TY - JOUR
T1 - Formation of chlorobenzenes by oxidative thermal decomposition of 1,3-dichloropropene
AU - Ahubelem, Nwakamma
AU - Shah, Kalpit
AU - Moghtaderi, Behdad
AU - Altarawneh, Mohammednoor
AU - Dlugogorski, Bogdan Z.
AU - Page, Alister J.
PY - 2015/6/1
Y1 - 2015/6/1
N2 - We combine combustion experiments and density functional theory (DFT) calculations to investigate the formation of chlorobenzenes from oxidative thermal decomposition of 1,3-dichloropropene. Mono- to hexa-chlorobenzenes are observed between 800 and 1150. K, and the extent of chlorination was proportional to the combustion temperature. Higher chlorinated congeners of chlorobenzene (tetra-, penta-, hexa-chlorobenzene) are only observed in trace amounts between 950 and 1050. K. DFT calculations indicate that cyclisation of chlorinated hexatrienes proceeds via open-shell radical pathways. These species represent key components in the formation mechanism of chlorinated polyaromatic hydrocarbons. Results presented herein should provide better understanding of the evolution of soot from combustion/pyrolysis of short chlorinated alkenes.
AB - We combine combustion experiments and density functional theory (DFT) calculations to investigate the formation of chlorobenzenes from oxidative thermal decomposition of 1,3-dichloropropene. Mono- to hexa-chlorobenzenes are observed between 800 and 1150. K, and the extent of chlorination was proportional to the combustion temperature. Higher chlorinated congeners of chlorobenzene (tetra-, penta-, hexa-chlorobenzene) are only observed in trace amounts between 950 and 1050. K. DFT calculations indicate that cyclisation of chlorinated hexatrienes proceeds via open-shell radical pathways. These species represent key components in the formation mechanism of chlorinated polyaromatic hydrocarbons. Results presented herein should provide better understanding of the evolution of soot from combustion/pyrolysis of short chlorinated alkenes.
KW - 1,3-Dichloropropene
KW - Chlorobenzene
KW - Combustion
KW - Cyclisation
KW - Density functional theory
UR - http://www.scopus.com/inward/record.url?scp=84939940906&partnerID=8YFLogxK
U2 - 10.1016/j.combustflame.2015.02.008
DO - 10.1016/j.combustflame.2015.02.008
M3 - Article
AN - SCOPUS:84939940906
VL - 162
SP - 2414
EP - 2421
JO - Combustion and Flame
JF - Combustion and Flame
SN - 0010-2180
IS - 6
ER -