2-Halo-1,2lambda/sup 5/-oxaphosphetanes. II. Reactions of P-fluoro ylides with carbonyl compounds and carbon disulfide

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

OSTI ID:5129270

Kolodyazhnyi, O I

We have introduced P-fluoro ylides into reaction with carbonyl compounds and CS/sub 2/. The work had the object of comparing the properties of P-fluoro ylides with the properties of previously studied P-chloro ylides (1, 10) and determining the influence of the electronegative fluorine atom on the reactions of P-fluoro ylides with carbonyl compounds. The 2-fluoro-1,2lambda/sup 5/-oxaphosphetanes are liquids that can be vacuum-distilled. Their structures were proved by means of mass and /sup 1/H, /sup 13/C, /sup 19/F, and /sup 31/ NMR spectra. The /sup 31/P chemical shifts of the compounds, which are doublets with a constant /sup 1/JPF of 800 Hz, are in the strong field of the NMR spectrum at -8 to -37 ppm, which corresponds to the 5-coordinate state of the phosphorus atom. Doublets with a similar constant are present in the /sup 19/F NMR spectra.

• Research Organization: Institute of Organic Chemistry, Kiev (USSR)
• OSTI ID: 5129270
• Journal Information: J. Gen. Chem. USSR (Engl. Transl.); (United States), Journal Name: J. Gen. Chem. USSR (Engl. Transl.); (United States) Vol. 57:4; ISSN JGCHA
• Country of Publication: United States
• Language: English

Related Subjects

37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
400201* -- Chemical & Physicochemical Properties
640302 -- Atomic
Molecular & Chemical Physics-- Atomic & Molecular Properties & Theory
74 ATOMIC AND MOLECULAR PHYSICS
ACETOPHENONE
ALDEHYDES
ALKANES
BENZALDEHYDE
CARBON 13
CARBON COMPOUNDS
CARBON ISOTOPES
CARBON OXIDES
CARBON SULFIDES
CHALCOGENIDES
CHEMICAL REACTION KINETICS
CHEMICAL REACTIONS
CHEMICAL SHIFT
CHLORINATED ALIPHATIC HYDROCARBONS
CHLOROFORM
COUPLING
COUPLING CONSTANTS
DEUTERIUM COMPOUNDS
ELECTRONEGATIVITY
ELEMENTS
ETHERS
EVEN-ODD NUCLEI
FLUORINE
FLUORINE 19
FLUORINE ISOTOPES
HALOGENATED ALIPHATIC HYDROCARBONS
HALOGENS
HYDROCARBONS
HYDROGEN 1
HYDROGEN COMPOUNDS
HYDROGEN ISOTOPES
INTERMEDIATE COUPLING
ISOMERIZATION
ISOTOPES
J-J COUPLING
KETONES
KINETICS
LIGHT NUCLEI
NMR SPECTRA
NONMETALS
NUCLEI
ODD-EVEN NUCLEI
ORGANIC CHLORINE COMPOUNDS
ORGANIC COMPOUNDS
ORGANIC FLUORINE COMPOUNDS
ORGANIC HALOGEN COMPOUNDS
ORGANIC OXYGEN COMPOUNDS
ORGANIC PHOSPHORUS COMPOUNDS
OXIDES
OXYGEN COMPOUNDS
PENTANE
PHOSPHORUS 31
PHOSPHORUS ISOTOPES
REACTION KINETICS
SPECTRA
STABLE ISOTOPES
STEREOCHEMISTRY
SULFIDES
SULFUR COMPOUNDS