title: The kinetics and QSAR of abiotic reduction of mononitro aromatic compounds catalyzed by activated carbon.
abstract: The kinetics of abiotic reduction of mono-nitro aromatic compounds (mono-NACs) catalyzed by activated carbon (AC) in an anaerobic system were examined. There were 6 types of substituent groups on nitrobenzene, including methyl, chlorine, amino, carboxyl, hydroxyl and cyanogen groups, at the ortho, meta or para positions. Our results showed that reduction followed pseudo-first order reaction kinetics, and that the rate constant (logkSA) varied widely, ranging between -4.77 and -2.82, depending upon the type and position of the substituent. A quantitative structure-activity relationship (QSAR) model using 15 theoretical molecular descriptors and partial-least-squares (PLS) regression was developed for the reduction rates of mono-NACs catalyzed by AC. The cross-validated regression coefficient (Qcum(2), 0.861) and correlation coefficient (R(2), 0.898) indicated significantly high robustness of the model. The VIP (variable importance in the projection) values of energy of the lowest unoccupied molecular orbital (ELUMO) and the maximum net atomic charge on the aromatic carbon bound to the nitro group (QC(-)) were 1.15 and 1.01, respectively. These values indicated that the molecular orbital energies and the atomic net charges might play important roles in the reduction of mono-NACs catalyzed by AC in anaerobic systems.
authors.affiliation: State Key Laboratory of Water Environment Simulation, School of Environment, Beijing Normal University, Beijing 100875, People's Republic of China.
authors.forename: Wenwen
authors.initials: W
authors.lastname: Gong
authors.affiliation: State Key Laboratory of Water Environment Simulation, School of Environment, Beijing Normal University, Beijing 100875, People's Republic of China. Electronic address: xhliu@bnu.edu.cn.
authors.forename: Xinhui
authors.initials: X
authors.lastname: Liu
authors.affiliation: State Key Laboratory of Water Environment Simulation, School of Environment, Beijing Normal University, Beijing 100875, People's Republic of China.
authors.forename: Ding
authors.initials: D
authors.lastname: Gao
authors.affiliation: School of Chemistry, Beijing Normal University, Beijing 100875, People's Republic of China.
authors.forename: Yanjun
authors.initials: Y
authors.lastname: Yu
authors.affiliation: State Key Laboratory of Water Environment Simulation, School of Environment, Beijing Normal University, Beijing 100875, People's Republic of China.
authors.forename: Wenjun
authors.initials: W
authors.lastname: Fu
authors.affiliation: State Key Laboratory of Water Environment Simulation, School of Environment, Beijing Normal University, Beijing 100875, People's Republic of China.
authors.forename: Dengmiao
authors.initials: D
authors.lastname: Cheng
authors.affiliation: State Key Laboratory of Water Environment Simulation, School of Environment, Beijing Normal University, Beijing 100875, People's Republic of China.
authors.forename: Baoshan
authors.initials: B
authors.lastname: Cui
authors.affiliation: State Key Laboratory of Water Environment Simulation, School of Environment, Beijing Normal University, Beijing 100875, People's Republic of China.
authors.forename: Junhong
authors.initials: J
authors.lastname: Bai
mesh_terms: D000693:Anaerobiosis; D002245:Carbon Dioxide / Q000737:chemistry; D002384:Catalysis; D002606:Charcoal / Q000737:chemistry*; D002713:Chlorine / Q000737:chemistry; D006841:Hydrocarbons, Aromatic / Q000737:chemistry*; D017665:Hydroxyl Radical / Q000737:chemistry; D007700:Kinetics; D016018:Least-Squares Analysis; D009570:Nitriles / Q000737:chemistry; D009578:Nitrobenzenes / Q000737:chemistry*; D010084:Oxidation-Reduction; D021281:Quantitative Structure-Activity Relationship
chemical_list: D006841:Hydrocarbons, Aromatic; D009570:Nitriles; D009578:Nitrobenzenes; D002245:Carbon Dioxide; C041069:carboxyl radical; D002606:Charcoal; D017665:Hydroxyl Radical; D002713:Chlorine; C011206:cyanogen; C036077:nitrobenzene
keywords: Catalytic reduction rates; Mononitro aromatic compounds; Partial-least-squares (PLS); Quantum chemical descriptors