Reaction of 1,3-diphenylpropanetrione with dimethylphosphorous acid

Journal Article · Fri Feb 20 04:00:00 EST 1987 · Bull. Acad. Sci. USSR, Div. Chem. Sci. (Engl. Transl.); (United States)

OSTI ID:6227546

Polezhaeva, N A; Ovodova, O V; Litvinov, I A; El'shina, E V; Naumov, V A; Arbuzov, B A

Dialkylphosphorous acids add to ..cap alpha..-diketones to give ..cap alpha..-hydroxy-..cap alpha..-acyl-phosphonates, which isomerize on heating with basic catalysts to phosphates esters. Continuing a study of the reactions of phosphorus nucleophiles with carbonyl compounds containing a conjugated bond system, they have examined the reaction of dialkyl phosphites with ..cap alpha..-tricarbonyl compounds. The same structure is possessed by the products of the reaction of dialkyl phosphites with 1,3-diphenylpropane-1,2,3-trione (DPPT) and the hydrolysis product of 2,2,2-trimethoxy-4-benzoyl-5-phenyl-1,3,2-dioxaphospholene. The use of a catalyst could influence the sequence of addition of dialkyl phosphites to conjugated systems. With this in mind, they have examined the reaction of dimethyl phosphite (DMP) with DPPT in the presence of triethylamine. 1,3-Diphenylpropane-1,2,3-trione reacts with dimethyl phosphate to give dimethyl dibenzoylmethyl phosphate, the structure of which has been confirmed IR, UV, ESR and NMR spectroscopy and By by x-ray diffraction studies. In the presence of triethylamine, this reaction leads to the formation of dimethyl 1-benzoyl-2-phenylvinyl phosphate.

• Research Organization: V.I. Ulyanov-Lenin Kazan State Univ., USSR
• OSTI ID: 6227546
• 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. 35:8; ISSN BACCA
• Country of Publication: United States
• Language: English

Related Subjects

36 MATERIALS SCIENCE
360602 -- Other Materials-- Structure & Phase Studies
37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
400201* -- Chemical & Physicochemical Properties
ALKALI METAL COMPOUNDS
ALKOXIDES
BOND ANGLE
BOND LENGTHS
CATALYSIS
CATALYTIC EFFECTS
CHEMICAL SHIFT
COHERENT SCATTERING
COMPUTERIZED SIMULATION
CRYSTAL LATTICES
CRYSTAL STRUCTURE
DIFFRACTION
DIMENSIONS
ESTERS
HYDROGEN COMPOUNDS
INFRARED SPECTRA
INORGANIC ACIDS
ISOTOPES
KETONES
LATTICE PARAMETERS
LENGTH
LIGHT NUCLEI
METHYLENE CHLORIDE
MOLECULAR STRUCTURE
MONOCLINIC LATTICES
NMR SPECTRA
NUCLEI
ODD-EVEN NUCLEI
ORGANIC CHLORINE COMPOUNDS
ORGANIC COMPOUNDS
ORGANIC HALOGEN COMPOUNDS
ORGANIC PHOSPHORUS COMPOUNDS
PHOSPHORIC ACID ESTERS
PHOSPHOROUS ACID
PHOSPHORUS 31
PHOSPHORUS ISOTOPES
SCATTERING
SIMULATION
SODIUM COMPOUNDS
SPACE GROUPS
SPECTRA
STABLE ISOTOPES
STRUCTURAL CHEMICAL ANALYSIS
SYNTHESIS
ULTRAVIOLET SPECTRA
VALENCE
X-RAY DIFFRACTION