Structure of the products of the reaction of 1-hydroxy-3,3-dialkyl-1-arylphthalanes and their ethers and salts with thiosemicarbazide

Journal Article · Wed Sep 10 04:00:00 EDT 1986 · J. Org. Chem. USSR (Engl. Transl.); (United States)

OSTI ID:6035960

Oparin, D A; Kondakov, V I; Shalygina, V A

PMR, UV, and IR spectroscopy was used to study the structure of the reaction of 1-hydroxy-3,3-dialkyl-1-arylphthalanes (Alk = CH/sub 3/, C/sub 2/H/sub 5/, and iso-C/sub 3/H/sub 7/), their methyl ethers and thiosemicarbazide salts. The compounds containing Ar = C/sub 6/H/sub 5/, o-CH/sub 3/C/sub 6/H/sub 4/, m-CH/sub 3/C/sub 6/H/sub 4/, o-CH/sub 3/OC/sub 6/H/sub 4/, m-CH/sub 3/OC/sub 6/H/sub 4/, p-CH/sub 3/OC/sub 6/H/sub 4/, p-C/sub 2/H/sub 5/OC/sub 6/H/sub 4/, p-(CH/sub 3/)/sub 2/NC/sub 6/H/sub 4/, p-ClC/sub 6/H/sub 4/, m-FC/sub 6/H/sub 4/, and 3,4-(CH/sub 3/O)/sub 2/C/sub 6/H/sub 3/ have cyclic 1-thiosemicarbazido-3,3-di-alkyl-1-arylphthalane structure, while the compounds with Ar = 2,4,6-(CH/sub 3/)/sub 2/C/sub 6/H/sub 2/ has the structure of the thiosemicarbazone of the isomeric o-aroylbenzyl alcohol. The cyclic products of the reaction with Ar = o-CH/sub 3/C/sub 6/H/sub 4/ in ethanol undergo opening of the heterocycle to form open-chain isomers.

• OSTI ID: 6035960
• Journal Information: J. Org. Chem. USSR (Engl. Transl.); (United States), Journal Name: J. Org. Chem. USSR (Engl. Transl.); (United States) Vol. 22:4; ISSN JOCYA
• Country of Publication: United States
• Language: Russian

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
CARBONIC ACID DERIVATIVES
CARBOXYLIC ACID SALTS
CHEMICAL REACTIONS
CHEMICAL SHIFT
CHLORINATED ALIPHATIC HYDROCARBONS
CHLORINE COMPOUNDS
CHLOROFORM
CONFORMATIONAL CHANGES
DEHYDROCYCLIZATION
DEUTERIUM COMPOUNDS
ENERGY LEVELS
ETHERS
EXCITED STATES
FINE STRUCTURE
HALOGEN COMPOUNDS
HALOGENATED ALIPHATIC HYDROCARBONS
HETEROCYCLIC COMPOUNDS
HYDRAZINE
HYDROGEN COMPOUNDS
HYDROXY COMPOUNDS
HYPERFINE STRUCTURE
INFRARED SPECTRA
ISOMERIZATION
ISOMERS
MOLECULAR STRUCTURE
NITROGEN COMPOUNDS
NMR SPECTRA
ORGANIC CHLORINE COMPOUNDS
ORGANIC COMPOUNDS
ORGANIC HALOGEN COMPOUNDS
ORGANIC NITROGEN COMPOUNDS
ORGANIC OXYGEN COMPOUNDS
ORGANIC SOLVENTS
ORGANIC SULFUR COMPOUNDS
OXYGEN COMPOUNDS
PERCHLORATES
PHTHALATES
SEMICARBAZIDES
SEMICARBAZONES
SOLVENTS
SPECTRA
STRUCTURAL CHEMICAL ANALYSIS
ULTRAVIOLET SPECTRA
VIBRATIONAL STATES