2-methyl-3-(2'-propynyl)-cyclopent-2-en-4-on-1-ol | 38350-85-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-methyl-3-(2'-propynyl)-cyclopent-2-en-4-on-1-ol
• 英文别名: 4-hydroxy-3-methyl-2-propylcyclopent-2-enone；dihydroallethrolone；2-propyl-3-methyl-4-hydroxy-2-cyclopentenone；4-hydroxy-3-methyl-2-propyl-cyclopent-2-enone；4-Hydroxy-3-methyl-2-propyl-cyclopent-2-enon；2-methyl-3-(2'-propynyl)cyclopent-2-en-4-on-1-ol；4-hydroxy-3-methyl-2-propylcyclopent-2-en-1-one
• CAS: 38350-85-5
• 化学式: C₉H₁₄O₂
• 分子量: 154.209
• InChiKey: SBAHMQQZXJDAMW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-丙烯基-3-甲基-4-羟基-2-环戊烯-1-酮 在 甲醇 、 Pd-BaSO₄ 作用下， 生成 2-methyl-3-(2'-propynyl)-cyclopent-2-en-4-on-1-ol
  参考文献：
  名称：

  Part-list cuing in amnesic patients: Evidence for a retrieval deficit

  摘要：

  Part-list cuing-the detrimental effect of the presentation of a subset of learned items on recall of the remaining items-was examined in amnesic patients and healthy control subjects. Subjects studied two types of categorized item lists: lists in which each category consisted of strong and moderate items and lists in which each category consisted of weak and moderate items. The subjects recalled a category's strong and weak items in either the presence of or absence of the moderate items serving as retrieval cues. In healthy subjects, part-list cuing impaired recall of the strong items but not of the weak items; in amnesics, part-list cuing impaired recall of both types of items. Part-list cuing is often attributed to a change in the retrieval process from a more effective one when cues are. absent to a less effective one when they are present. On the basis of this view, our results indicate that part-list cuing causes a stronger retrieval inefficiency in amnesic patients than in healthy people.

  DOI：

  10.3758/bf03195772

文献信息

• A FACILE AND GENERAL SYNTHESIS OF 4-HYDROXYCYCLOPENTENONES
  作者：Tatsuya Shono、Yoshihiro Matsumura、Hiroshi Hamaguchi、Koichi Nakamura

  DOI：10.1246/cl.1976.1249

  日期：1976.11.5

  5-disubstituted dihydrofurans. Hydrolysis of electrooxidation products with ion enchange-resin, followed by the treatment with base gave rethrolones. Furthermore, this method was applicable for the synthesis of 2-alkyl-4-hydroxycyclopentenone.

  仅从 2,5-二取代呋喃中就可以以良好的收率制备各种 Rethrolone。2,5-二取代二氢呋喃的电氧化得到2,5-二甲氧基-2,5-二取代二氢呋喃。用离子交换树脂水解电氧化产物，然后用碱处理得到rethrolone。此外，该方法适用于2-烷基-4-羟基环戊烯酮的合成。
• One-Pot Transformation of Simple Furans into 4-Hydroxy-2-cyclopentenones in Water
  作者：Dimitris Kalaitzakis、Myron Triantafyllakis、Ioanna Alexopoulou、Manolis Sofiadis、Georgios Vassilikogiannakis

  DOI：10.1002/anie.201407477

  日期：2014.11.24

  A highly efficient one‐pot transformation of readily accessible furans into 4‐hydroxy‐2‐cyclopentenones in H2O, using singlet oxygen as oxidant, has been developed.

  使用单线态氧作为氧化剂，已开发出一种高效易用的一锅易得的呋喃在H 2 O中转化为4-羟基-2-环戊烯酮的方法。
• Process for preparing cyclopentenolones
  申请人：Sumitomo Chemical Company, Limited

  公开号：US04510329A1

  公开（公告）日：1985-04-09

  A process for preparing cyclopentenolones of the formula ##STR1## wherein R.sub.1 is an alkyl group having not more than 6 carbon atoms, an alkenyl or alkynyl group having not more than 6 carbon atoms or a group of the formula: ##STR2## in which R.sub.2 is a hydrogen atom, a methyl group or a halogen atom directly from the corresponding furan-carbinols of the formula: ##STR3## wherein R.sub.1 is as defined above in a single step with an excellent yield, characterized in that the furan-carbinols are treated with water in the presence or absence of a catalyst.

  一种制备公式为##STR1##的环戊烯酮的方法，其中R.sub.1是具有不超过6个碳原子的烷基、烯基或炔基，或者是具有以下公式的基团：##STR2##其中R.sub.2是氢原子、甲基或卤素原子，直接从相应的公式为##STR3##的呋喃-碳醇中以优异的产率进行单步反应，其特征在于在催化剂的存在或缺席下，将呋喃-碳醇与水处理。
• Optically active 4-hydroxy-2-cyclopentenones, and their production
  申请人：SUMITOMO CHEMICAL COMPANY, LIMITED

  公开号：EP0115860A2

  公开（公告）日：1984-08-15

  A process for preparing an optically active 4-hydroxy-2- cylopentenone of the formula: wnerem R1 is a nyarogen atom or a methyl group, R2 is an alkyl group, an alkenyl group or an alkynyl group and the asterisk (*) indicates an asymmetric configuration, which comprises subjecting an optically active 4-cylopentenone-alcohol of the formula: wherein R1 and R2 are each as defined above, the asterisk (*) indicates an asymmetric configuration and the substituents R1 and R2 take a cis-configuration to rearrangement while maintainig the original steric configuration.

  一种制备具有光学活性的 4-羟基-2-环戊烯酮的工艺，其式如下： 其中 R1 是炔原子或甲基，R2 是烷基、烯基或炔基，星号（*）表示不对称构型，该工艺包括将具有光学活性的 4-环戊烯酮醇进行重排，其式如下： 其中 R1 和 R2 各自如上定义，星号（*）表示不对称构型，取代基 R1 和 R2 采用顺式构型，同时保持原有的立体构型。
• THE REDUCTION OF CERTAIN POLYARYLATED INDENONES
  作者：C. F. H. ALLEN、J. A. VanALLAN

  DOI：10.1021/jo01121a010

  日期：1955.3