N-乙烯基哌啶酮 | 4370-23-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 中文名称: N-乙烯基哌啶酮
• 英文名称: 1-vinylpiperidin-2-one
• 英文别名: N-Vinylpiperidon-2；N-vinylvalerolactam；1-vinylazacyclohexan-2-one；N-Vinyl-2-piperidone；1-ethenylpiperidin-2-one
• CAS: 4370-23-4
• 化学式: C₇H₁₁NO
• mdl: MFCD01075159
• 分子量: 125.17
• InChiKey: PBGPBHYPCGDFEZ-UHFFFAOYSA-N

物化性质

• 熔点：
  42-48 °C
• 沸点：
  125-126 °C(Press: 25 Torr)
• 密度：
  1.089±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.571
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 海关编码：
  2933790090

反应信息

• 作为反应物：
  描述：

  N-乙烯基哌啶酮 在 gold(I) hexafluoroantimonate 、 苯乙炔 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以79%的产率得到(E)-1,1'-(but-1-ene-1,3-diyl)bis(piperidin-2-one)
  参考文献：
  名称：

  Head-to-tail homo- and heterodimerization of vinylamides by hidden proton catalysis

  摘要：

  Chemoselective dimerization of vinylamides is reported. A number of vinylacylamides were shown to undergo stereoselective cationic intermolecular head-to-tail homodimerization. Correspondingly, chemoselective heterodimerization reactions readily afforded hydroalkenylation of vinylacylamide with vinylsulfonamide. Different mild methods for hidden proton catalysis were studied. The in situ generation of, e.g., HSbF6 from the [Au]SbF6-PhC equivalent to CHI catalytic systems was applied. Successful vinylacylamide head-to-tail dimerizations seem to be dependant on the ability of N-C-O acylamide electron delocalization, affording stabilized intermediates. In general, the reactions demonstrate the ability of vinylacylamides to effectively undergo hydroalkenylation to afford 1,3-N,N-functionalized (E)-but-1-ene products. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.12.041
• 作为产物：
  描述：

  delta-戊内酯 在 氨 、 C₅H₈NO^(1-)*K⁽¹⁺⁾ 作用下， 155.0~230.0 ℃ 、1.77 MPa 条件下， 生成 N-乙烯基哌啶酮
  参考文献：
  名称：

  Some Reactions of 2-Alkoxy-3,4-dihydro-2H-pyrans

  摘要：

  DOI：

  10.1021/ja01128a043

文献信息

• PYRIMIDINE COMPOUNDS AS DELTA OPIOID RECEPTOR MODULATORS
  申请人：COATS STEVEN J.

  公开号：US20110105520A1

  公开（公告）日：2011-05-05

  Disclosed are compounds, compositions and methods for treating various diseases, syndromes, conditions and disorders, including pain. Such compounds are represented by Formula I as follows: wherein R 1 , R 2 , R 3 , and L, A, and R a are defined herein.

  公开了用于治疗各种疾病、综合征、状况和失调，包括疼痛的化合物、组合物和方法。这些化合物由以下式I表示： 其中R1、R2、R3和L、A、Ra在本文中定义。
• Copolymers Based on N-Vinylpyrrolidone and Branched Aliphatic Carbonxylic Acids, and Their Use as Solubilizers
  申请人：Angel Maximilian

  公开号：US20080200564A1

  公开（公告）日：2008-08-21

  Copolymers comprising: (a) 60 to 99% by weight of at least one monomer selected from the group consisting of N-vinyllactams, N-vinylamides, and mixtures thereof; (1) 1 to 40% by weight of at least one monomer selected from the group consisting of vinyl esters of aliphatic branched C 8 -C 30 -carboxylic acids; (c) 0 to 30% by weight of vinyl acetate; and (d) 0 to 39% by weight of at least one additional free-radically copolymnerizable monomer; wherein the % by weight content of components (a), (b), (c) and (d) totals 100%, and with the proviso that the total amount of component (b) and component (c) combined is 1 to 40% by weight based on the copolymer, are described along with methods of using such copolymers to solubilize substances which are insoluble in water, substances which are only sparingly soluble in water, and combinations thereof.

