trans-cyclopentane-1,2-dicarbonyl dichloride | 45869-27-0

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 酰卤
• 英文名称: trans-cyclopentane-1,2-dicarbonyl dichloride
• 英文别名: (+/-)-trans-cyclopentane-1,2-dicarbonyl chloride；(+/-)-trans-Cyclopentan-1,2-dicarbonylchlorid；(+/-)-trans-Cyclopentan-dicarbonsaeure-(1.2)-dichlorid；(1S,2S)-cyclopentane-1,2-dicarbonyl chloride
• CAS: 45869-27-0
• 化学式: C₇H₈Cl₂O₂
• 分子量: 195.045
• InChiKey: RWRQCVAIGFYBHR-WHFBIAKZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 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：

  trans-cyclopentane-1,2-dicarbonyl dichloride 在 ammonium hydroxide 、 氯化亚砜 作用下， 生成 (+/-)-trans-cyclopentane-1,2-dicarbonitrile
  参考文献：
  名称：

  151.尝试制备新的芳族体系。第二部分 庚烯

  摘要：

  DOI：

  10.1039/jr9500000743
• 作为产物：
  描述：

  反式-1,2-环戊烷二甲酸 在 氯化亚砜 作用下， 以 甲苯 为溶剂， 反应 18.0h， 生成 trans-cyclopentane-1,2-dicarbonyl dichloride
  参考文献：
  名称：

  A Short Synthesis oftrans-Cyclopentane-1,2-Diamine

  摘要：

  A convenient and rapid synthesis of the title compound is described, requiring three steps with no chromatographic purification; the key procedure is a double Curtius rearrangement.

  DOI：

  10.1080/00397910008087424

文献信息

• A SYNTHESIS OF FULVENES
  作者：REYNOLD C. FUSON、CHARLES L. FLEMING、PETER F. WARFIELD、DONALD E. WOLF

  DOI：10.1021/jo01178a005

  日期：1945.3
• Synthesis, Fungicidal Activity, and Effects on Fungal Polyamine Metabolism of Novel Cyclic Diamines
  作者：Neil D. Havis、Dale R. Walters、Fiona M. Cook、David J. Robins

  DOI：10.1021/jf9608534

  日期：1997.6.1

  A number of novel, cyclic diamines were synthesized and examined for fungicidal activity as part of a continuing program of work on polyamine analogues. The novel synthetic cyclic diamines trans-1,2-bis(diethylaminomethyl)cyclopentane (compound 1) and trants-5,6-bis(aminomethyl)bicyclo[2.2.1]-hept-2-ene (compound 2) and the synthetic cyclic diamine 1,2-bis(dimethylaminomethyl)-4,5-dimethylcyclohexa-1,4-diene (compound 3) controlled the important crop pathogen Erysiphe graminis DC f.sp. hordei Marchal. Since E. graminis cannot be cultured in vitro, the effects of the three diamines on polyamine biosynthesis were studied using the fungal pathogen Pyrenophora avenae Ito & Kuribay. All three compounds were effective in reducing the growth of P. avenae in vitro and in altering polyamine levels. However, whereas compound 1 reduced concentrations of all three polyamines, compound 2 increased spermidine 2-fold and compound 3 had little effect on spermidine and spermine concentrations but reduced putrescine concentration by 69%. These changes in polyamine concentrations could not be correlated with changes in activities of biosynthetic enzymes. It seems therefore that although these novel cyclic diamines alter fungal polyamine metabolism, their effects on the growth of P. avenae may not be related to depletion of cellular polyamines.
• Organocuprates II. Controle des reactions du dimethylcuprate de lithium sur les chlorures d'acides cyclopropane dicarboxyliques-1,2 et diacetyl-1,2 cyclopropanes trans.
  作者：C. Frejaville、R. Jullien

  DOI：10.1016/s0040-4039(01)82396-0

  日期：1974.1
• A Short Synthesis of<i>trans</i>-Cyclopentane-1,2-Diamine
  作者：Sandrine Ongeri、David J. Aitken、Henri-Philippe Husson

  DOI：10.1080/00397910008087424

  日期：2000.7

  A convenient and rapid synthesis of the title compound is described, requiring three steps with no chromatographic purification; the key procedure is a double Curtius rearrangement.
• Asymmetric synthesis of chiral bisoxazolines and their use as ligands in metal catalysis
  作者：Iuliana Atodiresei、Ingo Schiffers、Carsten Bolm

  DOI：10.1016/j.tetasy.2005.12.036

  日期：2006.2

  Novel C-2- and C-1-symmetric chiral bisoxazolines with a cyclic backbone have been synthesized in an asymmetric manner starting from ineso anhydrides. All synthetic steps are easy to perform and lead to the desired products in good overall yields. Preliminary investigations revealed the applicability of these new compounds as ligands in transfer hydrogenations and various metal-catalyzed enantioselective C-C-bond forming reactions such as cyclopropanations and Diels-Alder reactions. (c) 2006 Elsevier Ltd. All rights reserved.