CaltechAUTHORS
  A Caltech Library Service

The electrolytic reduction of paranitro compounds in sulphuric acid solution

Noyes, Arthur A. and Dorrance, John T. (1895) The electrolytic reduction of paranitro compounds in sulphuric acid solution. Journal of the American Chemical Society, 17 (11). pp. 855-859. ISSN 0002-7863. http://resolver.caltech.edu/CaltechAUTHORS:20161018-164858898

Full text is not posted in this repository. Consult Related URLs below.

Use this Persistent URL to link to this item: http://resolver.caltech.edu/CaltechAUTHORS:20161018-164858898

Abstract

It was shown some time ago by Noyes and Clement that nitrobenzene in sulphuric acid solution is transformed by electrolytic hydrogen into paraamidophenolsulphonic acid. It has since been proved by the extended investigations of Gattermann and his students that this behavior is characteristic of aromatic nitro compounds in general, one of the oxygen atoms of the nitro group always migrating during the reduction to the para position with the production of a hydroxyl group. It is evident, however, that this cannot take place when the position para to the nitro group is occupied by another element or group than hydrogen. The purpose of our investigation was to determine the nature of the reduction-products of a number of such compounds with the view of ascertaining any general principle that may exist. Only three such para compounds have been previously studied, namely, paranitrotoluene and paranitroorthotoluidine by Gattermann and paraiiitrobenzoic acid by Noyes and Clement. We have tiow investigated three additional ones, paranitraniline, paranitrophenol, and parachlornitrobenzene.


Item Type:Article
Related URLs:
URLURL TypeDescription
http://dx.doi.org/10.1021/ja02166a005DOIArticle
http://pubs.acs.org/doi/abs/10.1021/ja02166a005PublisherArticle
Additional Information:© 1895 American Chemical Society. Received September 9, 1895.
Record Number:CaltechAUTHORS:20161018-164858898
Persistent URL:http://resolver.caltech.edu/CaltechAUTHORS:20161018-164858898
Official Citation:THE ELECTROLYTIC REDUCTION OF PARANITRO COMPOUNDS IN SULPHURIC ACID SOLUTION.1 Arthur A. Noyes and John T. Dorrance Journal of the American Chemical Society 1895 17 (11), 855-859 DOI: 10.1021/ja02166a005
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:71246
Collection:CaltechAUTHORS
Deposited By: George Porter
Deposited On:19 Oct 2016 16:19
Last Modified:19 Oct 2016 16:19

Repository Staff Only: item control page