N-(2-methylprop-1-enyl)acetamide | 5202-82-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N-(2-methylprop-1-enyl)acetamide
• 英文别名: N-(2-Methyl-1-propenyl)acetamid；N-(2-Methylpropenyl)acetamide；N-isobutenylacetamide；N-<1-Isobutenyl>-acetamid；N-(2-Methyl-propenyl)-acetamid；Acetamide, N-(2-methyl-1-propenyl)-
• CAS: 5202-82-4
• 化学式: C₆H₁₁NO
• mdl: MFCD19216942
• 分子量: 113.159
• InChiKey: BETWATDZFVZRJV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  8
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-(2-methylprop-1-enyl)acetamide 在 sodium azide 、 五氯化磷 作用下， 以 N,N-二甲基甲酰胺 、 苯 为溶剂， 反应 1.67h， 生成 5-甲基-1-(2-甲基丙-1-烯基)四唑
  参考文献：
  名称：

  Casey, Michael; Moody, Christopher; Rees, Charles W., Journal of the Chemical Society. Perkin transactions I, 1987, p. 1389 - 1394

  摘要：

  DOI：
• 作为产物：
  描述：

  2-methyl-4-iso-propyl-4H-oxazolin-5-one 500.0 ℃ 、26.66 Pa 条件下， 以100%的产率得到N-(2-methylprop-1-enyl)acetamide
  参考文献：
  名称：

  Jendrzejewski, Stefan; Steglich, Wolfgang, Chemische Berichte, 1981, vol. 114, # 4, p. 1337 - 1342

  摘要：

  DOI：

文献信息

• The Photochemical Reaction of Some Ketoximes and Their Derivatives
  作者：Tadashi Sato、Takeshi Inoue、Koichi Yamamoto

  DOI：10.1246/bcsj.45.1176

  日期：1972.4

  The photochemical reaction of mesityl oxide oxime was investigated. In protic solvents, the reaction via oxaziridine proceeded, while in aprotic solvents, syn-anti isomerization was the main reaction pattern. A cyclobutanol formation, which is a new type of reaction in the oxime system, was observed. The photochemical reactions on some other ketoximes and their derivatives were also investigated.

  研究了异亚甲基砜的光化学反应。在质子溶剂中，通过恶氮丙啶进行反应，而在非质子溶剂中，顺反异构化是主要的反应模式。观察到环丁醇的形成，这是肟体系中的一种新型反应。还研究了一些其他酮肟及其衍生物的光化学反应。
• Axially Chiral Enamides: Substituent Effects, Rotation Barriers, and Implications for their Cyclization Reactions
  作者：Andrew J. Clark、Dennis P. Curran、David J. Fox、Franco Ghelfi、Collette S. Guy、Benjamin Hay、Natalie James、Jessica M. Phillips、Fabrizio Roncaglia、Philip B. Sellars、Paul Wilson、Hanmo Zhang

  DOI：10.1021/acs.joc.6b00889

  日期：2016.7.1

  The barrier to rotation around the N-alkenyl bond of 38 N-alkenyl-N-alkylacetamide derivatives was measured (ΔG⧧ rotation varied between <8.0 and 31.0 kcal mol–1). The most important factor in controlling the rate of rotation was the level of alkene substitution, followed by the size of the nitrogen substituent and, finally, the size of the acyl substituent. Tertiary enamides with four alkenyl substituents

  所述屏障以围绕旋转Ñ 38个的链烯基键ñ -烯基- N-烷基乙酰胺衍生物进行测定（Δ ģ ⧧旋转之间变化<8.0和31.0千卡摩尔-1）。控制旋转速率最重要的因素是烯烃取代的程度，其次是氮取代基的大小，最后是酰基取代基的大小。具有四个烯基取代基的叔酰胺在298 K下旋转5.5天至99年之间的半衰期足以分离对映体富集的阻转异构体。N-烯基-N的一个子集的自由基环化显示轮相对高壁垒旋转苄基α-卤代乙酰胺ñ -链烯基键（Δ ģ ⧧旋转> 20千卡摩尔-1）进行了研究，以确定环化的区域化学。那些具有高势垒（> 27 kcal mol –1）的化合物不会导致环化，但那些具有较低阻值的化合物则通过5-内-trig自由基-极性交叉过程产生了高度官能化的γ-内酰胺，该过程被还原终止，这是一种不寻常的环丙烷序列，或用H 2捕获O，取决于反应条件。由于高温对于环化是必要的，因此排除了对单个阻转异构体反应中不对
• Re(I)-catalyzed hydropropargylation of enamides: a useful method for the preparation of 4-pentynylamine derivatives
  作者：Shoya Watanabe、Akane Ario、Nobuharu Iwasawa

