Effect of aromatic solvents on the rate of free-radical chlorination. Chlorination of 1,2-dichloroethane in the presence of o-dichlorobenzene

Journal Article · Sun Sep 20 04:00:00 EDT 1987 · J. Org. Chem. USSR (Engl. Transl.); (United States)

OSTI ID:7199895

Aver'yanov, V A; Ruban, S G; Shvets, V F

The rate of the azobisisobutyronitrile-initiated chlorination of 1,2-dichloroethane in the presence of o-dichlorobenzene obeys a complex equation of fractional orders in 1,2-dichloroethane, o-dichlorobenzene, and the initiator. The obtained data are interpreted in terms of a mechanism involving chlorine atoms or their ..pi.. complexes with the aromatic molecules ArH ..-->.. Cl as chain transfer agents. On the basis of the parameters of the kinetic equation and known data on the rate constants of chain initiation and termination reactions an estimate is given of the rate constants for the abstraction of hydrogen from 1,2-dichloroethane by the C/sub 6/H/sub 4/Cl/sub 2/ ..-->.. Cl complexes (0.67 x 10/sup 5/ liter/mole x sec) and the ratio of the rate constants for the formation of the C/sub 6/H/sub 4/Cl/sub 2/ ..-->.. Cl complexes and the abstraction of hydrogen from 1,2-dichloroethane by the chlorine atoms (15.2).

• Research Organization: D. I. Mendeleev Moscow Chemical Technology Institute (USSR)
• OSTI ID: 7199895
• Journal Information: J. Org. Chem. USSR (Engl. Transl.); (United States), Journal Name: J. Org. Chem. USSR (Engl. Transl.); (United States) Vol. 23:4; ISSN JOCYA
• Country of Publication: United States
• Language: English

Related Subjects

37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
400201* -- Chemical & Physicochemical Properties
ACTIVATION ENERGY
AROMATICS
CHEMICAL REACTION KINETICS
CHEMICAL REACTIONS
CHLORINATED ALIPHATIC HYDROCARBONS
CHLORINATED AROMATIC HYDROCARBONS
CHLORINATION
COMPLEXOMETRY
DECOMPOSITION
ENERGY
EQUATIONS
HALOGENATED ALIPHATIC HYDROCARBONS
HALOGENATED AROMATIC HYDROCARBONS
HALOGENATION
HYDROGEN TRANSFER
KINETIC EQUATIONS
KINETICS
NITRILES
ORGANIC CHLORINE COMPOUNDS
ORGANIC COMPOUNDS
ORGANIC HALOGEN COMPOUNDS
ORGANIC NITROGEN COMPOUNDS
ORGANIC SOLVENTS
PHOTOCHEMICAL REACTIONS
PHOTOLYSIS
RADICALS
REACTION KINETICS
SOLVENTS
SPECTROPHOTOMETRY
STRUCTURAL CHEMICAL ANALYSIS