1,6-二氮杂双环[4.3.1]癸烷 | 25337-75-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂卓
• 中文名称: 1,6-二氮杂双环[4.3.1]癸烷
• 英文名称: 1,5-diazabicyclo<4.3.1>decane
• 英文别名: 1,6-diazabicyclo<4.3.1>decane；1,6-Diazabicyclo[4.3.1]decane
• CAS: 25337-75-1
• 化学式: C₈H₁₆N₂
• 分子量: 140.228
• InChiKey: GQPHXHFRXIIFCF-UHFFFAOYSA-N

物化性质

• 沸点：
  187.5±8.0 °C(Predicted)
• 密度：
  1.02±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  6.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1,5-二氮杂双环[4.3.0]壬-5-烯 在 二异丁基氢化铝 作用下， 以 水 、 甲苯 为溶剂， 反应 2.0h， 生成 1,6-二氮杂双环[4.3.1]癸烷
  参考文献：
  名称：

  The out,out to out,in transition for 1,(n+2)-diazabicyclo[n.3.1]alkanes

  摘要：

  Hexahydropyrimidines N,N-bridged by a chain of n methylene groups (1,(n + 2)-diazabicyclo[n.3.1]alkanes) adopt out,out (axial,axial) structures for n = 2, 3, and 4. When n = 5, the photoelectron spectrum shows evidence of the presence of some of the out,in (axial,equatorial) isomer in the gas phase, although none can be found in solution. When n = 6, the compound is apparently entirely out,in in the gas phase but exists as a mixture of out,out and out,in conformers in solution. For n = 7, only the diamond lattice out,in isomer can be detected in solution. These experimental data are correlated with,force field (MM2) calculations; multiple minimum search methods have been used to locate all low-energy conformations. Semiempirical calculations (MNDO, AMI, and PM3) have been carried out on model systems. Related tricyclic bis-aminals having 10- and 12-membered rings have also been studied. They adopt [2323] and [3333] conformations, respectively, each having out,in (equatorial,axial) bridged hexahydropyrimidine rings. For several of the compounds, dynamic NMR processes are observed, and possible mechanisms for these are discussed.

  DOI：

  10.1021/ja00068a015

文献信息

• Deprotonation of hydrazinium dications in the diazoniapropellane series to form bridgehead iminium ions; external and intramolecular trapping
  作者：Roger W. Alder、Richard B. Sessions、John O. Gmünder、Cyril A. Grob

  DOI：10.1039/p29840000411

  日期：——

  amino group or externally by added nucleophiles. Reaction with cyanide ion gives detailed information on the regio- and stereo-chemistry of the trapping sequence. Although intramolecular/external trapping is truly competitive, the products of these reactions (α-amino-ammonium ions and α-aminonitriles) may be interconverted under different reaction conditions. The solvolysis of 1-(3-phenoxypropyl)-1,5-diazabicyclo[3

  描述了六烷基肼基阳离子与碱和亲核试剂的反应。1，N-三唑[3.3.2.0]癸烷（1）通过S N 2攻击具有开环（C + +裂解）的四元环而迅速水解。在所有其他情况下，在α–C处伴随N + –N +裂解（E 2反应）的去质子化是唯一的主要过程。该顺-1,6-二甲基-1,6-二氮杂双环[4.4.0]癸烷离子（6）仅在甲基（霍夫曼方向）上去质子化。1,5-二氮杂三环[3.3.3.0]-十一烷（2），1、6-二氮杂三环[4.3.3.0]十二烷（3），1、6--二氮杂三环[4.4.3.0]十三烷（4）和1,6 -二氮杂三环[4.4.4.0]十四烷（5）离子产生桥头亚胺离子，该离子可能在分子内被跨环氨基捕获，或在外部被附加的亲核试剂捕获。与氰化物离子的反应给出了有关捕获序列的区域和立体化学的详细信息。尽管分子内/外部捕集确实具有竞争优势，但这些反应的产物（α-氨基铵离子和α-氨基腈）可以在不同的反应条
• (METH)ACRYLATE MANUFACTURING METHOD
  申请人：TOAGOSEI CO., LTD

