192 EXAMINATION OF A NAPRHTHA FROM LIME-SOAP. 
is doubtless toluole mixed with a portion of one of the more highly hydrogenized 
substances which occur with it in the crude naphtha. 
Attempts to obtain a purer product by first converting portions of the crude frac- 
tions 108°-109° and 111°-112° into nitro-toluole led to no useful result, the mixture 
of nitro-products, etc., obtained being quite unmanageable, at least when in small quan- 
tity, as in the present case. 
A portion of the product boiling at 111° (corrected) was converted into nitro-toluole 
and toluidin, and the latter was then heated with arsenic acid, a magnificent product 
of anilin-red being thus obtained. This toluidin gave no reaction for anilin on being 
tested with hypochlorite of lime. It may here be remarked that we have in the same 
“way repeatedly obtained anilin-red from toluidin prepared from samples of toluole ob- 
tained from coal-tar naphtha by the process of fractional condensation. 
Caprylene = c. Hie At 117°-127° there was a large heap, amounting to 
and about 800 ¢.c. It had two principal summits, one at 
Hydride of Capryl = Cy, Hyg. | 123°-124°, the other at 126°-127°, and a subsidiary 
elevation at 118°-120°; but this last was probably caused by some irregularity in the 
conditions under which the distillation was conducted, the work of two operators 
having overlapped at this point. Moreover, as will be seen directly, analyses of the 
subsidiary heap, after purification, indicated that it, as well as the fraction 123°-124°, 
belongs to the C, H, series. 
All of the fractions from 117° to 127° constituting the great heap were treated with 
diluted sulphuric acid in the usual way, after which the fractions belonging to each of 
the three summits were separately and repeatedly distilled through Warren’s hot 
condenser ; the same thermometers, condenser, and retort being used in the distillation 
of each of the summits. The relative importance of the fraction 123°-124° was main- 
tained throughout, this fraction being far larger than any of the others. The fractions 
125°-126° and 126°-127° also held their own during these redistillations ; but the posi- 
tion of the lower, subsidiary summit changed materially, the greater portion of it 
having finally collected at 121°-122°. It is probable that by continued redistillation 
this might all have been collected at 123°-124°, or rather that these two heaps could 
have been made to coalesce at some point between 122° and 124°; but the quantity of 
material bemg small, we have made no special effort to effect this result. 
Previous to the treatment with acid, th heap 117°-127° had a remnant of the 
offensive odor of the original crude hydro-carbon oil together with a trace of the odor 
of acetone; but on the addition of diluted sulphuric acid, an odor like that of mint was 
