Hept-6-enoic acid methylamide | 155193-72-9

• 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: Hept-6-enoic acid methylamide
• 英文别名: N-methylhept-6-enamide
• CAS: 155193-72-9
• 化学式: C₈H₁₅NO
• mdl: MFCD19220298
• 分子量: 141.213
• InChiKey: UHFJOKVEZQLUKG-UHFFFAOYSA-N

物化性质

• 沸点：
  277.9±19.0 °C(Predicted)
• 密度：
  0.873±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  10
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.625
• 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：

  Hept-6-enoic acid methylamide 在 sodium periodate 、 对甲苯磺酸 作用下， 以 甲醇 、 水 、 甲苯 、 苯 为溶剂， 反应 16.0h， 生成 1-methyl-2-oxo-1,2,5,6,7,8-hexahydroquinolin-3-yl acetic acid ester
  参考文献：
  名称：

  通过亚氨基亚砜的Pummerer环化-去质子化-环加成级联反应合成取代的2-吡啶酮。

  摘要：

  由δ-戊内酰胺分两步通过与乙基亚磺酰基乙酰氯一起加热然后高碘酸钠氧化来制备1-乙亚磺酰基乙酰基哌啶-2-酮。将亚氨基亚砜缓慢添加到甲苯，乙酸酐（10当量）和对甲苯磺酸（1摩尔％）的回流混合物中导致形成异丁香酮偶极，该偶极偶极子以高收率进行了双分子捕集。环加合物的立体化学归属是根据X射线晶体学确定的，这是相对于偶极的内环加成的结果。环加成的区域化学与HOMO-偶极子控制过程一致。制备了几种含有链烯基的相关亚氨基亚砜，并使其经受了Pummerer反应条件。由环化-去质子化序列形成的所得介电偶极子经过整个悬垂烯烃进行偶极环加成，从而以高收率提供分子内环加合物。在痕量对甲苯磺酸的存在下将这些环加合物暴露于乙酸酐会导致开环，从而产生5-乙酰氧基取代的2-吡啶酮。酰胺氮上的孤对电子有助于打开氧桥以产生瞬态N-酰基亚胺离子，随后失去质子。在某些情况下，带有氧桥的酰胺电子对从反平面排列部分扭曲，并且发生竞

  DOI：

  10.1021/jo982315r
• 作为产物：
  描述：

  6-庚烯酸 以 四氢呋喃 、 水 为溶剂， 反应 6.0h， 生成 Hept-6-enoic acid methylamide
  参考文献：
  名称：

  Studies on the Intramolecular Cycloaddition Reaction of Mesoionics Derived from the Rhodium(II)-Catalyzed Cyclization of Diazoimides

  摘要：

  A series of alkenyl-substituted imides were prepared by treating the appropriate amide with 2,2,6-trimethyl-4H-1,3-dioxen-4-one in xylene at 140-degrees-C to give the N-acetoacylated imides. Exposure of these imides to standard diazo transfer conditions gave the desired diazoimides. The carbenoid intermediate derived by treatment of the diazoimide with rhodium(II) acetate undergoes ready cyclization onto the neighboring amide carbonyl oxygen atom to generate an isomunchnone intermediate. Subsequent 1,3-dipolar cycloaddition across the pendant olefin affords the cycloadduct in high yield. The stereochemical assignment of several of the cycloadducts was deduced by X-ray crystallography. The stereochemical outcome of the reaction is the consequence of an endo cycloaddition of the neighboring pi-bond across the transient isomunchnone dipole. Molecular mechanics calculations were used to model energy differences between the endo and exo diastereomers. The calculations reveal that the endo diastereomers are significantly (8-12 kcal/mol) lower in energy than the corresponding exo isomers thereby providing a rationale for the preferred endo cycloaddition. Ring opening of the cycloadducts occurred readily producing a transient N-acyliminium ion which either lost a proton to give an enamide or was reduced by Et3SiH to afford a bicyclic piperidine ring.

  DOI：

  10.1021/jo00085a035

文献信息

• Selective α-Oxyamination and Hydroxylation of Aliphatic Amides
  作者：Xinwei Li、Fengguirong Lin、Kaimeng Huang、Jialiang Wei、Xinyao Li、Xiaoyang Wang、Xiaoyu Geng、Ning Jiao

  DOI：10.1002/anie.201706963

  日期：2017.9.25

  α‐modification of amides is still a challenge because of the low acidity of α‐CH groups. The α‐functionalization of N−H (primary and secondary) amides, containing both an unactived α‐C−H bond and a competitively active N−H bond, remains elusive. Shown herein is the general and efficient oxidative α‐oxyamination and hydroxylation of aliphatic amides including secondary N−H amides. This transition‐metal‐free

  与醛，酮，甚至酯的α-官能化相比，酰胺的直接α-改性仍然是一个挑战，因为α-CH基团的酸度较低。NH（伯和仲）酰胺的α-官能化同时包含未活化的α-C-H键和具有竞争活性的N-H键，仍然难以捉摸。本文显示的是脂肪族酰胺（包括仲NH酰胺）的一般有效氧化α-氧化胺化和羟基化反应。这种具有高化学选择性的无过渡金属化学物质为α-羟基酰胺提供了一种有效的方法。该氧化方案可显着实现惰性α-C-H键的选择性功能化，并完全保留活性N-H键。
• Polar group-containing olefin copolymer, process for preparing the same, thermoplastic resin composition contaning the copolymer, and uses thereof
  申请人：MITSUI CHEMICALS, INC.