  公开号：US20180118658A1

  公开（公告）日：2018-05-03

  The present invention provides a (meth)acrylate manufacturing method characterized in that when manufacturing a (meth) acrylate by an ester exchange reaction between an alcohol and a monofunctional (meth)acrylate using catalyst A and catalyst B together, contact treatment of the ester exchange reaction product with adsorbent C is performed. Catalyst A: One or more kinds of compounds selected from a group consisting of cyclic tertiary amines with an azabicyclo structure and salts or complexes thereof, amidine and salts or complexes thereof, compounds with a pyridine ring and salts or complexes thereof, phosphines and salts or complexes thereof, and compounds with a tertiary diamine structure and salts or complexes thereof. Catalyst B: One or more kinds of compounds selected from a group consisting of compounds comprising zinc. Adsorbent C: One or more kinds of compounds selected from a group consisting of oxides and hydroxides comprising at least one of magnesium, aluminum and silicon.

  本发明提供了一种（甲基）丙烯酸酯制备方法，其特征在于通过在使用催化剂A和催化剂B一起进行醇和单官能基（甲基）丙烯酸酯之间的酯交换反应制备（甲基）丙烯酸酯时，对酯交换反应产物进行与吸附剂C的接触处理。催化剂A：从含有氮杂双环结构的环状三级胺及其盐或络合物、胺嘧啶及其盐或络合物、含有吡啶环的化合物及其盐或络合物、膦及其盐或络合物、以及含有三级二胺结构的化合物及其盐或络合物中选择的一种或多种化合物。催化剂B：从含锌化合物中选择的一种或多种化合物。吸附剂C：从含有镁、铝和硅中至少一种的氧化物和氢氧化物中选择的一种或多种化合物。
• MULTIFUNCTIONAL (METH)ACRYLATE MANUFACTURING METHOD
  申请人：TOAGOSEI CO., LTD.

  公开号：US20170204044A1

  公开（公告）日：2017-07-20

  [Problem] The purpose of the present invention is to obtain a multifunctional (meth)acrylate with good yield by an ester exchange reaction of a polyhydric alcohol such as pentaerythritol or dipentaerythritol with a monofunctional (meth)acrylate. [Solution] A multifunctional (meth)acrylate manufacturing method characterized in that when manufacturing a multifunctional (meth)acrylate by an ester exchange reaction of a polyhydric alcohol with a monofunctional (meth)acrylate, catalyst (A) and catalyst (B) are used together. Catalyst (A): One or more kinds of compounds selected from a group consisting of cyclic tertiary amines with an azabicyclo structure or salts or complexes thereof, amidines or salts or complexes thereof, and compounds with a pyridine ring or salts or complexes thereof. Catalyst (B): One or more kinds of compounds selected from a group consisting of zinc-containing compounds.

  [问题] 本发明的目的是通过多元醇（如戊三醇或二戊三醇）与单官能基（甲基）丙烯酸酯的酯交换反应，获得产率高的多功能（甲基）丙烯酸酯。[解决方案] 一种多功能（甲基）丙烯酸酯制备方法，其特征在于，在通过多元醇与单官能基（甲基）丙烯酸酯的酯交换反应制备多功能（甲基）丙烯酸酯时，同时使用催化剂（A）和催化剂（B）。催化剂（A）：选自具有氮杂双环结构的环三胺或其盐或络合物、酰胺或其盐或络合物以及吡啶环或其盐或络合物组成的群中的一种或多种化合物。催化剂（B）：选自含锌化合物组成的群中的一种或多种化合物。
• METHOD FOR PRODUCING (METH)ACRYLATE
  申请人：Toagosei Co., Ltd.

