2-Halo-1,2lambda/sup 5/-oxaphosphetanes. II. Reactions of P-fluoro ylides with carbonyl compounds and carbon disulfide
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), Vol. 57:4; Other Information: Translated from Zh. Obshch. Khim.; 57: No. 4, 821-827(Apr 1987)
- Country of Publication:
- United States
- Language:
- English
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Related Subjects
ORGANIC
PHYSICAL AND ANALYTICAL CHEMISTRY
74 ATOMIC AND MOLECULAR PHYSICS
CARBON OXIDES
NMR SPECTRA
STEREOCHEMISTRY
CARBON SULFIDES
FLUORINE
ELECTRONEGATIVITY
ORGANIC FLUORINE COMPOUNDS
ORGANIC PHOSPHORUS COMPOUNDS
ACETOPHENONE
BENZALDEHYDE
CARBON 13
CHEMICAL REACTION KINETICS
CHEMICAL SHIFT
CHLOROFORM
COUPLING CONSTANTS
DEUTERIUM COMPOUNDS
ETHERS
FLUORINE 19
HYDROGEN 1
ISOMERIZATION
J-J COUPLING
PENTANE
PHOSPHORUS 31
ALDEHYDES
ALKANES
CARBON COMPOUNDS
CARBON ISOTOPES
CHALCOGENIDES
CHEMICAL REACTIONS
CHLORINATED ALIPHATIC HYDROCARBONS
COUPLING
ELEMENTS
EVEN-ODD NUCLEI
FLUORINE ISOTOPES
HALOGENATED ALIPHATIC HYDROCARBONS
HALOGENS
HYDROCARBONS
HYDROGEN COMPOUNDS
HYDROGEN ISOTOPES
INTERMEDIATE COUPLING
ISOTOPES
KETONES
KINETICS
LIGHT NUCLEI
NONMETALS
NUCLEI
ODD-EVEN NUCLEI
ORGANIC CHLORINE COMPOUNDS
ORGANIC COMPOUNDS
ORGANIC HALOGEN COMPOUNDS
ORGANIC OXYGEN COMPOUNDS
OXIDES
OXYGEN COMPOUNDS
PHOSPHORUS ISOTOPES
REACTION KINETICS
SPECTRA
STABLE ISOTOPES
SULFIDES
SULFUR COMPOUNDS
400201* - Chemical & Physicochemical Properties
640302 - Atomic
Molecular & Chemical Physics- Atomic & Molecular Properties & Theory