4,5-dimethyl-2-phenyl-oxazole | 26028-53-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4,5-dimethyl-2-phenyl-oxazole
• 英文别名: 4,5-dimethyl-2-phenyl-1,3-oxazole；2-phenyl-4,5-dimethyloxazole；4,5-Dimethyl-2-phenyloxazole；4,5-Dimethyl-2-phenyl-oxazol；2-Phenyl-4,5-dimethyl-oxazol；4,5-Dimethyl-2-phenyloxazol
• CAS: 26028-53-5
• 化学式: C₁₁H₁₁NO
• mdl: MFCD00114928
• 分子量: 173.214
• InChiKey: WPEBMUGUTWAODF-UHFFFAOYSA-N

物化性质

• 熔点：
  115 °C
• 沸点：
  109 °C
• 密度：
  1.060±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.181
• 拓扑面积：
  26
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4,5-dimethyl-2-phenyl-oxazole 在 水 、 溴 作用下， 生成 2,3-丁二酮
  参考文献：
  名称：

  Synthesis of aliphatic ?-dioximes from oxazole derivatives

  摘要：

  DOI：

  10.1007/bf00956242
• 作为产物：
  描述：

  3-苯甲酰氨基丁酮 在 硫酸 、 乙酸酐 作用下， 反应 1.0h， 以79%的产率得到4,5-dimethyl-2-phenyl-oxazole
  参考文献：
  名称：

  Synthesis of aliphatic ?-dioximes from oxazole derivatives

  摘要：

  DOI：

  10.1007/bf00956242

文献信息

• A New Approach to the Synthesis of 2-Aryl-4-halomethyl-5-methyl-1,3-oxa­zoles by Highly Regioselective Direct Halogenation with NBS or NCS/MeCN
  作者：Taihei Yamane、Hiroyuki Mitsudera、Takatsugu Shundoh

  DOI：10.1055/s-2004-834862

  日期：——

  A simple and efficient method for the synthesis of 2-aryl-4-bromomethyl-5-methyl-1,3-oxazoles 2 and 2-aryl-4-chloromethyl-5-methyl-1,3-oxazoles 3 is described. The reaction of 2-aryl-4,5-dimethyl-1,3-oxazoles 1 with N-bromosuccinimide and N-chlorosuccinimide in acetonitrile under mild conditions provides 4-halomethyl isomers with exceptionally high regioselectivity in moderate to good yields.

  描述了一种简单高效的合成2-芳基-4-溴甲基-5-甲基-1,3-噁唑2和2-芳基-4-氯甲基-5-甲基-1,3-噁唑3的方法。在温和条件下，2-芳基-4,5-二甲基-1,3-噁唑1与N-溴代琥珀酰亚胺和N-氯代琥珀酰亚胺在乙腈中反应，以中等至良好的收率提供了具有极高区域选择性的4-卤甲基异构体。
• NEW COMPOUNDS I/418
  申请人：Bjore Annika

  公开号：US20080015237A1

  公开（公告）日：2008-01-17

  There is provided compounds of formula I, wherein R 1 to R 7 have meanings given in the description, which are useful in the prophylaxis and in the treatment of arrhythmias, in particular atrial and ventricular arrhythmias.

  提供了式I的化合物， 其中R1至R7在描述中给出了它们的含义，这些化合物在预防和治疗心律失常方面非常有用，特别是房性和室性心律失常。
• The photochemistry of acyl azides — IX. Direct and sensitized photolytic generation of acylnitrenes for cycloaddition reactions
  作者：Kai-Uwe Clauss、Karin Buck、Werner Abraham

  DOI：10.1016/0040-4020(95)00366-g

  日期：1995.6

  types with respect to benzoylnitrene, which was generated by three different routes: direct photolysis of benzoyl azide, sensitization of azide decomposition via energy transfer, and photoinduced electron transfer. In all cases the same cycloadducts 23, 24, and 30 were obtained. Carbonyl activity determines the reactivity of unsaturated ketones and aldehydes with respect to benzoylnitrene.

  与乙氧基羰基丁烯相反，选择性反应-包括缩载反应-可以用苯甲酰基基丁烯进行。这项研究分析了通过三种不同的途径产生的各种键类型与苯甲酰氮的反应性顺序：苯甲酰叠氮化物的直接光解，通过能量转移引起的叠氮化物分解的敏化以及光诱导的电子转移。在所有情况下相同的cycloadducts 23，24，和30获得的。羰基活性决定了不饱和酮和醛相对于苯甲酰基氮丁烯的反应性。
• A series of 2, 4, 5-trisubstituted oxazole: Synthesis, characterization and DFT modelling
  作者：Vinay S. Kadam、Saminaparwin G. Shaikh、Arun L. Patel

  DOI：10.1016/j.molstruc.2016.02.033

  日期：2016.6

  Abstract A new series of 2,4,5-trisubstituted oxazole were synthesized with good yields using simple methodology. All the compounds were thoroughly characterized by IR, NMR (1H and 13C) and mass spectrometry and structures of 2-(4-butyloxyphenyl)-4,5-dimethyloxazole (5b) and 4,5-dimethyl-2-(4-(octyloxy)phenyl)oxazole(5e) were unambiguously determined by X-ray crystallography. Evidently, the crystal

  摘要 采用简单的方法合成了一系列新的2,4,5-三取代恶唑，收率良好。所有化合物均通过 IR、NMR（1H 和 13C）和质谱以及 2-(4-丁氧基苯基)-4,5-二甲基恶唑 (5b) 和 4,5-二甲基-2-(4-(辛氧基）苯基）恶唑（5e）通过 X 射线晶体学明确确定。显然，这些化合物的晶体结构表现出C-H⋯N和C-H⋯O分子间相互作用。这些化合物的电子结构也通过 DFT 在 B3LYP/6-311G ++ 理论水平进行了研究。
• Studies on Acetylenic Compounds. XXV.Ring Closure.(5). New Synthetic Method of Heterocyclic Compounds from α-Amino-and α-N-substitued Aminoacetylenic Compounds
  作者：Yasuo Yura

  DOI：10.1248/cpb.10.1087

  日期：——

  Anew ring closure of α-amino-and α-N-substituted aminoacetylenic compounds has been studied. 2-Methylimidazole and 2-thiazolethiol derivatives were easily synthesized by heating α-aminoacethylenic compound with thioacetamide and carbon disulfide, respectively. By treating 1-(2-propynyl)-urea, 1-(2-propynyl)-thiourea and 1-(2-propynyl)-benzamide with concentrated sulfuric acid, there were obtained 2-imidazolone, 2-imidazolethiole and 2-phenyloxazole derivatives, respectively.

  通过对α-氨基和α-N-取代的氨基乙炔化合物的环化进行了研究，发现2-甲基咪唑和2-噻唑硫醇衍生物可以通过将α-氨基乙炔化合物分别与硫代乙酰胺和二硫化碳加热而容易地合成。通过对1-(2-丙炔基)脲、1-(2-丙炔基)硫脲和1-(2-丙炔基)苯甲酰胺与浓硫酸处理，分别得到了2-咪唑酮、2-咪唑硫酮和2-苯基噁唑衍生物。