N,N-diethyl(methylene)immonium bromide | 99025-50-0

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 炔丙基型1，3-偶极有机化合物
• 英文名称: N,N-diethyl(methylene)immonium bromide
• 英文别名: [Et2NCH2]Br；N,N-Diethylmethaniminium bromide；diethyl(methylidene)azanium;bromide
• CAS: 99025-50-0
• 化学式: Br*C₅H₁₂N
• 分子量: 166.061
• InChiKey: ZNUNKPQSIYQYLA-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -2.26
• 重原子数：
  7
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (Z)-1-(4-甲氧基苯基)-4-甲基戊-1-烯-3-酮 、 N,N-diethyl(methylene)immonium bromide 以 乙腈 为溶剂， 以32%的产率得到(E)-5-Diethylamino-1-(4-methoxy-phenyl)-4,4-dimethyl-pent-1-en-3-one; hydrobromide
  参考文献：
  名称：

  Evaluation of some Mannich bases of conjugated styryl ketones and related compounds versus the WiDr colon cancer in vitro

  摘要：

  DOI：

  10.1016/0223-5234(89)90002-0
• 作为产物：
  描述：

  二乙胺 、 二溴甲烷 反应 4.0h， 生成 N,N-diethyl(methylene)immonium bromide
  参考文献：
  名称：

  8-（1,4,7,10-四氧杂十三环-氮杂环戊二烯-13-基甲基）喹啉-7-ol：合成及作为高灵敏度金属阳离子探针的应用。

  摘要：

  通过修饰的曼尼希反应合成了新的金属离子探针8-（1,4,7,10-tetraoxa-13-azacyclopentadec-13-ylmethyl）quinolin-7-ol（1a），其中识别机理包括激发态质子转移反应。金属络合后光谱特性的显着差异使1a成为高灵敏度的荧光探针。

  DOI：

  10.1039/b300941f

文献信息

• The synthesis and properties of a new linear NPN proligand
  作者：Peter B. Hitchcock、Ting Huei Lee、G. Jeffery Leigh

  DOI：10.1039/b300596h

  日期：——

  Following upon the synthesis of new proligands Me2NCH2XCH2NMe2 (X = O or NMe), we have now prepared quarternised derivatives of the related phosphorus compounds, R2NCH2XCH2NR2 (R = Me or Et, X = PPh). The ethyl compound can act as a phosphorus donor even when the nitrogen atoms are protonated, and we have characterised fully [NiBr4PhP(CH2NHEt2)2}2][NiBr4] as well as a polymeric adduct of NiBr2 and thf, [Ni3Br6(thf)5}n].

  继合成了新的原载体 Me2NCH2XCH2NMe2（X = O 或 NMe）之后，我们现在又制备了相关磷化合物 R2NCH2XCH2NR2（R = Me 或 Et，X = PPh）的四分化衍生物。即使氮原子质子化，乙基化合物也可以作为磷的供体，我们已经完全表征了 [NiBr4PhP(CH2NHEt2)2}2][NiBr4] 以及 NiBr2 和 thf 的聚合物加合物 [Ni3Br6(thf)5}n]。
• Martin,D.; Weise,A., Chemische Berichte, 1966, vol. 99, p. 3367 - 3383
  作者：Martin,D.、Weise,A.

  DOI：——

  日期：——
• Halobenzenes and Ir(I):  Kinetic C−H Oxidative Addition and Thermodynamic C−Hal Oxidative Addition
  作者：Lei Fan、Sean Parkin、Oleg V. Ozerov

  DOI：10.1021/ja0557637

  日期：2005.12.1

  A (PNP)Ir fragment undergoes facile, room-temperature oxidative addition of C-H bonds in arenes and haloarenes in preference to aromatic carbon-halogen bonds. This preference, however, is determined to be kinetic in nature. Oxidative addition of C-Cl and C-Br is preferred thermodynamically. The products of the C-Cl or C-Br oxidative addition are separated from the C-H oxidative addition products by a high activation barrier and are only accessible at >100 degrees C. Of the C-H oxidative addition products of chlorobenzene, the isomer with the o-ClC6H4 ligand has the lowest energy.
• Evaluation of some Mannich bases of conjugated styryl ketones and related compounds versus the WiDr colon cancer in vitro
  作者：Jonathan R Dimmock、Oludotun A Phillips、Sheri L Wonko、Robert A Hickie、Robert G Tuer、Stephen J Ambrose、R.Stephen Reid、Bulent Mutus、Christopher J Talpas

  DOI：10.1016/0223-5234(89)90002-0

  日期：1989.5
• 8-(1,4,7,10-Tetraoxa-13-azacyclopentadec-13-ylmethyl)quinolin-7-ol: synthesis and application as a highly sensitive metal cation probeElectronic supplementary information (ESI) available: detailed experimental procedures, absorption, fluorescence and 1H NMR spectra. See http://www.rsc.org/suppdata/cc/b3/b300941f/
  作者：Kun-Chan Wu、Moawia O. Ahmed、Chun-Yan Chen、Guo-Wei Huang、Yung-Son Hon、Pi-Tai Chou

  DOI：10.1039/b300941f

  日期：2003.3.24

  A new metal ion probe 8-(1,4,7,10-tetraoxa-13-azacyclopentadec-13-ylmethyl)quinolin-7-ol (1a) was synthesized via a modified Mannich reaction, in which the mechanism of recognition incorporates excited-state proton transfer reactions. The remarkable differentiation in spectral properties upon metal complexation makes 1a a highly sensitive fluorescence probe.

  通过修饰的曼尼希反应合成了新的金属离子探针8-（1,4,7,10-tetraoxa-13-azacyclopentadec-13-ylmethyl）quinolin-7-ol（1a），其中识别机理包括激发态质子转移反应。金属络合后光谱特性的显着差异使1a成为高灵敏度的荧光探针。