Kinetics and mechanism of phosgenation of aliphatic alcohols. VI. The role of the association of the alcohol
Investigation of the effect of the association of a series of alcohols on the phosgenation rate in heptane showed that the tetramer of the alcohol enters exclusively into reaction with phosgene. This is explained by the formation of a bicyclic transition state (or tetrahedral intermediate), which does not require previous desolvation or association of the alcohol and secures effective intramolecular assistance to the elimination of hydrogen chloride. The electronic structure was determined by CNDO/2 quantum-chemical calculations, which reproduces the three-dimensional structure and electron density distribution in the molecules fairly well. Methanol was chosen as model alcohol in order to simplify the calculations.
- Research Organization:
- D.I. Mendeleev Moscow Chemical Technology Institute (USSR)
- OSTI ID:
- 5887489
- Journal Information:
- J. Org. Chem. USSR (Engl. Transl.); (United States), Journal Name: J. Org. Chem. USSR (Engl. Transl.); (United States) Vol. 24:2; ISSN JOCYA
- Country of Publication:
- United States
- Language:
- English
Similar Records
Kinetics of reactions of solvated electrons with radiolysis products of aliphatic monohydric alcohols
Phosgene
Related Subjects
400201* -- Chemical & Physicochemical Properties
ALCOHOLS
ALKANES
ATOMIC MODELS
BUTANOLS
CARBONIC ACID DERIVATIVES
CHARGE DISTRIBUTION
CHEMICAL REACTION KINETICS
COMPUTERIZED SIMULATION
DECANOLS
DIOXANE
ELECTRON DENSITY
ELECTRONIC STRUCTURE
EQUATIONS
ETHANOL
HEPTANE
HETEROCYCLIC COMPOUNDS
HYDROCARBONS
HYDROCHLORIC ACID
HYDROGEN COMPOUNDS
HYDROXY COMPOUNDS
INORGANIC ACIDS
KINETIC EQUATIONS
KINETICS
MATHEMATICAL MODELS
MECHANICS
METHANOL
MOLECULAR STRUCTURE
ORGANIC CHLORINE COMPOUNDS
ORGANIC COMPOUNDS
ORGANIC HALOGEN COMPOUNDS
ORGANIC OXYGEN COMPOUNDS
PHOSGENE
QUANTUM MECHANICS
REACTION INTERMEDIATES
REACTION KINETICS
SIMULATION
STRUCTURAL CHEMICAL ANALYSIS