Gem-Dialkoxylation of 2-acetylthiophenes and 2-acetylfurans

Journal Article · Tue Dec 01 00:00:00 EST 1987 · Chem. Heterocycl. Compd. (Engl. Transl.); (United States)

DOI:https://doi.org/10.1007/BF00486908· OSTI ID:7076602

Gordeeva, G N; Kalashnikov, S M; Popov, Yu N; Kruglov, E A; Imashev, U B

Reaction of 2-acetyl-substituted thiophenes and furans with alkyl nitrites in the presence of the corresponding aliphatic alcohols and hydrochloric acid leads to the formation of linear acetals of thienyl- and furylglyoxals, whose structure was established by IR, UV, NMR spectroscopy, and mass spectrometry methods. The main paths of the dissociation of the molecules under electron impact were established. The chemical shifts of the carbon atoms, contained in the hetero rings, are present in the 109-158 ppm region; their assignment was made on the basis of the multiplicity of signals in the spectra without suppression of the HFI with protons, and also with consideration of the influence of the substituents on the electron density distribution in the hetero ring.

• Research Organization: Ufa Petroleum Institute (USSR)
• OSTI ID: 7076602
• Journal Information: Chem. Heterocycl. Compd. (Engl. Transl.); (United States), Vol. 23:6; Other Information: Translated from Khim. Geterotsikl. Soedin.; 23: No. 6, 772-775(Jun 1987)
• Country of Publication: United States
• Language: English

Related Subjects

37 INORGANIC
ORGANIC
PHYSICAL AND ANALYTICAL CHEMISTRY
74 ATOMIC AND MOLECULAR PHYSICS
ACETALS
MASS SPECTRA
NMR SPECTRA
SYNTHESIS
FURANS
ALKYLATION
POLYCYCLIC SULFUR HETEROCYCLES
ALCOHOLS
CARBON 13
CHEMICAL SHIFT
CHLOROFORM
COUPLING CONSTANTS
DEUTERIUM COMPOUNDS
DISSOCIATION
ELECTRON DENSITY
ELECTRON-MOLECULE COLLISIONS
HYDROCHLORIC ACID
HYPERFINE STRUCTURE
INFRARED SPECTRA
IONIZATION
J-J COUPLING
MOLECULAR IONS
ORGANIC NITROGEN COMPOUNDS
ULTRAVIOLET SPECTRA
CARBON ISOTOPES
CHARGED PARTICLES
CHEMICAL REACTIONS
CHLORINATED ALIPHATIC HYDROCARBONS
COLLISIONS
COUPLING
ELECTRON COLLISIONS
ETHERS
EVEN-ODD NUCLEI
HALOGENATED ALIPHATIC HYDROCARBONS
HETEROCYCLIC COMPOUNDS
HYDROGEN COMPOUNDS
HYDROXY COMPOUNDS
INORGANIC ACIDS
INTERMEDIATE COUPLING
IONS
ISOTOPES
LIGHT NUCLEI
MOLECULE COLLISIONS
NUCLEI
ORGANIC CHLORINE COMPOUNDS
ORGANIC COMPOUNDS
ORGANIC HALOGEN COMPOUNDS
ORGANIC OXYGEN COMPOUNDS
ORGANIC SULFUR COMPOUNDS
SPECTRA
STABLE ISOTOPES
400201* - Chemical & Physicochemical Properties
640302 - Atomic
Molecular & Chemical Physics- Atomic & Molecular Properties & Theory
640304 - Atomic
Molecular & Chemical Physics- Collision Phenomena