Quantum Chemical Study Of The Hydroxyl Radical Reaction With Phenol And 1 - Nitro Ring Hexene

Both·OH and·NO radicals are produced in the vital movement.The two kinds of radicals are beneficial to the health when their quantities are not excessive.Otherwise,they are baneful to the health.·OH could not only induce the cross link or oxidation of DNA and RNA but also cause oxidation damage and cross link of protein and amino acid,as well as induce the produce of lipid peroxide,which are very dangerous to the health.Superfluous·NO can result in the genic mutation and cancer.However,phenols are kind of good scavengers of -OH.In order to understand the mechanism of reaction between·OH and phenols,as well as the process of·NO radical from 1-nitrocyclohexene,we have investigated the reaction of·OH and phenol,as well as·OH and 1-nitrocyclohexene using density functional theory(B3LYP) and MP2 methods.Our studies focus on the two parts as below:(1) The hydroxyl radical addition and H-atom abstraction between·OH and phenol are carried out using MP2/6-311G(2d,p)//MP2/6-311G(d,p) method.(2) The two reaction channels which·NO is produced from the reaction between 1-nitrocyclohexene and·OH are performed at B3LYP/6-311+G(d,p)//B3LYP/6-31+G(d,p) level.The main calculated results in this thesis are listed as follow:(1) In the addition reaction of hydroxyl radical and phenol,the addition order of the hydroxyl radical to the phenol is ortho position＞meta position＞para position.The order of the addition channel is C(3)＞C(1)＞C(5)＞C(4)＞C(6)＞C(2).(2) The hydroxyl radical plays a very important role in producing·NO from 1-nitrocyclohexene, moreover,the double bond of 1-nitrocyclohexene influences the reaction.The second channel is the main channel to produce·NO.Specially,the·NO is directly produced without adding H atom in channel 2 after the O atom is moved away the ring.