N,N-dimethylnon-2-ynamide | 136616-82-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: N,N-dimethylnon-2-ynamide
• CAS: 136616-82-5
• 化学式: C₁₁H₁₉NO
• mdl: MFCD00108790
• 分子量: 181.278
• InChiKey: JCMPFANAACUZNW-UHFFFAOYSA-N

物化性质

• 沸点：
  152.2-154 °C(Press: 11 Torr)
• 密度：
  0.916±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.727
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N,N-dimethylnon-2-ynamide 在 samarium diiodide 、 重水 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 以91%的产率得到2,2,3,3-tetradeuterio-N,N-dimethylnonanamide
  参考文献：
  名称：

  在不使用氘气的情况下对α，β-炔烃酯，酰胺或羧酸进行氘化：2,2,3,3-四氘代酯，酰胺或酸的合成

  摘要：

  在D 2 O存在下，通过二碘化sa对α，β-炔烃酯，酰胺或酸的C–C三键进行简单，简单，快速且无危险的氘化，为合成2， 2,3,3-四氘代酸酯，酰胺或羧酸。当使用H 2 O代替D 2 O时，会分离出饱和的羧酸酯，酰胺或酸。已经提出了解释这些还原反应的机制。

  DOI：

  10.1016/j.tetlet.2004.01.051
• 作为产物：
  描述：

  2-壬炔酸 在 氯仿 、 氯甲酸乙酯 、 三乙胺 作用下， 生成 N,N-dimethylnon-2-ynamide
  参考文献：
  名称：

  Reciprocal-space formulation and prediction of misfit accommodation in rigid and strained epitaxial systems

  摘要：

  几何特性在任何异质外延系统的描述中都是一个关键方面,其中方向、对称性和晶格参数各不相同。本文从Frank-van der Merwe理论的推广和Reiss与van der Merwe引入的刚性模型出发,推导出了一个基于能量的、本质上是几何性质的外延准则,用于平面界面的匹配。该准则最自然地以倒空间形式表述,即外延生长层和衬底的倒易晶格矢量匹配,并通过类似于Ewald构造的构建方法进行可视化。本文引入结构因子,考虑刚性平移以及衬底和外延生长层表面单胞的非原始性质。文章重点讨论了外延准则的推导及其后果,并将其作为描述外延结构、假同晶以及位错阵列或失配角尺阵列参数的基础,从晶体学的角度出发。该描述的优点在于其普遍性,因为它适用于任何晶体对称性或失配的组合,并可用于预测或解释界面结构。

  DOI：

  10.1007/s11661-002-0370-4

文献信息

• Chemo-, Regio-, and Stereoselective Copper(II)-Catalyzed Boron Addition to Acetylenic Esters and Amides in Aqueous Media
  作者：Amanda K. Nelson、Cheryl L. Peck、Sean M. Rafferty、Webster L. Santos

  DOI：10.1021/acs.joc.6b00648

  日期：2016.5.20

  Aqueous conditions were developed for conducting an open-to-air, copper(II)-catalyzed addition of pinBBdan to alkynoates and alkynamides. The simple and mild β-borylation protocol proceeds in a remarkably chemo-, regio-, and stereoselective fashion to afford 1,8-diaminonaphthalene protected (Z)-β-boryl enoates and primary, secondary, and tertiary enamides in good to excellent yields. These reactions

  开发了在露天条件下进行铜（II）催化的pinBBdan加至炔酸和炔酰胺中的露天条件。简单而温和的β-硼化协议以显着的化学，区域和立体选择性方式进行，从而以良好的产率提供了1,8-二氨基萘保护的（Z）-β-硼烯酸酯和伯，仲和叔酰胺。 。这些反应显示出对各种烷基，芳基和杂原子官能团的高耐受性，并提供了对各种乙烯基硼酸衍生物的方便获得。
• Stereoselective Silylcupration of Conjugated Alkynes in Water at Room Temperature
  作者：Roscoe T. H. Linstadt、Carl A. Peterson、Daniel J. Lippincott、Carina I. Jette、Bruce H. Lipshutz

  DOI：10.1002/anie.201311035

  日期：2014.4.14

  Micellar catalysis enables copper‐catalyzed silylcupration of a variety of electron‐deficient alkynes, thereby providing access to isomerically pure E‐ or Z‐β‐silyl‐substituted carbonyl derivatives. These reactions take place in minutes, afford high yields and stereoselectivity, and are especially tolerant of functional groups present in the substrates. The aqueous reaction medium has been successfully

