A Manual of the Chemistry of the Carbon Compounds

TSE C.IBBON COMPOUNDS. 433
acid to a mixture of # dinitronaphthalene, and fuming nitric acid.
It forms fine crystals, melting at 213°.
7 FrintironaphtJialene lias been obtained by heating a dinitronaphthalene
\rith a mixture of sulphuric and uitric acids. It crystallizes
from nitric acid in brilliant, pale-yellow plates, melting at 147°.
a Tetmnitronaphthalcne Ci0H4(NO,)4 is produced by the continued
action of nitric acid on the a uitro-oompounds. It crystallizes from
chloroform in light-yellow, hard, rhombic prisms, melting at 259°.
/9 Tdranitrmaplitliakne is obtained in the same way from the j9
compounds, and forms thin needles, melting at 200°.
Amidonapkthalene, or NapJitiiylamine C,0HrNIL, is prepared from
nitronaphthalene by the same reactions by which nitrobenzene is
converted into aniline. It crystallizes in colourless needles, melting
at 50°, and possessing a disagreeable odour like indoL It boils at
300°, and is almost insoluble in water, but dissolves freely in alcohol.
Its salts crystallize well, and by acting with an oxidizing agent ou
their solution, a blue precipitate is formed, which soon changes into a
purple powder of oxy-amidonaphthalene C10H7O(NHj).
NapMhyl-phmyianine, or flienyl-amidonaplitJialene NH j Q 1 |T 7 , is
formed by heating aniline and amidonaphthalene hydrochloride to
280° for 36 hours :—
C^NHyClH + CaH6NH2 = NH4C1
It forms small crystals, meltingat 60°, and boiling at 315°; its solution
exhibits dichroism.
a Di'ttmidonaplitlialene, or Naphthidiw CfoH^NHg^, is obtained by
the action of reducing agents on a dinitronaphthalene, and forms
brilliant prisms, melting at 175°. Its sulphate and hydrochloride are
but sparingly soluble in water.
ft Dinitronaphthalene forms an isoraeric compound.
Amidoazonaphthalcne N» { r, w 7P -MTT is produced by adding potns-
sium nitrite to & solution of amidonaphthalene hydrochlorido, It
crystallizes in omnge needles, having n beetle-green lustre, and forms
salts, having an intensely violet eolonr, but which are very unstable,
being decomposed by water. On silk it dyes a fine orange shade, which
on dipping it in hydrochloric acid becomes purple, and on washing with
water again yellow.
AzodinapMiyl-red N9i r^V XTD-/*-* TJ \ is obtained by heating
2 (ulon().jm(u,otl7; * "
amidoazonaphthalene with amidonapnthalene. The free base is
hardly known. The hydrochloride is used for dyeing silk, and found
in commerce under the name " Afagdala-red." It dissolves in alcohol
with a-deep red colour, and crystallizes in needles, having a beetlegreen
lustre. Its dilute solution exhibits a splendid bright-red.
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