1-[N-(4-bromophenyl)]aminomethylidene-2(1H)-naphthalenone

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1-[N-(4-bromophenyl)]aminomethylidene-2(1H)-naphthalenone
• 英文别名: 2-[(4-bromoanilino)methylidene]naphthalen-1-one
• 化学式: C₁₇H₁₂BrNO
• 分子量: 326.192
• InChiKey: NNJXTTVVKJWWMY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.65
• 重原子数：
  20.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  29.1
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  1-羟基-2-奈甲醛 、 4-溴苯胺 以 乙醇 为溶剂， 反应 5.0h， 生成 1-[N-(4-bromophenyl)]aminomethylidene-2(1H)-naphthalenone
  参考文献：
  名称：

  摘要：

  1-[N-(4-bromophenyl)]aminomethylidene-2(1H)naphthalenone (C17H12NOBr) (1) was synthesized and its crystal structure was determined. Compound (1) is monoclinic, space group P2(1)/n with a = 4.808(1) Angstrom, b = 20.617(1) Angstrom, c = 13.750(1) Angstrom, beta = 93.004(1)degrees, = 1361.11(3) Angstrom (3), Z = 4, D-c = 1.592 g.cm(-3), mu (Mo K-alpha) = 3.014 mm(-1), R = 0.051 for 1013 reflections [I > 2 sigma (I)]. There is a strong intramolecular hydrogen bond of distance 2.544(2) Angstrom between the hydroxyl oxygen atom and imine nitrogen atom, the hydrogen atom essentially being bonded to the nitrogen atom, The title molecule is not planar. X-ray crystal structure determination reveals the existence of the keto (or predominantly keto) tautomer in (1). Spectra of compound (1) were observed by IR and NMR, and UV-visible spectra of (1) were studied in different solvents and acidic media.

  DOI：

  10.1023/a:1009521510428