The furfurol reaction proposed by Schiff[141] appears to be well suited
for the detection of carbohydrates. It is made as follows:
Xylidin is mixed with an equal volume of glacial acetic acid and the
solution treated with some alcohol. Strips of filter paper are then
dipped in the solution and dried. When these strips of prepared paper
are brought in contact with the most minute portion of furfurol,
furoxylidin is formed, C₄H₃OCH(C₈H₈NH₂)₂, producing a beautiful red
color. In practice, a small portion of the substance, supposed to
contain a carbohydrate, is placed in a test tube and heated with a
slight excess of concentrated sulfuric acid. The prepared paper is then
placed over the mouth of the test tube so as to be brought into contact
with the escaping vapors of furfurol.
The furfurol reaction with α-naphthol for some purposes, especially
the detection of sugar in urine, is more delicate than the one just
described. This reaction was first described by Molisch[142], who,
however, did not understand its real nature.
The process is carried on as follows: The dilute solution should
contain not to exceed from 0.05 to one-tenth per cent of carbohydrates.
If stronger, it should be diluted. Place one drop of the liquid in a
test tube with two drops of fifteen per cent alcoholic solution of
α-naphthol, add carefully one-half cubic centimeter of concentrated
sulfuric acid, allowing it to flow under the mixture. The appearance
of a violet ring over a greenish fringe indicates the presence of a
carbohydrate. If the substance under examination contain more than a
trace of nitrogenous matter, this must be removed before the tests
above described are applied.
If the liquids be mixed by shaking when the violet ring is seen, a
carmine tint with a trace of blue is produced. If this be examined with
a spectroscope, a small absorption band will be found between D and E,
and from F outward the whole spectrum will be observed. One drop of
dextrose solution containing 0.05 per cent of sugar gives a distinct
reaction by this process. It can be used, therefore, to detect the
presence of as little as 0.028 milligram of grape sugar. This test has
been found exceedingly delicate in this laboratory, and sufficiently
satisfactory without the spectroscopic adjunct.
The furfurol reaction is useful in detecting the presence of minute
traces of carbohydrates but is of little value in discriminating
between the different classes of these bodies.
It is not practical here to go into greater detail in the description
of qualitive reactions. The analyst, desiring further information,
should consult the standard works on sugar chemistry.[143]
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