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Reaction of vicinal dihalopolyfluoroalkanes with sodium azide (in Russian)

Journal Article · · Bull. Acad. Sci. USSR, Div. Chem. Sci. (Engl. Transl.); (United States)
DOI:https://doi.org/10.1007/BF00956593· OSTI ID:6417382
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Vicinal dihalopolyfluoroalkanes react readily with nucleophilic reagents to form the products of the replacement of one halogen by a nucleophilic residue. These reactions have been studied with F/sup -/ anion and C-, O-, and S-nucleophiles as examples. The present work studies the analogous reaction with the azide anion. When vicinal dibromopolyfluoroalkanes and related compounds react with NaN/sub 3/ in DMF, N-methylpyrrolidone, or hexametapol, halogen is replaced by an azide group, and ..beta..-halopolyfluoroalkyl azides form. The reaction of vicinal dihalopolyfluoroalkanes and related compounds with sodium azide causes replacement of halogen by an azide group probably by an ionic cleavage-addition chain mechanism. Nucleophilic azidobromination of fluoroolefins has been carried out by the action of sodium azide and bromine. These reactions were used to synthesize new ..beta..-halopolyfluoroalkyl azides.

Research Organization:
A. N. Nesmeyanov Institute of Heteroorganic Compounds, Moscow, USSR
OSTI ID:
6417382
Journal Information:
Bull. Acad. Sci. USSR, Div. Chem. Sci. (Engl. Transl.); (United States), Journal Name: Bull. Acad. Sci. USSR, Div. Chem. Sci. (Engl. Transl.); (United States) Vol. 35:6; ISSN BACCA
Country of Publication:
United States
Language:
Russian

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Related Subjects

37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
400201* -- Chemical & Physicochemical Properties
ADDUCTS
ALKALI METAL COMPOUNDS
ALKANES
AZIDES
AZIDO COMPOUNDS
BROMINATED ALIPHATIC HYDROCARBONS
BROMINATION
CARBOXYLIC ACID ESTERS
CARBOXYLIC ACIDS
CHEMICAL REACTIONS
DEHALOGENATION
ESTERS
ETHANE
FLUORINATED ALIPHATIC HYDROCARBONS
FLUORINE 19
FLUORINE ISOTOPES
HALOGENATED ALIPHATIC HYDROCARBONS
HALOGENATION
HYDROCARBONS
IODINATED ALIPHATIC HYDROCARBONS
ISOTOPES
LIGHT NUCLEI
MONOCARBOXYLIC ACIDS
NITROGEN COMPOUNDS
NMR SPECTRA
NUCLEI
ODD-EVEN NUCLEI
ORGANIC ACIDS
ORGANIC BROMINE COMPOUNDS
ORGANIC COMPOUNDS
ORGANIC FLUORINE COMPOUNDS
ORGANIC HALOGEN COMPOUNDS
ORGANIC IODINE COMPOUNDS
ORGANIC NITROGEN COMPOUNDS
PROPANE
PROPIONIC ACID
SODIUM COMPOUNDS
SPECTRA
STABLE ISOTOPES
SYNTHESIS