  胶束催化使铜能够催化多种缺电子的炔烃，从而获得异构化的纯E-或Z -β-甲硅烷基取代的羰基衍生物。这些反应在几分钟内发生，提供高产率和立体选择性，并且特别耐受底物中存在的官能团。水性反应介质已经成功地循环了几次，并且该方法的底物/催化剂比为10,000：1。
• Regioselectivity in the reaction of tantalum-unsymmetrical acetylene complexes with carbonyl compounds. Stereoselective preparation of 1-alkenyl sulfides, .alpha.,.beta.-unsaturated esters, and amides
  作者：Yasutaka Kataoka、Jiro Miyai、Makoto Tezuka、Kazuhiko Takai、Kiitiro Utimoto

  DOI：10.1021/jo00051a023

  日期：1992.12

  Tantalum-alkyne complexes, derived by treatment of alkynes with low-valent tantalum (TaCl5 and zinc), react in situ with carbonyl compounds to give (E)-allylic alcohols stereoselectively. When unsymmetrical acetylenes are employed in the reaction, two regioisomeric allylic alcohols are produced. The regioselectivity of the reaction depends on the steric and electronic effects of the substituents on the acetylenes. For example, treatment of tantalum-alkyne complexes derived from methyl alkynyl sulfides with carbonyl compounds yields (E)-3-hydroxy-1-propenyl methyl sulfides in a regioselective manner. Tantalum-alkyne complexes derived from acetylenic esters react with carbonyl compounds regioselectively at the alpha-position of the esters to give Z-isomers of trisubstituted alpha,beta-unsaturated esters. In contrast, tantalum-alkyne complexes derived from acetylenic amides react with carbonyl compounds predominantly at the beta-position of the amides. The regioselectivity of the reaction between acetylenic amides and aldehydes, however, cannot be explained solely in terms of the steric and electronic effects of the substituents. Strong coordination of the amide group to the tantalum center could also be responsible for the observed selectivity, which is opposite to that observed with tantalum-acetylenic ester complexes.
• Stereoselective synthesis of trisubstituted .alpha.,.beta.-unsaturated esters and amides via reactions of tantalum-alkyne complexes derived from acetylenic esters and amides with carbonyl compounds
  作者：Kazuhiko Takai、Makoto Tezuka、Kiitiro Utimoto

  DOI：10.1021/jo00021a005

  日期：1991.10

  Treatment of acetylenic esters with low-valent tantalum (TaCl5 and Zn) in DME and benzene produces tantalum-alkyne complexes (not isolated), which react with carbonyl compounds regioselectively at the alpha-position of the esters to give Z isomers of trisubstituted alpha,beta-unsaturated esters in a stereoselective manner. In contrast, tantalum-alkyne complexes derived from acetylenic amides react with carbonyl compounds at the beta-position of the amides predominantly.
• Reciprocal-space formulation and prediction of misfit accommodation in rigid and strained epitaxial systems
  作者：Max W. H. Braun、Jan H. Van Der Merwe

  DOI：10.1007/s11661-002-0370-4

  日期：2002.8

  Geometrical properties form a key aspect of any description of heteroepitaxial systems in which orientation, symmetry, and lattice parameters differ. An energetically founded epitaxial criterion, which is geometric in nature, for matching at a planar interface is derived from a generalization of the Frank-van der Merwe theory and the rigid models introduced by Reiss and van der Merwe. The criterion is most naturally formulated in reciprocal space as the matching of overgrowth and substrate reciprocal lattice vectors and is visualized with a construction analogous to the Ewald construction. Structure factors are introduced and account for rigid translations and the nonprimitive nature of substrate and overgrowth surface unit cells. This article focuses on the derivation of the epitaxial criterion and its consequences as a basis of a description of epitaxial configurations, pseudomorphism, and the parameters of dislocation or misfit vernier arrays, in terms of crystallographic conventions. The strength of the description is its general nature, as it is general and applicable to any combination of crystal symmetries or mismatch and can be used to predict, or interpret, interfacial structure.

  几何特性在任何异质外延系统的描述中都是一个关键方面,其中方向、对称性和晶格参数各不相同。本文从Frank-van der Merwe理论的推广和Reiss与van der Merwe引入的刚性模型出发,推导出了一个基于能量的、本质上是几何性质的外延准则,用于平面界面的匹配。该准则最自然地以倒空间形式表述,即外延生长层和衬底的倒易晶格矢量匹配,并通过类似于Ewald构造的构建方法进行可视化。本文引入结构因子,考虑刚性平移以及衬底和外延生长层表面单胞的非原始性质。文章重点讨论了外延准则的推导及其后果,并将其作为描述外延结构、假同晶以及位错阵列或失配角尺阵列参数的基础,从晶体学的角度出发。该描述的优点在于其普遍性,因为它适用于任何晶体对称性或失配的组合,并可用于预测或解释界面结构。