4-methyl-1,4-diazabicyclo<2.2.2>octanium bromide | 14968-76-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 4-methyl-1,4-diazabicyclo<2.2.2>octanium bromide
• 英文别名: N-methyl-1,4-diazabicyclo[2.2.2]octane bromide；N-methyltriethyleneamine bromide；4-methyl-1,4-diazabicyclo[2.2.2]octanium bromide；1-Methyl-1,4-diazabicyclo[2.2.2]octan-1-ium bromide；1-methyl-4-aza-1-azoniabicyclo[2.2.2]octane;bromide
• CAS: 14968-76-4
• 化学式: Br*C₇H₁₅N₂
• 分子量: 207.113
• InChiKey: KHUMCQCMAMUGKT-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -3.23
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,3,5-三(溴甲基)苯 、 4-methyl-1,4-diazabicyclo<2.2.2>octanium bromide 以 乙腈 为溶剂， 以81%的产率得到1,3,5-tris(N'-methyl-DABCO-N-methyl)benzene hexabromide
  参考文献：
  名称：

  Molecular design using electrostatic interactions. 1. Synthesis and properties of flexible tripodand tri- and hexa-cations with restricted conformations. Molecular selection of ferricyanide from ferrocyanide

  摘要：

  1,3,5-Tri- and hexa-cations derived from 1,3,5-tris(bromomethyl)-2,4,6-trimethylbenzene and DABCO or quinuclidine have been prepared and their interaction with polyanions in aqueous solution investigated by (1)H NMR titration and by isothermal titration calorimetry. The results from the two techniques are compared and the behaviour of these comparatively simple systems in water is shown to be complex. The trication 3b forms a crystalline precipitate with ferricyanide but not with ferrocyanide and can select for the one anion in the presence of the other. The structure of the ferricyanide salt 3e has been determined by X-ray crystallography (C) 1997 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(97)10351-9
• 作为产物：
  描述：

  在 氢氧化钾 、 potassium chloride 作用下， 以 水 为溶剂， 生成 4-硝基苯乙烯 、 4-methyl-1,4-diazabicyclo<2.2.2>octanium bromide
  参考文献：
  名称：

  Catalysis of the reversible elimination reactions of substituted N-(.beta.-phenylethyl)quinuclidinium ions in aqueous solution

  摘要：

  DOI：

  10.1021/ja00526a047

文献信息

• Hydrogen bonding Part 56. IR spectra and stoichiometry of the hydrates of N-methyltriethylenediamine cation halides and hydroxide
  作者：Kenneth M. Harmon、Dawn M. Brooks、Charity A. Cichocki

  DOI：10.1016/0022-2860(93)07943-q

  日期：1994.3

  structure. Since the bromide hemihydrate does not contain (H 2 O·Br − ) 2 clusters, we conclude that the iodide hemihydrate does not contain (H 2 O·I − ) 2 clusters, as previously postulated. Both the bromide and iodide hemihydrates are presumed to contain C 2v X − ⋯ HOH ⋯ X − groupings. The chloride and fluoride monohydrates contain planar (H 2 O·X − ) 2 clusters. The hydroxide monohydrate could not be prepared;

  摘要 我们制备了N-甲基三亚乙基二胺阳离子溴化物半水合物、氯化物一水合物、氟化物一水合物和氢氧化物二水合物。这些盐没有形成更高结晶水合物的倾向。没有迹象表明 H 2 O 与笼氮氢键结合，正如之前对碘化物一水合物所观察到的那样。IR 和热力学信息的结合表明溴化物和碘化物半水合物具有相同的水卤化物结构。由于溴化物半水合物不包含(H 2 O·Br - ) 2 簇，我们得出结论，碘化物半水合物不包含(H 2 O·I - ) 2 簇，如前所述。溴化物和碘化物半水合物都被假定包含 C 2v X − ⋯ HOH ⋯ X − 组。氯化物和氟化物一水合物包含平面(H 2 O·X - ) 2 簇。不能制备氢氧化物一水合物；二水合物在进一步脱水时缓慢分解，推测是由于 OH - 对甲基的 SN 2 攻击。
• Organic–inorganic haloargentate hybrids of [Me-dabco]Ag₂X₃ (X = I or Br) with halide ions manipulating the crystal structure, phase transition, and dielectric behavior
  作者：Xue-Wei Pan、Qing-Qing Li、Lu Zhai、Jin Zhang、Wen-Long Liu、Xiao-Ming Ren

  DOI：10.1039/d3dt01366a

  日期：——

  configurations of anionic chains. Hybrid 2 undergoes two reversible order–disorder phase transitions, while hybrid 1 displays one reversible and one irreversible structural phase transition. Both 1 and 2 displayed step-like dielectric anomalies in the vicinity of the phase transition temperature. The corresponding dielectric constants in the high dielectric states are approximately 13 and 6 times higher

