3-(1H-苯并咪唑-2-基)-1,1,1-三氟-2-丙酮 | 782-55-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 中文名称: 3-(1H-苯并咪唑-2-基)-1,1,1-三氟-2-丙酮
• 英文名称: 3-(2-benzimidazolyl)-1,1,1-trifluoro-2-propanone
• 英文别名: 2-(1,1,1-trifluoroacetonyl) benzimidazole；2-(trifluoroacetonyl)benzimidazole；3-(1H-benzimidazol-2-yl)-1,1,1-trifluoro-acetone；3-(1H-Benzimidazol-2-yl)-1,1,1-trifluor-aceton；3-(1H-Benzoimidazol-2-yl)-1,1,1-trifluoro-propan-2-one；3-(1H-benzimidazol-2-yl)-1,1,1-trifluoropropan-2-one
• CAS: 782-55-8
• 化学式: C₁₀H₇F₃N₂O
• mdl: MFCD03992419
• 分子量: 228.174
• InChiKey: HJYPHXMVQPUHIO-UHFFFAOYSA-N

物化性质

• 熔点：
  270 °C (decomp)
• 沸点：
  371.3±42.0 °C(Predicted)
• 密度：
  1.444±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  45.8
• 氢给体数：
  1
• 氢受体数：
  5

安全信息

• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  3-(1H-苯并咪唑-2-基)-1,1,1-三氟-2-丙酮 、 碘甲烷 在 sodium ethanolate 作用下， 生成 1,1,1-trifluoro-3-(1-methyl-1H-benzimidazol-2-yl)-butan-2-one
  参考文献：
  名称：

  A Study of the Condensation of Ethyl γ,γ,γ-Trifluoroacetoacetate with o-Phenylenediamine¹

  摘要：

  DOI：

  10.1021/ja01528a047
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 硫酸 作用下， 生成 3-(1H-苯并咪唑-2-基)-1,1,1-三氟-2-丙酮
  参考文献：
  名称：

  A Study of the Condensation of Ethyl γ,γ,γ-Trifluoroacetoacetate with o-Phenylenediamine¹

  摘要：

  DOI：

  10.1021/ja01528a047

文献信息

• Trifluoroacetylation of Methylpyridines and Other Methylazines: A Convenient Access to Trifluoroacetonylazines
  作者：Masami Kawase、Mutsumi Teshima、Setsuo Saito、Satoru Tani

  DOI：10.3987/com-98-8268

  日期：——

  Treatment of methyl substituted azines, such as pyridine, pyrimidine, quinoline, oxazole, benzoxazole, benzimidazole, and benzothiazole, with trifluoroacetic anhydride in the presence of pyridine at room temperature gave the corresponding trifluoroacetonyl substituted azines in good yields.
• ——
  作者：G. G. Levkovskaya、G. V. Bozhenkov、L. I. Larina、I. T. Evstaf'eva、A. N. Mirskova

  DOI：10.1023/a:1012483314133

  日期：——

  Highly reactive 2,2-dichlorovinyl trifluoromethyl ketone was synthesized. Its reactions with N,N- and N,S-nucleophiles gave 1,3-thiazine, pyrazole, and imidazole derivatives containing a trifluoromethyl substituent.
• Structure and Properties of 2,2-Dibromovinyl Trifluoromethyl Ketone
  作者：G. V. Bozhenkov、Yu. L. Frolov、D. S. -D. Toryashinova、G. G. Levkovskaya、A. N. Mirskova

  DOI：10.1023/b:rujo.0000003156.65761.7b

  日期：2003.6

  It was established by IR spectroscopy and quantum-chemical calculations along nonempirical DFT method in B3LYP version with the basis set 6-311 G(d,p) that 2,2-dibromovinyl trifluoromethyl ketone consisted of a mixture of s-cis planar conformer and s-trans-form deviating from a plane by 13degrees, whereas the s-cis-form is more energetically stable than the s-trans one (DeltaE -5.07 kcal mol(-1)). Also in 2,2-dibromovinyl methyl ketone the planar s-cis conformer is more stable. Chlorine-containing analogs, 2,2-dichlorovinyl trifluoromethyl ketone and 2,2-dichlorovinyl methyl ketone, are more stable in the planar s-trans-conformation. Charge distribution and polarization in the dibromovinyl ketones are analogous to those in dichlorovinyl ketones in agreement with the established reactivity of dibromovinyl trifluoromethyl ketone. By reaction of 2,2-dibromovinyl trifluoromethyl ketone with 2,4-dinitrophenyl-, alkylhydrazines, N,N-dimethylhydrazine, N,N-, N,O-, N,S-binucleophiles were respectively obtained hydrazone, derivatives of pyrazole, imidazole, oxazole, and 1,3-thiazine containing, a trifluoromethyl group.
• Facile syntheses of novel 2-(1,1,1-trifluoroacetonyl) imidazoles, oxazoles, quinazolines and perimidines
  作者：B. Narsaiah、A. Sivaprasad、R.V. Venkataratnam

  DOI：10.1016/0022-1139(93)02894-k

  日期：1994.1

  The synthetic utility of trifluoroacetyl ketene diethylacetal has been exploited to build novel imidazoles, oxazoles, quinazolines and perimidine compounds that contain a trifluoroacetonyl group. The products themselves are interesting starting materials for a variety of new compounds.
• A Study of the Condensation of Ethyl γ,γ,γ-Trifluoroacetoacetate with o-Phenylenediamine¹
  作者：Frances Baird Wigton、Madeleine M. Joullié

  DOI：10.1021/ja01528a047

  日期：1959.10