2-<4-Nitrophenyl>-oxazol-5-on | 75152-21-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2-<4-Nitrophenyl>-oxazol-5-on
• 英文别名: 2-(4-nitro-phenyl)-4H-oxazol-5-one；2-(4-Nitro-phenyl)-4H-oxazol-5-on；2-(4-nitrophenyl)-4H-1,3-oxazol-5-one
• CAS: 75152-21-5
• 化学式: C₉H₆N₂O₄
• 分子量: 206.158
• InChiKey: AJXGQRCQTVALDV-UHFFFAOYSA-N

物化性质

• 熔点：
  112-114 °C
• 沸点：
  343.8±44.0 °C(Predicted)
• 密度：
  1.53±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  84.5
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-<4-Nitrophenyl>-oxazol-5-on 在 hydroxide 作用下， 生成 4-硝基马尿酸
  参考文献：
  名称：

  Structure-reactivity studies on the equilibrium reaction between phenolate ions and 2-aryloxazolin-5-ones: data consistent with a concerted acyl-group-transfer mechanism

  摘要：

  DOI：

  10.1021/ja00542a028
• 作为产物：
  描述：

  (4-Nitro-benzoylamino)-acetic acid 4-nitro-phenyl ester 在 hydroxide 作用下， 生成 2-<4-Nitrophenyl>-oxazol-5-on
  参考文献：
  名称：

  Structure-reactivity studies on the equilibrium reaction between phenolate ions and 2-aryloxazolin-5-ones: data consistent with a concerted acyl-group-transfer mechanism

  摘要：

  DOI：

  10.1021/ja00542a028

文献信息

• Skeletal Reconstruction of 3-Alkylidenepyrrolidines to Azepines Enabled by Pd-Catalyzed C–N Bond Cleavage
  作者：Licheng Wu、Tong Wang、Chenyang Gao、Wenyi Huang、Jingping Qu、Yifeng Chen

  DOI：10.1021/acscatal.1c00130

  日期：2021.2.5

  Pd-catalyzed C–N bond cleavage strategy for the cycloaddition of pyrrolidines with azlactones or butenolides to construct the azepines. Leverage of the readily accessible 3-alkylidenepyrrolidine can serve as an effective precursor for zwitterionic salts. The in situ formation of an allyl-palladium intermediate through the cleavage of inert, cyclic C–N bonds leads to a cascade [5 + 2] cycloaddition, which allows

  在本文中，我们报道了吡咯烷与丁二酸内酯或丁烯内酯的环加成反应的钯催化C–N键裂解策略，以构建氮杂基。容易获得的3-亚烷基亚吡咯烷的杠杆作用可作为两性离子盐的有效前体。通过裂解惰性环状C–N键原位形成烯丙基钯中间体会导致级联[5 + 2]环加成反应，从而可以多样化合成具有良好官能团耐受性和100％原子的氮杂骨架经济。
• Syntheses of Highly Fluorescent GFP-Chromophore Analogues
  作者：Liangxing Wu、Kevin Burgess

  DOI：10.1021/ja710388h

  日期：2008.3.1

  Eight B-containing compounds, i.e., 1a-h, were prepared as mimics of the green fluorescent protein (GFP) fluorophore. The underlying concept was that synthetic GFP chromophore analogues are not fluorescent primarily because of free rotation about an aryl-alkene bond (Figure 1b). This rotation is not possible in the beta-barrel of GFP; hence, the molecule is strongly fluorescent. In compounds 1a-h, radiationless decay via this mechanism is prevented by complexation of the BF2 entity. The target materials were prepared via two methods; most were obtained according to the novel route shown in Scheme 1 b, but compound 1f was made via the procedure described in Scheme 2. Both syntheses involved formation of undesired compounds E-4a-h that formed simultaneously with the desired isomeric intermediates Z-4a-h. Both compounds form BF2 adducts, i.e., 1 a-h and 5a-h, respectively. Methods used for spectroscopic characterization and differentiation of compounds in the series 1 and 5 are discussed, and these are supported by single-crystal X-ray diffraction analyses for compounds 1c, 5c, 1f, and 5f. Electronic spectra of compounds la-h and 5a-h were studied in detail. Those in the 5 series were shown to be only weakly fluorescent, but the 1 series were strongly fluorescent compounds (comparable to the boraindacene, BODIPY, dyes). Compounds 1g and 1h are water soluble, and 1h has particularly significant potential as a probe, since it also has a carboxylic acid group for attachment to biomolecules.
• Botwinik; Awa'ewa, 1950, # 132, p. 288,297
  作者：Botwinik、Awa'ewa

  DOI：——

  日期：——
• JOLLY V. S.; SHRIVASTAVA A. K., J. INDIAN CHEM. SOC., 1980, 57, NO 9, 949-950
  作者：JOLLY V. S.、 SHRIVASTAVA A. K.

  DOI：——

  日期：——
• Structure-reactivity studies on the equilibrium reaction between phenolate ions and 2-aryloxazolin-5-ones: data consistent with a concerted acyl-group-transfer mechanism
  作者：Terence C. Curran、Charles R. Farrar、Omima Niazy、Andrew Williams

  DOI：10.1021/ja00542a028

  日期：1980.10