobutenyl cations, which are trapped by trialkylsilanes in a regioselective sense. Thermolysis of the resulting cyclobutenones affords phenols in high yields.