THE PRINCIPAL CONFORMATIONS OF SOME ORTHO-SUBSTITUTED DIPHENYL ETHERS
- 1 November 1964
- journal article
- Published by Canadian Science Publishing in Canadian Journal of Chemistry
- Vol. 42 (11) , 2549-2559
- https://doi.org/10.1139/v64-373
Abstract
A study of the nuclear magnetic resonance, infrared, and ultraviolet spectra showed that some doubly and triply ortho-substituted diphenyl ethers adopt, principally but not exclusively, the "H-inside" conformation, while the quadruply ortho-substituted 7-(4′-carbomethoxy-2′,6′-dinitrophenoxy)metameconine (V) adopts the "methoxy-inside"conformation. Interconversion of conformational isomers is extremely fast. Reduction of methyl 4-methoxy-3-nitrobenzoate with tin and hydrochloric acid gave methyl 3-amino-2-chloro-4-methoxybenzoate.Keywords
This publication has 20 references indexed in Scilit:
- Microwave Absorption and Molecular Structure. XXXIII. Change of Mesomeric Moment as a Mechanism of Dielectric Relaxation1Journal of the American Chemical Society, 1960
- Microwave Absorption and Molecular Structure in Liquids. XXX. The Anomalous Dielectric Relaxation of Diphenyl Ether and Some Similar Molecules1,2Journal of the American Chemical Society, 1960
- MICROWAVE ABSORPTION AND MOLECULAR STRUCTURE IN LIQUIDS. XXXI. ANALYSIS IN TERMS OF TWO RELAXATION TIMES FOR SOME AROMATIC ETHERS1The Journal of Physical Chemistry, 1960
- Absorption Spectra of Some Highly Substituted Diaryl EthersJournal of the American Chemical Society, 1958
- Microwave Absorption and Molecular Structure in Liquids. XV. The Critical Wave Lengths of Some Short-chain Aliphatic and Cyclic Ketones and of Phenyl Ether1Journal of the American Chemical Society, 1956
- Molecular Orbital Theory and Spectra of Monosubstituted Benzenes. III. Compounds of the Type (C6H5)2XJournal of the American Chemical Society, 1950
- The Use of Fluoro Compounds in the Determination of Valency Angles by Electric Dipole Moment MeasurementsJournal of the American Chemical Society, 1948
- The Molecular Configuration of Diphenyl Ether as Revealed by Dipole Moment DataBulletin of the Chemical Society of Japan, 1939
- Electron Diffraction by GasesThe Journal of Chemical Physics, 1935
- The determination of the angles between covalencies, from measurements of electric dipole momentProceedings of the Royal Society of London. Series A, Containing Papers of a Mathematical and Physical Character, 1933