The light oil of the tar-distiller has now been sufficiently dealt with so
far as regards colouring-matters; let us pass on to the next fraction of
the tar, the carbolic oil. The important constituents of this portion are
carbolic acid and naphthalene. The carbolic oil is in the first place
separated into two distinct portions by washing with an alkaline solution.
Carbolic acid or phenol belongs to a class of compounds derived from
hydrocarbons of the benzene and related series by the substitution of the
residue of water for hydrogen. This water-residue is known to chemists as
"hydroxyl"--it is water less one atom of hydrogen. Carbolic acid or phenol
is hydroxybenzene; and all analogous compounds are spoken of as "phenols."
It will be understood in future that a phenol is a hydroxy-derivative of a
benzenoid hydrocarbon. Now these phenols are all more or less acid in
character by virtue of the hydroxyl-group which they contain. For this
reason they dissolve in aqueous alkaline solutions, and are precipitated
therefrom by acids. This will enable us to understand the purification of
the carbolic oil.
The two layers into which this oil separates after washing with alkali are
(1) the aqueous alkaline solution of the carbolic acid and other phenols,
and (2) the undissolved naphthalene contaminated with oily hydrocarbons
and other impurities. Each of these portions has its industrial history.
The alkaline solution, on being drawn off and made acid, yields its
mixture of phenols in the form of a dark oil from which carbolic acid is
separated by a laborious series of fractional distillations. The
undissolved hydrocarbon is similarly purified by fractional distillation,
and furnishes the solid crystalline naphthalene. The tar from one ton of
Lancashire coal yields about 1-1/2 lbs. of carbolic acid, equal to about 1
per cent. by weight of the tar, and about 6-1/4lbs. of naphthalene, so
that this last hydrocarbon is one of the chief constituents of the tar, of
which it forms from 8 to 10 per cent. by weight.
The crude carbolic acid as separated from the alkaline solution is a
mixture of several phenolic compounds, and all of these but the carbolic
acid itself are gradually removed during the process of purification.
Among the compounds associated with the carbolic acid are certain phenols
of higher boiling-point, which bear the same relationship to carbolic acid
that toluene bears to benzene. That is to say, that while phenol itself
is hydroxybenzene, these other compounds, which are called "cresols," are
hydroxytoluenes. The cresols form an oily liquid largely used for
disinfecting purposes under the designation of "liquid carbolic acid," or
"cresylic acid." Carbolic acid is a white crystalline solid possessing
strongly antiseptic properties, and is therefore of immense value in all
cases where putrefaction or decay has to be arrested. It was discovered in
coal-tar by Runge in 1834, and was obtained pure by Laurent in 1840.
Public-domain text, read in full here on John Shaqi.
Reviews
Reviews
No reviews yet
Be the first to share your thoughts on this work.
Elsewhere in the archive
Join the Discussion
Join the discussion
Sign in to leave a comment or review.
Sign InorCreate an account