Atmospheric chemistry of toxic contaminants. 5. Unsaturated halogenated aliphatics: Allyl chloride, chloroprene, hexachlorocyclopentadiene, vinylidene chloride

Journal Article · Thu Jan 31 23:00:00 EST 1991 · Journal of the Air and Waste Management Association; (United States)

DOI:https://doi.org/10.1080/10473289.1991.10466835· OSTI ID:5383547

Grosjean, D ^[1]

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1. DGA, Inc., Ventura, CA (USA)

Detailed mechanisms are outlined for the chemical reactions involved in the atmospheric removal of four unsaturated chlorinated aliphatic contaminants, allyl chloride, chloroprene, hexachlorocyclopentadiene and vinylidene chloride. Rate constants estimated from structure-reactivity relationships indicate rapid removal for all four compounds by reactions with OH (major), ozone, and No{sub 3}, with half-lives of 2-16 hrs for removal by reaction with OH. Reaction products of allyl chloride (formaldehyde, chloroacetaldehyde, peroxychloroacetyl nitrate) and vinylidene chloride (formaldehyde, phosgene, chloroacetyl chloride) are consistent with OH addition-initiated pathways that include Cl atom elimination. The chlorine atoms produced in the OH reaction sequence react rapidly with all four unsaturated compounds, but these reactions are of negligible importance for atmospheric removal of the four toxic contaminants studied. Analogous mechanisms are discussed for chloroprene (leading to formaldehyde, CH{sub 2} {double bond} CClCHO, and ClCOCHO) and for hexachlorocyclopentadiene (leading to oxalyl chloride and ClCOCCl{sub 2}COCl).

• OSTI ID: 5383547
• Journal Information: Journal of the Air and Waste Management Association; (United States), Journal Name: Journal of the Air and Waste Management Association; (United States) Vol. 41:2; ISSN JAWAE
• Country of Publication: United States
• Language: English

Related Subjects

54 ENVIRONMENTAL SCIENCES
540120* -- Environment
Atmospheric-- Chemicals Monitoring & Transport-- (1990-)
AIR POLLUTION
ATMOSPHERIC CHEMISTRY
CHEMICAL REACTIONS
CHEMISTRY
DECHLORINATION
DEHALOGENATION
ENVIRONMENTAL EXPOSURE
HALOGENATED ALIPHATIC HYDROCARBONS
HYDROGEN COMPOUNDS
HYDROXIDES
MATERIALS
NITRATES
NITROGEN COMPOUNDS
ORGANIC COMPOUNDS
ORGANIC HALOGEN COMPOUNDS
OXYGEN COMPOUNDS
OZONE
POLLUTANTS
POLLUTION
REMOVAL
STRUCTURE-ACTIVITY RELATIONSHIPS
TOXIC MATERIALS