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 00:00:00 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), Vol. 22:4; Other Information: Translated from Zh. Org. Khim.; 22: No. 4, 724-732(Apr 1986)
• Country of Publication: United States
• Language: Russian

Related Subjects

37 INORGANIC
ORGANIC
PHYSICAL AND ANALYTICAL CHEMISTRY
74 ATOMIC AND MOLECULAR PHYSICS
HYDROXY COMPOUNDS
ISOMERIZATION
STRUCTURAL CHEMICAL ANALYSIS
CHEMICAL SHIFT
CHLOROFORM
CONFORMATIONAL CHANGES
DEHYDROCYCLIZATION
DEUTERIUM COMPOUNDS
ETHERS
FINE STRUCTURE
HETEROCYCLIC COMPOUNDS
HYDRAZINE
HYPERFINE STRUCTURE
INFRARED SPECTRA
ISOMERS
MOLECULAR STRUCTURE
NMR SPECTRA
ORGANIC SOLVENTS
ORGANIC SULFUR COMPOUNDS
PERCHLORATES
PHTHALATES
SEMICARBAZIDES
SEMICARBAZONES
ULTRAVIOLET SPECTRA
VIBRATIONAL STATES
CARBONIC ACID DERIVATIVES
CARBOXYLIC ACID SALTS
CHEMICAL REACTIONS
CHLORINATED ALIPHATIC HYDROCARBONS
CHLORINE COMPOUNDS
ENERGY LEVELS
EXCITED STATES
HALOGEN COMPOUNDS
HALOGENATED ALIPHATIC HYDROCARBONS
HYDROGEN COMPOUNDS
NITROGEN COMPOUNDS
ORGANIC CHLORINE COMPOUNDS
ORGANIC COMPOUNDS
ORGANIC HALOGEN COMPOUNDS
ORGANIC NITROGEN COMPOUNDS
ORGANIC OXYGEN COMPOUNDS
OXYGEN COMPOUNDS
SOLVENTS
SPECTRA
400201* - Chemical & Physicochemical Properties
640302 - Atomic
Molecular & Chemical Physics- Atomic & Molecular Properties & Theory