  DOI：10.1038/s41429-019-0162-3

  日期：2019.6

  complex intermediate, followed by intramolecular hydrogen transfer to the iminium carbon. This method is useful for the synthesis of 4-pentynylamine derivatives from enamides and easily available propargyl ether. Moreover, tandem cyclization reaction was achieved to afford a pyrrolidine derivative in a single operation by using a secondary enamide.

  通过将酰胺的1，4-加成到α，β-不饱和卡宾配合物中间体上，然后将分子内的氢转移到亚胺碳上，可以以高收率实现酰胺的加氢炔丙基化。该方法可用于由酰胺和容易获得的炔丙基醚合成4-戊炔胺衍生物。此外，通过使用仲烯酰胺在一次操作中实现串联环化反应以提供吡咯烷衍生物。
• SOLUBLE BRANCHED POLYMERS
  申请人：Grigoras Cristian

  公开号：US20140303313A1

  公开（公告）日：2014-10-09

  Branched polymers are prepared from at least (A) at least one monomer having an electron donor moiety, (B) at least one monomer having an electron acceptor moiety, and (C) at least one multifunctional branching agent comprising a urea moiety and at least two N-vinyl groups. The branched polymers are least 20% (by weight) soluble in a solvent for which the corresponding polymer of equal molecular weight made without said multifunctional branching agent is at least 20% (by weight) soluble. Due in part to the wide range of chemistries and solubility and rheological properties, the branched polymers find application in personal care, pharmaceutical/nutritional, and performance chemicals compositions.

  分支聚合物由至少（A）至少一种具有电子给体基团的单体，（B）至少一种具有电子受体基团的单体和（C）至少一种多功能分支剂组成，该分支剂包含尿素基团和至少两个N-乙烯基团。这些分支聚合物在相应的等分子量聚合物不含多功能分支剂的溶剂中至少有20％（重量）的溶解度，由于其广泛的化学性质、溶解度和流变性质，这些分支聚合物在个人护理、制药/营养和性能化学成分中应用广泛。
• Method of preparing a zwitterionic copolymer
  申请人：Akzo Nobel Coatings International B.V.

  公开号：US10351648B2

  公开（公告）日：2019-07-16

  A method for preparing a zwitterionic co-polymer comprising the steps of: a) providing a solution of at least one ethylenically unsaturated polymerizable zwitterionic monomer dissolved in a solvent; b) combining said solution of zwitterionic monomer with at least one co-monomer being selected from cationic, anionic and non-ionic ethylenically unsaturated monomers; c) polymerizing the zwitterionic monomer and said at least one co-monomer in the presence of said solvent to form a solution or dispersion of co-polymer; and, d) replacing at least part of said solvent with a further solvent in which said co-polymer shows sufficient solubility to form a solution of said co-polymer in that further solvent. Step b) and step c) of this method may be performed sequentially or concurrently.

  一种制备齐聚物的方法，包括以下步骤a) 提供溶解在溶剂中的至少一种乙烯基不饱和可聚合的齐聚物单体的溶液； b) 将所述齐聚物单体溶液与至少一种选自阳离子、阴离子和非离子乙烯基不饱和单体的共聚单体结合；c) 在所述溶剂存在下，聚合所述齐聚物单体和所述至少一种共聚单体，以形成共聚物溶液或分散液；以及 d) 用另一种溶剂取代至少部分所述溶剂，在该溶剂中，所述共聚物显示出足够的溶解度，以形成所述共聚物在该另一种溶剂中的溶液。本方法的步骤 b) 和步骤 c) 可依次进行，也可同时进行。

表征谱图