  共聚物包含：（a）60至99重量百分比的至少一种单体，选自N-乙烯基内酰胺、N-乙烯酰胺和它们的混合物；（b）1至40重量百分比的至少一种单体，选自支链的C8-C30脂肪族羧酸的乙烯酯；（c）0至30重量百分比的乙酸乙烯酯；和（d）0至39重量百分比的至少一种额外的自由基共聚单体；其中，组分（a）、（b）、（c）和（d）的重量百分比总和为100%，并且有条件规定组分（b）和组分（c）的总和基于共聚物为1至40重量百分比。还描述了使用这样的共聚物来增溶水不溶性物质、水微溶性物质以及它们的组合的方法。
• CH Functionalization of Enamides: Synthesis of β-Amidovinyl Sulfones<i>via</i>Visible-Light Photoredox Catalysis
  作者：Heng Jiang、Xuejiao Chen、Yan Zhang、Shouyun Yu

  DOI：10.1002/adsc.201200874

  日期：2013.3.11

  prepare β‐amidovinyl sulfones has been developed based on the sulfonation of enamides or enecarbamates via visible‐light photoredox catalysis. Direct CH functionalizations of enamides or enecarbamates under the optimized conditions proceeded with a wide scope of substrates and remarkable selectivity to give functionalized vinyl sulfones with good to excellent yields.

  基于通过可见光光氧化还原催化的酰胺或烯氨基甲酸酯的磺化反应，已开发出一种温和，实用且环境友好的策略来制备β-酰胺基乙烯基砜。在优化的条件下，酰胺或烯氨基甲酸酯的直接CH功能化可在宽范围的底物范围内实现，并具有显着的选择性，从而以良好或优异的收率得到官能化的乙烯基砜。
• [EN] HEMI-AMINAL ETHERS AND THIOETHERS OF N-ALKENYL CYCLIC COMPOUNDS<br/>[FR] ÉTHERS ET THIOÉTHERS HÉMIAMINAUX DE COMPOSÉS CYCLIQUES N-ALCÉNYLIQUES
  申请人：ISP INVESTMENTS INC

  公开号：WO2014116560A1

  公开（公告）日：2014-07-31

  Described herein are hemi-aminal ethers and thioethers of N-alkenyl cyclic compounds that may be produced through a reaction comprising: (A) at least one first reactant represented by a structure (I), wherein X is a functionalized or unfunctionalized C1-C5 alkylene group optionally having one or more heteroatoms, and each R1, R2, and R3 is independently selected from the group consisting of hydrogen and functionalized and unfunctionalized alkyl groups optionally having one or more heteroatoms, and (B) at least one second reactant having at least one hydroxyl moiety or thiol moiety. The hemi-aminal ethers and thioethers of N-alkenyl cyclic compounds may comprise a polymerizable moiety, in which case they may be left as-is or used to create homopolymers or non-homopolymers, or they may not comprise a polymerizable moiety. A wide variety of formulations may be created using the hemi-aminal ethers and thioethers of N-alkenyl cyclic compounds, including personal care, oilfield, and construction formulations.

  本文描述了可以通过反应制备的N-烯基环状化合物的半胺醚和硫醚，所述反应包括：（A）至少一个由结构（I）表示的第一反应物，其中X是一个官能化或非官能化的C1-C5烷基烯烃基团，可选地具有一个或多个杂原子，每个R1、R2和R3分别独立地选自氢和官能化和非官能化的烷基基团，可选地具有一个或多个杂原子；和（B）至少一个具有至少一个羟基基团或硫醇基团的第二反应物。N-烯基环状化合物的半胺醚和硫醚可能包括一个可聚合的基团，此时它们可以保持原样或用于制备同聚物或非同聚物，或者它们可能不包括可聚合的基团。可以使用N-烯基环状化合物的半胺醚和硫醚制备各种配方，包括个人护理、油田和建筑配方。
• METHOD FOR THE VINYLATION OF AMIDES
  申请人：Vogelsang Regina

  公开号：US20100249434A1

  公开（公告）日：2010-09-30

  A process for preparing an N-vinyl compound by vinylating a compound having at least one nitrogen atom (referred to hereinafter as compound for short) with acetylene, wherein before the vinylation, the compound is reacted with an alkali metal hydroxide in a reaction zone and the mean residence time of the alkali metal hydroxide and of the compound in the reaction zone is less than 6 minutes.

  通过用乙炔对至少含有一个氮原子的化合物（以下简称为化合物）进行乙烯化来制备N-乙烯基化合物的方法，其中在乙烯化之前，将该化合物与碱金属羟化物在反应区域中反应，且碱金属羟化物和化合物在反应区域中的平均停留时间小于6分钟。