3-phenyl-2H-pyran-2-one | 102397-26-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃
• 英文名称: 3-phenyl-2H-pyran-2-one
• 英文别名: 3-phenyl-2-pyranone；3-phenyl-pyrone；Phenylcumalin；3-phenylpyran-2-one
• CAS: 102397-26-2
• 化学式: C₁₁H₈O₂
• 分子量: 172.183
• InChiKey: YYCQUUTYXPMBLY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2H-吡喃-2-酮,四氢-3-苯基- 在 N-溴代丁二酰亚胺(NBS) 、 偶氮二异丁腈 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 四氯化碳 为溶剂， 反应 36.0h， 生成 3-phenyl-2H-pyran-2-one
  参考文献：
  名称：

  A convenient synthesis of 3-aryl-δ-lactones

  摘要：

  Various (+/-)-3-aryl-delta-lactones have been prepared from the corresponding arylacetic acids. The lithium dianion of the acid is alkylated with 1-bromo-3-chloropropane and the unpurified product is cyclized with DBU in typically ca. 80% yield over both steps. We have shown that lactones of this type can be converted to their corresponding 5,6-dihydropyan-2-ones and pyran-2-ones, which potentially provide useful sites for further functionalization of the lactone ring. (C) 2002 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(02)02488-7

文献信息

• Structure-activity study of 6-substituted 2-pyranones as inactivators of .alpha.-chymotrypsin
  作者：William A. Boulanger、John A. Katzenellenbogen

  DOI：10.1021/jm00157a007

  日期：1986.7

  with benzyl or benzyl-like substitution falling in between. The sequence of binding of 6-substituted pyrones is Cl greater than Br greater than H greater than CF3. 6-Chloro-2-pyranones bearing 4-phenyl or 3-(2-naphthylmethyl) substituents effected rapid inactivation of chymotrypsin, while those having 3-benzyl or 3-(1-naphthylmethyl) substituents gave slow inactivation and those with 3-phenyl or 3-alkyl

  合成了一系列2-吡喃酮，在6-位带有卤素或吸电子基团，在3、4和5位带有烷基，芳基或芳烷基，以研究它们与胰凝乳蛋白酶的结合和灭活。2-吡喃酮的结合和失活都对3、4、5和6位上的取代敏感。结合在3位上的烷基取代基最弱，而在苯基取代上最好，而苄基或类似苄基的取代介于两者之间。6-取代的吡喃酮的结合顺序是Cl大于Br，H大于CF3。带有4-苯基或3-（2-萘基甲基）取代基的6-氯-2-吡喃酮可快速灭活胰凝乳蛋白酶，而具有3-苄基或3-（1-萘甲基）取代基的化合物则失活较慢，而具有3-苯基或3-烷基取代基的化合物则无失活。只有6-卤代吡喃酮表现出失活作用，其中氯取代的吡喃酮的作用要快于溴取代的那些。
• Haloalkylmethyleneoxyphenyl-substituted ketoenols
  申请人：Fischer Reiner

  公开号：US20100311593A1

  公开（公告）日：2010-12-09

  The invention relates to novel compounds of the formula (I), in which W, X, Y, Z and CKE are each as defined above, to several methods and intermediates for preparation thereof and to the use thereof as pesticides and/or herbicides. The invention also relates to selective herbicidal compositions which comprise firstly haloalkylmethyleneoxyphenyl-substituted ketoenols and secondly a compound which improves crop plant compatibility. The present invention further relates to the enhancement of the action of crop protection compositions comprising especially haloalkylmethyleneoxyphenyl-substituted ketoenols, by the addition of ammonium or phosphonium salts and optionally penetration enhancers, to the corresponding compositions, to methods for production thereof and to the use thereof in crop protection as insecticides and/or acaricides and/or for preventing undesired plant growth.

  该发明涉及公式（I）中的新化合物，其中W、X、Y、Z和CKE各自如上所定义，以及其制备的几种方法和中间体，以及将其用作杀虫剂和/或除草剂的用途。该发明还涉及选择性除草剂组合物，其首先包括卤代烷基亚甲氧基苯基取代酮烯醇，其次包括改善作物植物相容性的化合物。本发明还涉及通过添加铵盐或磷盐以及必要时的渗透增效剂，增强特别是卤代烷基亚甲氧基苯基取代酮烯醇的作物保护组合物的作用，以及相应组合物的制备方法和将其用于作物保护作为杀虫剂和/或螨虫剂和/或预防不受欢迎的植物生长。
• C2-phenyl-substituted cyclic keto-enols used as pesticides and herbicides
  申请人：——

  公开号：US20030216260A1

  公开（公告）日：2003-11-20

  The present invention relates to novel C 2 -phenyl-substituted cyclic ketoenols of the formula (I) 1 in which W, X, Y, Z and CKE are as defined in the description, to processes for their preparation and to their use as pesticides and herbicides.

  本发明涉及新型的具有以下结构的C2-苯基取代的环状酮烯醇（I）1，其中W、X、Y、Z和CKE如描述中所定义，以及它们的制备过程和作为杀虫剂和除草剂的用途。
• CYCLOALKYLPHENYL SUBSTITUTED CYCLIC KETOENOLS
  申请人：Fischer Reiner

  公开号：US20090305891A1

  公开（公告）日：2009-12-10

  The disclosure relates to novel cycloalkylphenyl-substituted cyclic ketoenols of the formula (I) in which J, X, Y, m and CKE are as defined above, to processes and intermediates for their preparation and to their use as pesticides and/or herbicides. Moreover, the disclosure relates to selective herbicidal compositions comprising, firstly, the cycloalkylphenyl-substituted cyclic ketoenols and, secondly, a crop plant compatibility-improving compound. The disclosure furthermore relates to increasing the activity of crop protection compositions comprising compounds of the formula (I) by adding ammonium or phosphonium salts and, if appropriate, penetrants.

  该披露涉及到具有以下结构的新型环烷基苯基取代的环状酮烯醇（I）的公式，其中J、X、Y、m和CKE的定义如上所述，以及它们的制备过程和中间体，以及它们作为杀虫剂和/或除草剂的用途。此外，该披露涉及包括第一部分为环烷基苯基取代的环状酮烯醇和第二部分为作物植物相容性改进化合物的选择性除草剂组合物。该披露还涉及通过添加铵盐或膦盐以及必要时渗透剂来增加公式（I）化合物的作物保护组合物的活性。
• CYCLIC KETO-ENOLS FOR THERAPY
  申请人：Liu Ningshu

  公开号：US20130040935A1

  公开（公告）日：2013-02-14

  The invention relates to 5′-biphenyl-substituted cyclic ketoenols for therapeutic purposes, to pharmaceutical compositions and to their use in therapy, in particular for the prophylaxis and therapy of tumour disorders.

  该发明涉及用于治疗目的的5'-联苯取代环状酮醇，药物组合物以及它们在治疗中的使用，特别是用于预防和治疗肿瘤疾病。