  公开号：EP1186619A2

  公开（公告）日：2002-03-13

  The present invention is intended to provide a polar group-containing olefin copolymer having excellent adhesion properties to metals or polar resins and excellent compatibility therewith, a process for preparing the copolymer, a thermoplastic resin composition containing the copolymer, and uses thereof. The polar group-containing olefin copolymer comprises a constituent unit derived from an α-olefin of 2 to 20 carbon atoms, and a constituent unit derived from a straight-chain, branched or cyclic polar group-containing monomer having at the end a polar group such as a hydroxyl group or an epoxy group and/or a constituent unit derived from a macromonomer having at the end a polymer segment obtained by anionic polymerization, ring-opening polymerization or polycondensation. The polar group-containing olefin copolymer can be prepared by polymerizing the α-olefin with the polar group-containing monomer and/or the macromonomer in the presence of a metallocene catalyst. The polar group-containing olefin copolymer and the thermoplastic resin composition containing the copolymer are used for films, sheets, modifiers, building/civil engineering materials, automobile exterior trim, electric/electronic parts, coating bases, compatibilizing agents, etc.

  本发明旨在提供一种对金属或极性树脂具有极佳粘附性和相容性的含极性基团的烯烃共聚物、制备该共聚物的工艺、含有该共聚物的热塑性树脂组合物及其用途。含极性基团的烯烃共聚物包括一个由 2 至 20 个碳原子的 α-烯烃衍生的组成单元和一个由直链、支链或环状含极性基团单体衍生的组成单元，直链、支链或环状含极性基团单体的末端具有极性基团，如羟基或环氧基，和/或一个由大单体衍生的组成单元，大单体的末端具有通过阴离子聚合、开环聚合或缩聚反应获得的聚合物段。含极性基团的烯烃共聚物可通过在茂金属催化剂存在下使α-烯烃与含极性基团的单体和/或大单体聚合来制备。含极性基团的烯烃共聚物和含有该共聚物的热塑性树脂组合物可用于薄膜、板材、改性剂、建筑/土木工程材料、汽车外饰、电气/电子零件、涂层基料、相容剂等。
• Polar group-containing olefin copolymer, process for preparing the same, thermoplastic resin composition containing the copolymer, and uses thereof
  申请人：——

  公开号：US20020156207A1

  公开（公告）日：2002-10-24

  The present invention is intended to provide a polar group-containing olefin copolymer having excellent adhesion properties to metals or polar resins and excellent compatibility therewith, a process for preparing the copolymer, a thermoplastic resin composition containing the copolymer, and uses thereof. The polar group-containing olefin copolymer comprises a constituent unit derived from an &agr;-olefin of 2 to 20 carbon atoms, and a constituent unit derived from a straight-chain, branched or cyclic polar group-containing monomer having at the end a polar group such as a hydroxyl group or an epoxy group and/or a constituent unit derived from a macromonomer having at the end a polymer segment obtained by anionic polymerization, ring-opening polymerization or polycondensation. The polar group-containing olefin copolymer can be prepared by polymerizing the &agr;-olefin with the polar group-containing monomer and/or the macromonomer in the presence of a metallocene catalyst. The polar group-containing olefin copolymer and the thermoplastic resin composition containing the copolymer are used for films, sheets, modifiers, building/civil engineering materials, automobile exterior trim, electric/electronic parts, coating bases, compatibilizing agents, etc.

  本发明旨在提供一种对金属或极性树脂具有极佳粘附性能和极佳相容性的含极性基团的烯烃共聚物、制备该共聚物的工艺、含有该共聚物的热塑性树脂组合物及其用途。含极性基团的烯烃共聚物包括一个由 2 至 20 个碳原子的&agr;-烯烃衍生的组成单元，以及一个由直链、支链或环状含极性基团单体衍生的组成单元，该单体末端具有极性基团，如羟基或环氧基，和/或一个由大单体衍生的组成单元，该大单体末端具有通过阴离子聚合、开环聚合或缩聚反应获得的聚合物段。含极性基团的烯烃共聚物可通过在茂金属催化剂存在下，将&agr;-烯烃与含极性基团的单体和/或大单体进行聚合来制备。含极性基团的烯烃共聚物和含有该共聚物的热塑性树脂组合物可用于薄膜、板材、改性剂、建筑/土木工程材料、汽车外饰、电气/电子零件、涂层基料、相容剂等。
• Polar group-containing olefin copolymer, process for preparing the same, thermoplastic resin composition containing the copolymer and uses thereof
  申请人：Mitsui Chemicals, Inc.

  公开号：EP1734061B1

  公开（公告）日：2010-04-07
• US7393907B2
  申请人：——

  公开号：US7393907B2

  公开（公告）日：2008-07-01