N-Phenylbenzimidchlorid | 143896-65-5

• 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: N-Phenylbenzimidchlorid
• 英文别名: (E)-benzyliden-aniline; hydrochloride；(E)-Benzyliden-anilin; Hydrochlorid
• CAS: 143896-65-5
• 化学式: C₁₃H₁₁N*ClH
• 分子量: 217.698
• InChiKey: NLHYEGWVRZKILH-JHGYPSGKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.86
• 重原子数：
  15.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  12.36
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  N-Phenylbenzimidchlorid 生成 N-苯甲酰替苯胺 、 aniline hydrochloride 、 苯甲醛
  参考文献：
  名称：

  Tanasescu; Silberg, Bulletin de la Societe Chimique de France, 1936, vol. <5>3, p. 224,225,227,229,233,234

  摘要：

  DOI：
• 作为产物：
  描述：

  (E)-N-benzylidenebenzenamine 在 盐酸 作用下， 反应 4.0h， 生成 N-Phenylbenzimidchlorid
  参考文献：
  名称：

  Iminiumsalze in quantitativen Gas/Festk�per- und Festk�rper/Festk�rper-Reaktionen

  摘要：

  Iminium salts that are highly susceptible to hydrolysis are quantitatively prepared and reacted in the solid state without solvents or liquid phases. Atomic force microscopy AFM helps in elucidating the mechanism of these still unusual gas-solid and solid-solid syntheses by recording surface topographies of reacting crystals of L-histidine (10) and triphenylverdazyl (15). Various imines add gaseous HCl or HBr to form stable iminium halides (1, 3, 4, 5, 11) even if frozen liquids of very weak heterocyclic bases are treated at low temperatures. Another way for quantitative yields of iminium salt hydrates (6) starts with solid primary ammonium halides and gaseous acetone. o-Phenylenediamines (7) give quantitatively 1,5-benzodiazepines (9) by solid state cyclization of bis-iminium salt intermediates (8). Crystalline nitroxyls (12) and triphenylverdazyl (15) undergo stoichiometric one-electron transfer with gaseous NO2 or XeF2 to give nitrosonium (14) and azonium salts (17). The solid state chlorination of tetramethylthiuramdisulfide (18) or dimethylthiocarbamoylchloride (20) yields phosgene dimethyliminiumchloride (Viehe salt 21) in quantitative yield. Solid Viehe salt is quantitatively treated with gaseous Cl-2 to give the trichloride 19 and solid SbCl5 or PCl5 to produce the hexachloroantimoniates (22), -phosphates (23). Solid brenzcatechol (24), mercaptobenzimidazole (27), p-nitroaniline (30), N-methyl benzothiazolone-2-hydrazone (34) and acetophenone (41) are treated with 21 to give the corresponding chloroiminium salts (25, 28, 31, 35, 43). p-Toluenesulfonamide (37) and 22 give the chloroiminium salt 38. These quantitative solid-solid reactions are most easily run in ball mills with cooling device. The "waste-free" techniques achieve exclusion of moisture in an elegant way. The preparative use of the versatile products with nucleophiles is indicated. The three-step solid-state mechanisms are discussed.

  DOI：

  10.1002/prac.19983400409

文献信息

• Barnikow, Guenter; Lehner, Juergen, Zeitschrift fur Chemie, 1990, vol. 30, # 10, p. 365
  作者：Barnikow, Guenter、Lehner, Juergen

  DOI：——

  日期：——
• ABD-ELLAH, IBRAHIM;IBRAHIM, EZZELDINE;FARAG, RABIE, GAZZ. CHIM. ITAL., 118,(1988) N 2, 141-143
  作者：ABD-ELLAH, IBRAHIM、IBRAHIM, EZZELDINE、FARAG, RABIE

  DOI：——

  日期：——