Hybrid State of Carbonyl Oxygen Atom in Aldehyde and Ketone
YUAN Kun1, LIU Yan-Zhi1, WANG Peng1, ZHU Yuan-Cheng1, SHI Xiao-Ning2
1. College of Chemical Engineering & Technology, Tianshui Normal University, Tianshui 741001, China;
2. College of Pharmacy, Gansu University of Traditional Chinese Medicine, Lanzhou 730000, China
Abstract There are controversial viewpoints on the hybrid state of carbonyl oxygen atom in the organic chemistry textbooks and some monographs. The hybridization state of O atoms in the carbonyl group affects on the polarity of carbonyl groups in a certain degree. Consequently, it will slightly affect on the chemical properties of the carbonyl group, especially on its electrophilic addition reaction activity. By means of theoretical calculation, it is found that the carbonyl oxygen of aldehyde or ketone molecules is neither in complete sp2 nor in non-hybrid state when it bonds with carbonyl carbon, but in a status between sp2 and non-hybrid.
YUAN Kun, LIU Yan-Zhi, WANG Peng, ZHU Yuan-Cheng, SHI Xiao-Ning. Hybrid State of Carbonyl Oxygen Atom in Aldehyde and Ketone[J]. Chinese Journal of Chemical Education, 2018, 39(14): 75-77.