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130 CHEMISTRY AND TECHNOLOGY OF EXPLOSIVES


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An aldehyde group can be replaced by a nitro group as shown by Salway [202]
and Harding [202a]:

(97)

A ketone group can also be replaced by a nitro group along with an alkyl group
(Barbier [203]) :

(98)

A new type of substitution of the chloromercuric group described by Ogata
and Tsuchida [140] has been already mentioned (p. 118).
The substitution of a primary amino group by a nitro group generally occurs by
diazotization and the Sandmeyer reaction. (“Körner and Contardi reaction“) [222].
In certain cases, diazonium salt nitrates, when boiled in aqueous solution, are
converted to nitrophenols. For example p-toluidine, when diazotized in nitric acid
solution, forms nitro-p-cresol after the solution had been brought to the boil
(Nölting and E. Wild [203a]):

An azo group can be replaced by nitro group on nitration (P. W. Robertson [204])
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