  公开号：EP3269700A1

  公开（公告）日：2018-01-17

  The present invention provides a method for producing a (meth)acrylate, which comprises the following steps. (Reaction step 1) A step for producing a (meth) acrylate by causing a transesterification reaction of an alcohol and a monofunctional (meth)acrylate with use of the catalyst A and the catalyst B described below in combination. Catalyst A: One or more compounds selected from the group consisting of cyclic tertiary amines having an azabicyclo structure, salts of the cyclic tertiary amines and complexes of the cyclic tertiary amines. Catalyst B: One or more compounds selected from the group consisting of compounds containing zinc. (Catalyst recovery step) A step for separating a solid that contains the catalyst A and/or the catalyst B from a reaction product containing a (meth) acrylate, said reaction product being obtained in the reaction step 1 and/or reaction step 2. (Reaction step 2) A step for producing a (meth)acrylate by causing a transesterification reaction of an alcohol and a monofunctional (meth)acrylate, while using, as a catalyst or as some of the catalyst, the solid that contains the catalyst A and/or the catalyst B and is obtained in the catalyst recovery step.

  本发明提供了一种生产（甲基）丙烯酸酯的方法，该方法包括以下步骤。(反应步骤 1）通过使用下述催化剂 A 和催化剂 B 的组合，使醇和单官能团（甲基）丙烯酸酯发生酯交换反应，生产（甲基）丙烯酸酯的步骤。 催化剂 A：一种或多种选自具有氮杂双环结构的环叔胺、环叔胺盐和环叔胺络合物的化合物。 催化剂 B：从含锌化合物组中选出的一种或多种化合物。(催化剂回收步骤） 将含有催化剂 A 和/或催化剂 B 的固体与含有(甲基)丙烯酸酯的反应产物分离的步骤，所述反应产物在反应步骤 1 和/或反应步骤 2 中获得。 反应步骤 2） 通过使醇与单官能团(甲基)丙烯酸酯发生酯交换反应来生产(甲基)丙烯酸酯的步骤，同时使用含有催化剂 A 和/或催化剂 B 并在催化剂回收步骤中获得的固体作为催化剂或部分催化剂。
• Multifunctional (meth)acrylate manufacturing method
  申请人：TOAGOSEI CO., LTD.

  公开号：US10035752B2

  公开（公告）日：2018-07-31

  [Problem] The purpose of the present invention is to obtain a multifunctional (meth)acrylate with good yield by an ester exchange reaction of a polyhydric alcohol such as pentaerythritol or dipentaerythritol with a monofunctional (meth)acrylate. [Solution] A multifunctional (meth)acrylate manufacturing method characterized in that when manufacturing a multifunctional (meth)acrylate by an ester exchange reaction of a polyhydric alcohol with a monofunctional (meth)acrylate, catalyst (A) and catalyst (B) are used together. Catalyst (A): One or more kinds of compounds selected from a group consisting of cyclic tertiary amines with an azabicyclo structure or salts or complexes thereof, amidines or salts or complexes thereof, and compounds with a pyridine ring or salts or complexes thereof. Catalyst (B): One or more kinds of compounds selected from a group consisting of zinc-containing compounds.

  [问题]本发明的目的是通过季戊四醇或季戊四醇等多元醇与单官能团（甲基）丙烯酸酯的酯交换反应，获得收率高的多官能团（甲基）丙烯酸酯。 [解]一种多功能（甲基）丙烯酸酯的制造方法，其特征在于通过多元醇与单官能（甲基）丙烯酸酯的酯交换反应制造多功能（甲基）丙烯酸酯时，催化剂（A）和催化剂（B）一起使用。催化剂 (A)：一种或多种化合物，选自具有氮杂双环结构的环状叔胺或其盐或络合物、脒或其盐或络合物以及具有吡啶环的化合物或其盐或络合物组成的组。催化剂 (B)：一种或多种选自含锌化合物组的化合物。