2-ethoxy-4,5-diphenyl-oxazole | 4113-66-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-ethoxy-4,5-diphenyl-oxazole
• 英文别名: 2-Aethoxy-4,5-diphenyl-oxazol；2-Ethoxy-4,5-diphenyl-oxazol；2-Ethoxy-4,5-diphenyl-1,3-oxazole
• CAS: 4113-66-0
• 化学式: C₁₇H₁₅NO₂
• 分子量: 265.312
• InChiKey: ZFKACKXEAMIBJD-UHFFFAOYSA-N

物化性质

• 熔点：
  64-65 °C
• 沸点：
  373.8±45.0 °C(Predicted)
• 密度：
  1.121±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  35.3
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2934999090

反应信息

• 作为反应物：
  描述：

  2-ethoxy-4,5-diphenyl-oxazole 在 platinum(IV) oxide 氢气 作用下， 以 四氯乙烯 、 乙酸乙酯 为溶剂， 生成 Diethyl (1R,2R)-N,N'-(1,2-diphenylethylene)biscarbamate
  参考文献：
  名称：

  Huisgen,R.; Blaschke,H., Chemische Berichte, 1965, vol. 98, p. 2985 - 2997

  摘要：

  DOI：
• 作为产物：
  描述：

  N,O-bistrimethylsilyl-N-(ethoxycarbonyl)hydroxylamine 以20%的产率得到
  参考文献：
  名称：

  CHANG YOUNG HWAN; CHIU FANG-TING; ZON GEROLD, J. ORG. CHEM., 1981, 46, NO 2, 342-354

  摘要：

  DOI：

文献信息

• Investigation of thermally induced .alpha.-deoxysilylation of organosilylated hydroxylamine derivatives as a general method for nitrene production
  作者：Young Hwan Chang、Fang-Ting Chiu、Gerald Zon

  DOI：10.1021/jo00315a024

  日期：1981.1
• Substituted oxazoles: syntheses via lithio intermediates
  作者：Scott E. Whitney、Bruce Rickborn

  DOI：10.1021/jo00009a025

  日期：1991.4

  Reactions of 2-alpha-, 2-, 4-, and 5-lithiooxazoles are used to prepare various substituted derivatives. Previously unrecognized time dependence for the reaction of a 2-lithiooxazole with benzaldehyde is described, and a rationale for this behavior is offered. Competitive reactions occur when the readily available 2,5-diphenyloxazole is treated with n-butyllithium. Deprotonation of the ortho position of the 2-phenyl group and addition of n-butyl to the 2-position of the oxazole compete with the desired 4-lithiation. The use of sec-butyllithium/catalytic lithium tetramethylpiperidide allows preferential formation of 4-lithio-25-diphenyloxazole. This intermediate has been converted to the 4-bromo, -methyl, -hydroxybenzyl, -benzoyl, and -trialkylsilyl derivatives. Lithiation of 2,4-diphenyloxazole and subsequent trimethylsilylation occur readily at the 5-position. Deprotonation of 2-alkyloxazoles occurs at the alpha-carbon in preference to ring sites. Further reaction of an alpha-phenyl-2-oxazolemethanol methoxymethyl ether with base and acetyl chloride leads to an acyloin derivative. Chromic acid oxidation is used to prepare both 2- and 4-benzoyloxazoles. The formation of a 2-ethoxyoxazole from the 2-oxazolone vis Meerwein salt chemistry is described.
• Gompper; Effenberger, Chemische Berichte, 1959, vol. 92, p. 1928,1932
  作者：Gompper、Effenberger

  DOI：——

  日期：——
• 1.3-Cycloadditionen des äthoxycarbonyl-azens an alkine
  作者：Rolf Huisgen、Heinz Blaschke

  DOI：10.1016/s0040-4039(00)90490-8

  日期：1964.1
• WHITNEY, SCOTT E.;RICKBORN, BRUCE, J. ORG. CHEM., 56,(1991) N, C. 3058-3063
  作者：WHITNEY, SCOTT E.、RICKBORN, BRUCE

  DOI：——

  日期：——