N,N'-diallyl-1,2-phenylenediamine | 485324-10-5

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N,N'-diallyl-1,2-phenylenediamine
• 英文别名: N,N′-diallylbenzene-1,2-diamine；N,N'-diallylbenzene-1,2-diamine；1-N,2-N-bis(prop-2-enyl)benzene-1,2-diamine
• CAS: 485324-10-5
• 化学式: C₁₂H₁₆N₂
• 分子量: 188.272
• InChiKey: UCEQVSRZGFVEOF-UHFFFAOYSA-N

物化性质

• 沸点：
  314.3±22.0 °C(Predicted)
• 密度：
  1.020±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  14
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  24.1
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N,N'-diallyl-1,2-phenylenediamine 在 四氯化硅 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以73.3%的产率得到2,2'-spirobis(1,3-bisallyl)-2-silabenzimidazoline
  参考文献：
  名称：

  自由基诱导的一些硅仓和二氮杂硅环的形成。

  摘要：

  Bu（3）Sn自由基诱导的邻碘苄基乙烯基硅烷和邻碘烯丙基硅烷反应导致环状产物的收率为40-60％。这些区域选择性环化以5-exo和7-endo模式的优先出现，而缺少6-exo模式。描述了通过7-exo模式关闭环的示例。

  DOI：

  10.1021/jo0202684
• 作为产物：
  描述：

  甲烷磺酸烯丙酯 、 邻苯二胺 在 碳酸氢钠 作用下， 以 乙醇 为溶剂， 反应 2.0h， 以90%的产率得到N,N'-diallyl-1,2-phenylenediamine
  参考文献：
  名称：

  Das, Asish R.; Medda, Arunima; Singha, Raghunath, Journal of the Indian Chemical Society, 2009, vol. 86, # 8, p. 841 - 848

  摘要：

  DOI：

文献信息

• 1,2-Disubstituted Benzimidazoles by the Iron Catalyzed Cross-Dehydrogenative Coupling of Isomeric <i>o</i>-Phenylenediamine Substrates
  作者：Pawan Thapa、Philip M. Palacios、Tam Tran、Brad S. Pierce、Frank W. Foss

  DOI：10.1021/acs.joc.9b02714

  日期：2020.2.21

  Benzimidazoles are common in nature, medicines, and materials. Numerous strategies for preparing 2-arylbenzimidazoles exist. In this work, 1,2-disubstituted benzimidazoles were prepared from various mono- and disubstituted ortho-phenylenediamines (OPD) by iron-catalyzed oxidative coupling. Specifically, O2 and FeCl3·6H2O catalyzed the cross-dehydrogenative coupling and aromatization of diarylmethyl

  苯并咪唑在自然界，药物和材料中很常见。存在制备2-芳基苯并咪唑的许多策略。在这项工作中，通过铁催化的氧化偶联，由各种单取代和二取代的邻苯二胺（OPD）制备1,2-二取代的苯并咪唑。具体而言，O 2和FeCl 3·6H 2 O催化二芳基甲基和二烷基苯并咪唑前体的交叉脱氢偶联和芳构化。N，N′-二取代-OPD底物比其N，N-二取代的异构体具有更高的反应活性，这似乎与其相对于与Fe3 +络合和电荷转移的倾向有关。该反应还将N-单取代的OPD底物转化为2-取代的苯并咪唑。然而，贫电子底物通过分子间亚氨基转移产生1,2-二取代的苯并咪唑。动能 试剂和光谱学（紫外可见和EPR）研究表明，这种机制涉及金属-底物的络合，电荷转移和有氧转化，涉及高价Fe（IV）中间体。总的来说，证明了比较可持续和有效合成1,2-二取代苯并咪唑的比较策略。
• METHOD FOR INHIBITING POLYMERIZATION DURING THE RECOVERY AND PURIFICATION OF UNSATURATED MONONITRILES
  申请人：THE STANDARD OIL COMPANY

  公开号：EP1567481A1

  公开（公告）日：2005-08-31
• FLEXIBLE BARRIER MEMBRANES EMPLOYING POLY (HYDROXY AMINO ETHERS)
  申请人：Chang Yihua

  公开号：US20080206502A1

  公开（公告）日：2008-08-28

  A multi-layer composite has at least one elastomer layer and at least one barrier layer. In various embodiments, the composite contains at least two elastomer layers alternating with at least two barrier layers. In other embodiments, the composite comprises at least ten alternating barrier and elastomer layers. The barrier layer is made of an amorphous polymer, and is provided in the form of a film. Preferably, the amorphous polymer film has a gas transmittance rate (GTR) of less than 40 cc·mil/m 2 ·day·atm, preferably less than 20 cc·mil/m 2 ·day·atm, measured as nitrogen transmittance at 0% relative humidity at 23° C.
• [EN] METHOD FOR INHIBITING POLYMERIZATION DURING THE RECOVERY AND PURIFICATION OF UNSATURATED MONONITRILES<br/>[FR] PROCEDE D'INHIBITION DE LA POLYMERISATION AU COURS DE LA RECUPERATION ET DE LA PURIFICATION DE MONONITRILES NON SATURES
  申请人：STANDARD OIL CO

  公开号：WO2004052842A1

  公开（公告）日：2004-06-24

  Economical processes are disclosed for recovery and refining of valuable nitrogen-containing organic compounds formed by catalytic oxidation of least one feed compound selected from the group consisting of propane, propylene, isobutane and isobutylene in the presence of ammonia to produce a gaseous. Processes of the invention include quenching the gaseous reactor effluent with an aqueous quench liquid; forming an aqueous solution comprising the corresponding unsaturated mononitrile, hydrogen cyanide and other organic co-products; and using an integrated sequence of distillations and phase separations to recover for recycle of a useful aqueous liquid, and obtain the desired nitrogen-containing products. According to the invention aqueous solutions are fractionated in an integrated system of multi-stage columns while an effective polymerization inhibiting amount of at least one member of a preselected class of p­-phenylenediamine compounds is maintained therein.
• Das, Asish R.; Medda, Arunima; Singha, Raghunath, Journal of the Indian Chemical Society, 2009, vol. 86, # 8, p. 841 - 848
  作者：Das, Asish R.、Medda, Arunima、Singha, Raghunath、Guchhait, Nikhil

  DOI：——

  日期：——