  两种卤代银酸盐杂化物，[Me-dabco]Ag 2 X 3（Me-dabco = 1-甲基-1,4-二氮杂双环-[2.2.2]辛烷-1-ium，X = I ( 1 ) 或 Br ( 2 )通过缓慢蒸发法合成了具有相同结构但不同结构的化合物，并通过微量分析、红外光谱、热重和粉末X射线衍射技术对其进行了表征。杂化物1由完全隔离的 [Ag 4 I 6 ] 2−簇组成，而杂化物2 则表现出复杂的一维 (1D) 链结构，由四种不同构型的中性链和两种不同构型的阴离子链形成。混合动力2经历两种可逆的有序-无序相变，而混合体1则表现出一种可逆和一种不可逆的结构相变。1和2都在相变温度附近表现出阶梯状介电异常。对于1和2 ，高介电状态下相应的介电常数分别比低介电状态下的介电常数高约 13 和 6 倍。有趣的是，卤化物从I−到 Br−的微妙变化显着影响卤代银酸盐的聚集结构、相变和介电行为，揭示了这两种卤代银酸
• POLYMERIZABLE COMPOSITION FOR POLYTHIOURETHANE OPTICAL MATERIAL
  申请人：Mitsui Chemicals, Inc.

  公开号：EP1988109A1

  公开（公告）日：2008-11-05

  A polymerizable composition for polythiourethane optical materials comprising a compound represented by the general formula (1),         M(L)n     (1) wherein, in the formula, M is Al, Fe, Cu, Zn, Zr or Bi; L is a dithiocarbamic acid group, a sulfonic acid group, a mono- or di-alkyl phosphoric acid ester group, a substituted acetylacetonato group or a halogen; and n is an integer of 1 to 5, one or two or more isocyanates selected from the group consisting of isocyanate compounds and isothiocyanate compounds, and one or two or more active hydrogen compounds each having a mercapto group. The compounds represented by the general formula (1) exhibit catalytic activity equal to or superior to that of organotin catalysts having been employed as catalysts for the production of polythiourethane optical materials from the past, and have high safety. Further, the thus obtained polythiourethane resins satisfactorily meet the property requirements for optical materials, in particular, excelling in weather resistance. Therefore, the proposed catalysts are available as novel catalysts replacing the organotin catalysts.

  一种用于聚硫乙烷光学材料的可聚合组合物，由通式 (1) 所代表的化合物组成、 M(L)n (1) 式中，M 是 Al、Fe、Cu、Zn、Zr 或 Bi；L 是二硫代氨基甲酸基团、磺酸基团、单烷基或二烷基磷酸酯基团、取代的乙酰丙酮基团或卤素；n 是 1 至 5 的整数、 一种或两种或多种异氰酸酯，选自异氰酸酯化合物和异硫氰酸酯化合物组成的组，以及 一种或两种或多种活性氢化合物，每种活性氢化合物都带有一个巯基。通式（1）所代表的化合物的催化活性等同于或优于过去用作生产聚硫乙烷光学材料催化剂的有机锡催化剂，而且安全性高。此外，由此获得的聚硫乙烷树脂还能满足光学材料的性能要求，特别是在耐候性方面表现出色。因此，所提出的催化剂可作为新型催化剂替代有机锡催化剂。
• POLYMERIZABLE COMPOUND FOR OPTICAL MATERIAL, OPTICAL MATERIAL, AND OPTICAL MATERIAL MANUFACTURING METHOD
  申请人：Mitsui Chemicals, Inc.

  公开号：EP2341091A1

  公开（公告）日：2011-07-06

  The polymerizable composition for an optical material of the present invention comprises a phenylene diisocyanate, at least one polythiol compound selected from the group consisting of 4-mercaptomethyl-1,8-dimercapto-3,6-dithiaoctane, 4,8-, 4,7- or 5,7-dimercaptomethyl-1,11-dimercapto-3,6,9-trithiaundecane, 2,5-bis(mercaptomethyl)-1,4-dithiane, bis(mercaptoethyl)sulfide, 1,1,3,3-tetrakis(mercaptomethylthio)propane, 4,6-bis(mercaptomethylthio)-1,3-dithiane, 2-(2,2-bis(mercaptomethylthio)ethyl)-1,3-dithietane, 1,1,2,2-tetrakis(mercaptomethylthio)ethane 3-mercaptomethyl-1,5-dimercapto-2,4-dithiapentane and tris(mercaptomethylthio)methane.

  用于本发明光学材料的可聚合组合物包括亚苯基二异氰酸酯、至少一种选自以下组别的聚硫醇化合物：4-巯甲基-1,8-二巯基-3,6-二硫代辛烷、4,8-、4,7-或 5,7-二巯甲基-1,11-二巯基-3,6,9-三硫代十一烷、2、5-双（巯甲基）-1,4-二噻烷、双（巯基乙基）硫醚、1,1,3,3-四（巯甲基硫基）丙烷、4,6-双（巯甲基硫基）-1,3-二噻烷、2-（2、1,3-二噻烷、1,1,2,2-四（巯甲基硫基）乙烷、3-巯甲基-1,5-二巯基-2,4-二硫戊烷和三（巯甲基硫基）甲烷。
• POLYMERIZABLE COMPOSITION FOR POLYTHIOURETHANE OPTICAL MATERIAL, POLYTHIOURETHANE OPTICAL MATERIAL OBTAINED FROM SAME POLYMERIZABLE COMPOSITION, AND POLYMERIZATION CATALYST FOR POLYTHIOURETHANE OPTICAL MATERIAL
  申请人：Mitsui Chemicals, Inc.

  公开号：EP2295484B1

  公开（公告）日：2018-01-17