Kinetics of the catalytic reaction of 2,2-di-(chloromethyl)-1,3-propanediol with thionyl chloride

Journal Article · Tue Jan 10 00:00:00 EST 1989 · J. Org. Chem. USSR (Engl. Transl.); (United States)

OSTI ID:5887923

Bolotov, A A; V'yunov, K A

The aim of this work was to determine the partial rate constants for the catalytic formation of 4,4-di(chloromethyl)trimethylene sulfite and to establish the controlling stage of the complex process. The choice of DMFA as catalyst during investigation of the quantitative relationships governing the substitution of the hydroxyl group by the chlorine atom was based on the fact that the reaction with triethylamine and pyridine takes place in a more complicated manner; the initially formed triethylamine and pyridine hydrochlorides accelerate substitution, i.e., autocatalysts by the reaction products is observed. The slowest stage of the complex catalytic process in the reaction of 2,2-di(chloromethyl)-1,3-propanediol with thionyl chloride in the presence of dimethylformamide is the reaction of the alcohol-catalyst donor-acceptor complex with the thionyl chloride.

• Research Organization: Lensovet Leningrad Technological Institute (USSR)
• OSTI ID: 5887923
• Journal Information: J. Org. Chem. USSR (Engl. Transl.); (United States), Vol. 24:8; Other Information: Translated from Zh. Org. Khim.; 24: No. 8, 1590-1595 (Aug 1988)
• Country of Publication: United States
• Language: English

Related Subjects

37 INORGANIC
ORGANIC
PHYSICAL AND ANALYTICAL CHEMISTRY
AMIDES
CATALYTIC EFFECTS
CHLORINATED ALIPHATIC HYDROCARBONS
CATALYSIS
GLYCOLS
THIONYL CHLORIDES
CATALYSTS
CHEMICAL REACTION KINETICS
CHEMICAL REACTION YIELD
CHROMATOGRAPHY
KINETIC EQUATIONS
MOLECULAR STRUCTURE
QUANTITY RATIO
REACTION INTERMEDIATES
STRUCTURAL CHEMICAL ANALYSIS
SULFITES
ALCOHOLS
CHLORIDES
CHLORINE COMPOUNDS
EQUATIONS
HALIDES
HALOGEN COMPOUNDS
HALOGENATED ALIPHATIC HYDROCARBONS
HYDROXY COMPOUNDS
KINETICS
ORGANIC CHLORINE COMPOUNDS
ORGANIC COMPOUNDS
ORGANIC HALOGEN COMPOUNDS
ORGANIC NITROGEN COMPOUNDS
ORGANIC SULFUR COMPOUNDS
OXYGEN COMPOUNDS
REACTION KINETICS
SEPARATION PROCESSES
SULFUR COMPOUNDS
YIELDS
400201* - Chemical & Physicochemical Properties