(E)-N,N-dimethyl-2-(prop-1-enyl)aniline | 65001-44-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (E)-N,N-dimethyl-2-(prop-1-enyl)aniline
• 英文别名: o-(1-propenyl)-N,N-dimethylaniline；N,N-dimethyl-2-propenyl-aniline；N,N-Dimethyl-2-propenyl-anilin；(E)-N,N-Dimethyl-2-(1'-propenyl)-anilin；N,N-dimethyl-2-[(E)-prop-1-enyl]aniline
• CAS: 65001-44-7
• 化学式: C₁₁H₁₅N
• 分子量: 161.247
• InChiKey: KVMFLGPDJWDVKD-QPJJXVBHSA-N

物化性质

• 沸点：
  244.4±19.0 °C(Predicted)
• 密度：
  0.957±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (E)-N,N-dimethyl-2-(prop-1-enyl)aniline 在 palladium on activated charcoal 、 乙醇 作用下， 生成 N,N-Dimethyl-2-propyl-anilin
  参考文献：
  名称：

  Booth et al., Journal of the Chemical Society, 1958, p. 2302,2308

  摘要：

  DOI：
• 作为产物：
  描述：

  N,N-dimethyl-2-(2-propenyl)benzenamine 在 正丁基锂 、 水 作用下， 生成 (E)-N,N-dimethyl-2-(prop-1-enyl)aniline
  参考文献：
  名称：

  Palladium-Mediated Intramolecular C-N Bond Formation between Tertiary Amines and Alkenes

  摘要：

  The reaction of terminal alkenylarenes having either o-(dimethylamino) or o-[(dimethylamino)methyl] substituents with PdCl2(MeCN)(2) in MeOH in the presence of NaOAc and PPh(3) has been studied. This reaction affords allylic phosphonium compounds for those substrates having more than six carbon atoms between the alkene function and the tertiary amine nitrogen atom, In those cases where the alkene is closer to the NMe(2) unit, this reaction leads, via allylic metalation, to intramolecular cyclization that involves generation of a new C-N bond and results in the formation of cationic 5-, 6-, or 7-membered heterocyclic ammonium compounds. For example, C6H4(CH2CH=CH2)-1-(CHMeNMe(2))-2 can be converted to the endo-cyclization product [C6H4{CH=CHCH(2)NMe(2)CH(Me)}-1,2]Cl in 86% yield with this Pd(II)-based system. The cyclization reaction is highly selective and occurs either at the terminal, less substituted olefinic carbon atom (C-gamma), affording ende-cyclization, or at the allylic C-alpha carbon atom, resulting in the formation of exo-cyclic products. The cyclization reaction is thought to proceed via a palladium-assisted C-H activation route: in most cases it was possible to isolate and characterize an eta(3)-allylpalladium complex as a key intermediate and then allow it to react further with PPh(3) to afford a cyclized end product. The X-ray crystal structures of a palladium-allyl complex, i.e., 2i(syn), and a quinolinium derivative, 3a, are described. Crystal data for 2i(syn): monoclinic, space group P2(1)/c, with a = 8.902(1), b = 20.587(1), and c = 9.702(1) Angstrom, beta = 95.52(1)degrees, Z = 4, R = 0.038. Crystal data for 3a: monoclinic, space group P2(1)/n with a = 13.032(1), b = 6.544(1), and c 13.415(1) Angstrom, beta = 114.72(1)degrees, Z = 4, R = 0.042,

  DOI：

  10.1021/ja00091a016

文献信息

• Chemo-, Regio-, and Stereoselective Trifluoromethylation of Styrenes via Visible Light-Driven Single-Electron Transfer (SET) and Triplet–Triplet Energy Transfer (TTET) Processes
  作者：Qing-Yu Lin、Xiu-Hua Xu、Feng-Ling Qing

  DOI：10.1021/jo502040t

  日期：2014.11.7

  A process for tunable and chemo-, regio-, and stereoselective photocatalytic trifluoromethylation of styrenes was developed. Thermodynamically stable E-trifluoromethylated alkenes were prepared using Togni’s reagent in the presence of Ru(bpy)3Cl2·6H2O under visible light irradiation, whereas less thermodynamically stable Z-trifluoromethylated alkenes were obtained by employing Umemoto’s reagent and

  开发了一种可调谐的，化学的，区域的和立体选择性的苯乙烯光催化三氟甲基化方法。热力学稳定Ë -trifluoromethylated使用TOGNI的试剂中的Ru（联吡啶）的存在下制备烯烃3氯2 ·6H 2 o在可见光照射，而热力学较不稳定的Ž -trifluoromethylated通过采用梅本试剂和光催化剂的Ir得到烯烃（PPY ）3。
• Thermische (E), (Z)-Isomerisierungen bei substituierten Propenylbenzolen
  作者：Rudolf Wehrli、Heinz Heimgartner、Hans Schmid、Hans-J�rgen Hansen

  DOI：10.1002/hlca.19770600625

  日期：1977.9.21

  Thermal (E), (Z)-Isomerizations of Substituted Propenylbenzenes

  取代丙烯基苯的热（E），（Z）-异构化
• EP0350069B1
  申请人：——

  公开号：EP0350069B1

  公开（公告）日：1993-03-17
• PROSTAGLANDIN RECEPTOR EP2 ANTAGONISTS, DERIVATIVES, COMPOSITIONS, AND USES RELATED THERETO
  申请人：Emory University

  公开号：EP3137074B1

  公开（公告）日：2020-08-05
• US4967009A
  申请人：——

  公开号：US4967009A

  公开（公告）日：1990-10-30