5,5-dimethoxycyclopenta-1,3-diene | 2931-31-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5,5-dimethoxycyclopenta-1,3-diene
• 英文别名: cyclopentadienone-dimethyl ketal；5,5-Dimethoxycyclopentadien；5,5-Dimethoxy-1,3-cyclopentadien
• CAS: 2931-31-9
• 化学式: C₇H₁₀O₂
• 分子量: 126.155
• InChiKey: ZGUUKHUATOCUGL-UHFFFAOYSA-N

物化性质

• 沸点：
  170.4±30.0 °C(Predicted)
• 密度：
  1.00±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  9
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5,5-dimethoxycyclopenta-1,3-diene 生成 4,7-Methano-1H-indene, 3a,4,7,7a-tetrahydro-1,1,8,8-tetramethoxy-
  参考文献：
  名称：

  ABRAMSON S.; ZIZUASHVILI J.; FUCHS B., TETRAHEDRON LETT., 1980, NO 24, 2351-2354

  摘要：

  DOI：
• 作为产物：
  描述：

  1,1-二甲氧基环戊烷 在 potassium tert-butylate 、 溴 作用下， 以 甲醇 、 二甲基亚砜 为溶剂， 反应 0.52h， 生成 5,5-dimethoxycyclopenta-1,3-diene
  参考文献：
  名称：

  Hoffmann, Guenter Georg; Klein, Harald, Chemische Berichte, 1986, vol. 119, # 2, p. 514 - 523

  摘要：

  DOI：

文献信息

• [EN] METHOD OF PREPARATION OF A PRECURSOR OLIGOCENE<br/>[FR] PROCEDE DE PREPARATION D'UN OLIGOCENE PRECURSEUR
  申请人：KONINKL PHILIPS ELECTRONICS NV

  公开号：WO2004083160A1

  公开（公告）日：2004-09-30

  The synthesis of a precursor oligocene, particularly pentacene, is a two-step process. In the fist step the Diels-Alder adduct of the a,b-dihydro-a,b-etheno-oligocene with a 1,1-dialkoxy-cyclopentadiene is formed. In the second step this Diels-Alder adduct is converted into the precursor oligocene, in that first the corresponding keto-compound is formed, which may be eliminated thereafter. The resulting precursor oligocene can be converted to the oligocene with a heat treatment, particularly after providing a solution hereof on a substrate. It is suitable for use as semiconductor material in a thin-film transistor. Formula (I).

  一种前体寡聚物，特别是五环芴的合成是一个两步过程。在第一步中，将α，β-二氢-α，β-乙烯基寡聚物与1,1-二烷氧基环戊二烯的Diels-Alder加合物形成。在第二步中，将这种Diels-Alder加合物转化为前体寡聚物，首先形成相应的酮化合物，然后可能被消除。所得的前体寡聚物可以通过热处理转化为寡聚物，特别是在将其溶液涂覆在基底上后。它适用于作为薄膜晶体管中的半导体材料。公式（I）。
• On cyclopentadienone-ketals and their dimers. A novel rearrangement of α,β-unsaturated ketone dialkyl ketals
  作者：Sarah Abramson、Jakov Zizuashvili、Benzion Fuchs

  DOI：10.1016/s0040-4039(00)92604-2

  日期：1980.1

  The dimers & b) of dimethyl- and diethylcyclopentadienone ketals( & b) undergo a novel 1,3-alkoxy-rearrangement to (a & b). Mild hydrolysis of or gives the monoketones (a or b). On strong acid catalysed hydrolysis , or afford the cyclopentadienone-dimer(.

  二甲基环戊二烯酮缩酮和二乙基环戊二烯酮缩酮的二聚体b）经过新的1,3-烷氧基重排成（a＆b）。轻度水解或得到单酮（a或b）。在强酸催化下水解，或得环戊二烯酮二聚体（）。
• Method of preparation of a precursor oligocene
  申请人：Ten Hoeve Wolter

  公开号：US20060166409A1

  公开（公告）日：2006-07-27

  The synthesis of a precursor oligocene, particularly pentacene, is a two-step process. In the fist step the Diels-Alder adduct of the a,b-dihydro-a,b-etheno-oligocene with a 1,1-dialkoxy-cyclopentadiene is formed. In the second step this Diels-Alder adduct is converted into the precursor oligocene, in that first the corresponding keto-compound is formed, which may be eliminated thereafter. The resulting precursor oligocene can be converted to the oligocene with a heat treatment, particularly after providing a solution hereof on a substrate. It is suitable for use as semiconductor material in a thin-film transistor. Formula (I).

  一个前体寡聚物（尤其是五环芘）的合成是一个两步过程。在第一步中，a，b-二氢-a，b-乙烯基寡聚物与1,1-二烷氧基环戊二烯的Diels-Alder加合物被形成。在第二步中，这个Diels-Alder加合物被转化为前体寡聚物，首先形成相应的酮化合物，然后可以消除。所得的前体寡聚物可以通过热处理转化为寡聚物，特别是在将其溶液提供在基板上之后。它适用于作为薄膜晶体管中的半导体材料。方程式（I）。
• Deoxygenation of Hydroquinones as a General Route to Norbornane-Fused Aromatic Systems: An Entry into Substituted and Functionalized Dimethano- and Methanoanthracenes
  作者：Prasad Ganji、Hasim Ibrahim

  DOI：10.1021/jo202023w

  日期：2012.1.6

  A high-yielding route to substituted and functionalized dimethanoanthracenes by the Pd-catalyzed deoxyenation of the corresponding hydroquinone precursors is described. Attempts were made to deoxygenate the 9,10-dimesylate, ditosylate, and ditriflate derivatives of anti-dimethanoanthracene la, and it was found that under the studied conditions only the ditriflate 8a gave the corresponding deoxygenated aromatic scaffold. Optimization of the reaction conditions identified the Pd(OAc)(2)/dppf tandem as a suitable catalytic system for this transformation. The presented strategy was further extended to a novel and efficient synthetic route to methanoanthracenes employing a one-pot Pd-catalyzed deoxygenation/hydrogenation sequence.
• HOFFMANN R. W.; CSOMOR J., CHEM. BER. <CHBE-AM>, 1976, 109, NO 4, 1577-1579
  作者：HOFFMANN R. W.、 CSOMOR J.

  DOI：——

  日期：——