
%0 Journal Article
%A Calvert, JL 
%A Gordon, JLM 
%A Hartshorn, MP 
%A Robinson, WT 
%A Wright, GJ 
%T The Nitration of Tetrachlorocatechol and 3,4,6-Trichloro-5-methylcatechol. The Formation of 1-Hydroxycyclopent-3-enecarboxylic Acids
%J Australian Journal of Chemistry
%D 1992/04/01
%V 45
%N 4
%P 713-719
%K 
%R https://doi.org/10.1071/CH9920713
%U https://www.publish.csiro.au/paper/CH9920713 
%X Reaction of tetrachlorocatechol (la) with nitric acid (d 1.48) gives the ring-contracted hydroxy dinitro acid (4), which was isolated as its ether solvate. Similar nitration of 3,4,6-trichloro-5-methylcatechol (lb) gives a mixture of stereoisomeric hydroxy  dinitro acids (5), from which the methoxy methyl ester (8) can be isolated after methylation of the mixture with diazomethane. X-Ray crystal structure determinations are reported for the etherate of hydroxy  dinitro acid (4) and the methoxy methyl ester (8). 
