5-己炔-2-酮 | 2550-28-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 5-己炔-2-酮
• 中文别名: 5-炔-2-己酮；5-氧代-1-己炔
• 英文名称: 5-hexyn-2-one
• 英文别名: hex-5-yn-2-one；1-hexyn-5-one
• CAS: 2550-28-9
• 化学式: C₆H₈O
• 分子量: 96.1289
• InChiKey: MQVQPQJPNZJTAY-UHFFFAOYSA-N

物化性质

• 沸点：
  149°C (estimate)
• 密度：
  0.9065

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  7
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 海关编码：
  2914190090

反应信息

• 作为反应物：
  描述：

  5-己炔-2-酮 在 磷酸 作用下， 生成 2,5-二甲基呋喃
  参考文献：
  名称：

  Colonge; Gelin, Bulletin de la Societe Chimique de France, 1954, p. 208,211

  摘要：

  DOI：
• 作为产物：
  描述：

  1-甲基环戊烯 在 全氟丁基磺酰氟 、 臭氧 、 (叔丁基亚氨基)三(吡咯烷)膦 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 5-己炔-2-酮
  参考文献：
  名称：

  Convenient synthesis of non-conjugated alkynyl ketones from keto aldehydes by a chemoselective one-pot nonaflation—base catalyzed elimination sequence

  摘要：

  Keto aldehydes were selectively converted to non-conjugated alkynyl ketones possessing an unsubstituted alkyne terminus using one-pot nonaflation-base catalyzed elimination reaction sequences. Consecutive one-pot nonaflation of keto aldehydes with perfluorobutane-l-sulfonyl fluoride and elimination of the nonaflyl group using the P(1) phosphazene base resulted in the formation of a terminal C C triple bond with the keto group remaining intact. Careful optimization of the reaction conditions enabled a highly chemoselective conversion of the aldehyde function in the presence of unprotected keto groups exploiting a minor difference in acidity of their alpha-hydrogen atoms. Scope and limitations of the protocol as well as possible implementation of these substrates in Sonogashira coupling were explored. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.05.095

文献信息

• The combination of mononuclear metallocene and phenoxyimine complexes to give trinuclear catalysts for the polymerization of ethylene
  作者：Christian Görl、Helmut G. Alt

  DOI：10.1016/j.jorganchem.2007.10.001

  日期：2007.12

  Trinuclear complexes were synthesized by combination of metallocene and phenoxyimine zirconium complexes. After activation with methylalumoxane (MAO), these catalysts polymerize ethylene with moderate and good activities. Due to the presence of different catalytic centers, polyethylenes with broad or bimodal molecular weight distributions were obtained.

  通过结合茂金属和苯氧基亚胺锆配合物合成三核配合物。用甲基铝氧烷（MAO）活化后，这些催化剂可聚合具有中等活性的乙烯。由于存在不同的催化中心，因此获得了具有宽或双峰分子量分布的聚乙烯。
• [EN] USE OF DDX3 INHIBITORS AS ANTIPROLIFERATIVE AGENTS<br/>[FR] UTILISATION D'INHIBITEURS DE DDX3 EN TANT QU'AGENTS ANTIPROLIFÉRATIFS
  申请人：AZIENDA OSPEDALIERA UNIV SENESE

  公开号：WO2017162834A1

  公开（公告）日：2017-09-28

  The present invention refers to compounds of formula I or II endowed with DDX3 inhibitory activity, relative pharmaceutical compositions and their use as antihyperproliferative agents. (I) or (II)

  这项发明涉及具有DDX3抑制活性的I或II式化合物，相关的药物组合物以及它们作为抗高增殖剂的用途。(I)或(II)
• Preparation and Reactivities of (η³-1- and 2-Trimethylsiloxyallyl)Fe(CO)₂NO Complexes. Intermediates Functioning as Equivalents of β- and α-Acyl Carbocations and Acyl Carbanions
  作者：Keiji Itoh、Saburo Nakanishi、Yoshio Otsuji

  DOI：10.1246/bcsj.64.2965

  日期：1991.10

  (η3-1- and 2-Trimethylsiloxyallyl)Fe(CO)2NO complexes were prepared by the reaction of the corresponding siloxyallylic halides with Bu4N[Fe(CO)3NO]. These complexes reacted with both of carbon nucleophiles and carbon electrophiles preferentially at the less hindered sites of the allylic ligands. In these reactions, (η3-1-trimethylsiloxyallyl)Fe(CO)2NO complexes served as synthetically equivalent synthons

  (η3-1-和2-三甲基甲硅烷氧基烯丙基)Fe(CO)2NO配合物是通过相应的甲硅烷氧基烯丙基卤化物与Bu4N[Fe(CO)3NO]反应制备的。这些配合物优先与碳亲核试剂和碳亲电试剂在烯丙基配体的受阻较小的位点反应。在这些反应中，(η3-1-三甲基甲硅烷氧基烯丙基)Fe(CO)2NO 配合物作为 β-酰基碳正离子和 j8-酰基碳负离子和 (η3-2-三甲基甲硅烷氧基烯丙基)Fe(CO)2NO 配合物的合成等效合成子α-酰基碳正离子和α-酰基碳负离子。描述了反应的立体化学过程。
• A new Ru catalyst for alkenealkyne coupling
  作者：Barry M. Trost、F. Dean Toste

  DOI：10.1016/s0040-4039(99)01639-1

  日期：1999.10

  [CpRu(CH3CN3)]+PF6− proves to be an effective catalyst for an intermolecular Alder ene type reaction that provides considerable broadening of scope of the process.

  [CPRU（CH 3 CN 3）] + PF 6 -证明是分子间阿尔德烯型反应，其提供的方法的范围相当大的展宽的有效催化剂。
• Ruthenium-Catalyzed Cycloisomerizations of Diynols
  作者：Barry M. Trost、Michael T. Rudd

  DOI：10.1021/ja043097o

  日期：2005.4.1

  [CpRu(CH(3)CN)(3)]PF(6). The formation of five- and six-membered rings is possible using this methodology. Secondary diynols react to form single geometrical isomeric dienones and -als. Primary diynols undergo a cycloisomerization as well as a hydrative cyclization process. The utility of primary diynol cycloisomerization is demonstrated in a synthesis of (+)-alpha-kainic acid.

  在催化量的 [CpRu(CH(3)CN)(3)]PF(6) 存在下，各种含有叔、仲和伯炔醇的二炔醇会发生环异构化反应以形成二烯酮和二烯醛。使用这种方法可以形成五元环和六元环。二级二炔醇反应形成单一几何异构二烯酮和-als。伯二炔醇经历环异构化以及水合环化过程。在 (+)-α-红藻氨酸的合成中证明了初级二炔醇环异构化的效用。