樟脑醌是一种有机化合物,化学式为C10H14O2,它在牙科材料中用作光引发剂[2]它可由樟脑乙酸中经二氧化硒氧化制得。[3]它可以被次氯酸钠进一步氧化为樟脑酸[4]它的两个羰基(C=O)也能被氢化铝锂还原为羟基(C-OH)。[5]

樟脑醌
Structure of camphorquinone
IUPAC名
2,6-Bornanedione
别名 Camphorquinone
6-Oxocamphor
CQ
CPQ
识别
CAS号 10373-78-1  checkY
PubChem 25208
SMILES
 
  • CC1(C2CCC1(C(=O)C2=O)C)C
性质
化学式 C10H14O2
摩尔质量 166.22 g·mol−1
熔点 196—198 °C(469—471 K)[1]
若非注明,所有数据均出自标准状态(25 ℃,100 kPa)下。

参考文献

编辑
  1. ^ Jarugu Narasimha Moorthy, Nidhi Singhal, Kalyan Senapati. Oxidative cleavage of vicinal diols: IBX can do what Dess–Martin periodinane (DMP) can. Org. Biomol. Chem. 2007, 5 (5): 767–771 [2022-04-10]. ISSN 1477-0520. doi:10.1039/B618135J (英语). 
  2. ^ Jakubiak, J.; Allonas, X.; Fouassier, J.P.; Sionkowska, A.; Andrzejewska, E.; Linden, L.Å.; Rabek, J.F. Camphorquinone–amines photoinitating systems for the initiation of free radical polymerization. Polymer. August 2003, 44 (18): 5219–5226. doi:10.1016/S0032-3861(03)00568-8. 
  3. ^ Hongjin Chen, Wenyuan Wang, Jianjun Zhu, Yiying Han, Jian Liu. Electropolymerization of D-A type EDOT-based monomers consisting of camphor substituted quinoxaline unit for electrochromism with enhanced performance. Polymer. 2022-02, 240: 124485 [2022-04-10]. doi:10.1016/j.polymer.2021.124485 (英语). 
  4. ^ D. T. C. Yang, C. J. Zhang, P. P. Fu, G. W. Kabalka. Oxidation of α-Substituted Carbonyl Compounds to Carboxylic Acids in Aqueous Media Using Ultrasound. Synthetic Communications. 1997-05, 27 (9): 1601–1605 [2022-04-10]. ISSN 0039-7911. doi:10.1080/00397919708006098 (英语). 
  5. ^ Duggan, Andrew R.; Mciteka, Lulama P.; Lobb, Kevin A.; Kaye, Perry T. 1H NMR-based kinetic-mechanistic study of the intramolecular trans-esterification of 2-exo-3-exo-dihydroxybornane monoacrylate esters. South African Journal of Chemistry, 2013. 66: 140-144. ISSN 0379-4350.