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2,6-二乙酰基吡啶

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2,6-Diacetylpyridine
IUPAC名
1,1′-(Pyridine-2,6-diyl)di(ethan-1-one)
别名 1,1′-(Pyridine-2,6-diyl)diethanone
1-(6-Acetylpyridin-2-yl)ethanone
DAP
2,6-Bisacetylpyridine
识别
CAS号 1129-30-2  checkY
PubChem 70790
ChemSpider 63955
SMILES
 
  • CC(=O)c1cccc(n1)C(=O)C
性质
化学式 C9H9NO2
摩尔质量 163.17 g·mol−1
外观 白色晶体
密度 1.119 g/cm3
熔点 81 °C
沸点 126 °C
110至130 °C(230至266 °F;383至403 K)(升华)
危险性
GHS危险性符号
《全球化学品统一分类和标签制度》(简称“GHS”)中有害物质的标签图案
GHS提示词 Warning
H-术语 H315, H319, H335
P-术语 P261, P264, P271, P280, P302+352, P304+340, P305+351+338, P312, P321, P332+313, P337+313, P362, P403+233, P405
相关物质
相关化合物 2-acetylpyridine
若非注明,所有数据均出自标准状态(25 ℃,100 kPa)下。

2,6-二乙酰基吡啶是一种有机化合物,化学式为C9H9NO2。它可由以下两种方法制备:[1][2]

DAP synthesis Claisen
DAP synthesis Grignard

它和盐酸羟胺存在下反应,可以得到相应的(羟亚胺);[3]它和盐酸苯肼反应,可以得到相应的苯[4]它可以被硼氢化钠还原为α,α'-二甲基-2,6-吡啶二甲醇。[5]

参考文献

[编辑]
  1. ^ Yoshiro Ogata; Masaru Tsuchida; Akihiko Muramoto. Controlled Synthesis of 2-Acetyl-6-carbethioxypyridine and 2-6-Diacetylpyridine from 2,6-Dimethylpyridine. Synth. Commun. 2006, 35 (17): 2317–2324. S2CID 93168188. doi:10.1080/00397910500186995. 
  2. ^ Schmidt, R.; Welch, M.B.; Palackal, S.J.; Alt, H.G. Hydrogenized iron(II) complexes as highly active ethene polymerization catalysts. Journal of Molecular Catalysis A: Chemical. 2001, 179 (1–2): 155–173. doi:10.1016/S1381-1169(01)00333-8. 
  3. ^ Christer B. Aakeröy, Abhijeet S. Sinha. Synthesis of ketoximes via a solvent-assisted and robust mechanochemical pathway. RSC Advances. 2013, 3 (22): 8168 [2022-03-15]. ISSN 2046-2069. doi:10.1039/c3ra40585k (英语). 
  4. ^ L. H. Abdel-Rahman, A. M. Abu-Dief, F. M. Atlam, A. A. H. Abdel-Mawgoud, A. A. Alothman, A. M. Alsalme, A. Nafady. Chemical, physical, and biological properties of Pd(II), V(IV)O, and Ag(I) complexes of N 3 tridentate pyridine-based Schiff base ligand. Journal of Coordination Chemistry. 2020-12-01, 73 (23): 3150–3173 [2022-03-15]. ISSN 0095-8972. doi:10.1080/00958972.2020.1842378 (英语). 
  5. ^ Jun'ichi Uenishi, Sachiko Aburatani, Taro Takami. Stereocomplexity and Stereoselective Synthesis of Triamine Molecules Bearing Four Chiral Carbon Centers: Stereodifferentiated Preparation of All 10 Stereoisomers of 2,6-Bis[1-(1-phenylethylamino)ethyl]pyridines. The Journal of Organic Chemistry. 2007-01-01, 72 (1): 132–138 [2022-03-15]. ISSN 0022-3263. doi:10.1021/jo061729e. (原始内容存档于2022-03-15) (英语).