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Abstract
The determination of the presence of nitrogen, sulfur, and halogens in different organic
compounds cannot be done while these compounds are in their organic forms, but is possible if
these were converted into their inorganic anions which will bind with a cation. In this particular
qualitative analysis designed by Jean Louis Lassaigne, sodium was used to isolate these
elements from their covalence with carbon chains. Sodium fusion of p-chloroaniline, sulfanilic
acid, chlorobenzene and unknown compounds were separately conducted, and each extract was
tested for the presence of sulfur, nitrogen, and halogens. Positive and negative results for each
sample were deduced after observation of changes in color of the solution and appearance of
precipitate. The presence of nitrogen and the halogen chlorine was confirmed for p-chloroaniline.
Sulfanilic acid tested positive for both sulfur and nitrogen, while chlorobenzene tested positive
for chlorine. Thus, elemental analysis on p-chloroaniline, chlorobenzene, and sulfanilic acid
confirmed the presence of sulfur, nitrogen, and halogens, and the compositions of the set of
unknowns were partially revealed.
Keywords: qualitative analysis, sodium fusion, Lassaigne’s extract, sulfur, nitrogen, halogens
Table 1. Color appearance of sodium fusion Table 3. Color appearance of the solution after
extract after filtration. nitrogen test.
Sample Color of Solution Color of
Sample Indication
p-chloroaniline slightly grayish Solution
chlorobenzene slightly grayish p-chloroaniline light blue +
sulfanilic acid colorless chlorobenzene cloudy yellow -
unknown 1 yellowish sulfanilic acid blue* +
unknown 2 slightly grayish unknown 1 dirty yellow -
unknown 3 slightly grayish unknown 2 dark brown -
unknown 5 yellowish unknown 3 dark orange -
unknown 6 colorless unknown 5 faint yellow -
unknown 7 colorless unknown 6 dark green -
unknown 7 dark green -
As shown in Table 1, both the p-chloroaniline and *after a period of time, dark blue precipitate was
chlorebenzene solutions were slightly grayish, formed and the solution turned colorless
while the fusion solution of sulfanilic acid was
Nitrogen is present in p-chloroaniline and
colorless.
sulfanilic acid due to blue coloration of their
Most of the unknown samples had a grayish solution after the addition of FeCl3. However, the
appearance similar to the previous fusion solution in containing sulfanilic acid turned into
solutions except for unknowns 1, 5, 6, and 7. colorless as dark blue precipitate formed and
Unknown samples 1 and 5 were both yellowish, settled at the bottom of the tube. P-chloroaniline
while the solutions for both Unknowns 6 and 7 contrastingly didn’t exhibit this aftermath and
were colorless. There was no unknown 4 since remained blue the entire time. On the other hand,
the experiment on this sample wasn’t completely chlorobenzene and unknown 1 exhibited
conducted. yellowish coloration of the solution, a negative
response to nitrogen testing. Unknown 1 was
Sulfur Test described as “dirty” due to the presence of black
precipitate-like particles. None of the unknowns
Table 2. Color appearance of the solution after responded positively to nitrogen testing, since
sulfur test. none has turned blue.
Color of
Sample Indication
Solution Halogen Test
p-chloroaniline deep yellow -
chlorobenzene deep yellow - Table 4. Color of the precipitate formed after the
deep blue- addition of AgNO3 and their solubility in NH3.
sulfanilic acid +
violet
Color of Solubility
unknown 1 deep yellow - Sample
Precipitate in NH3
unknown 2 brown -
slightly
unknown 3 yellow - p-chloroaniline white
soluble
unknown 5 purple +
chlorobenzene none N/A
unknown 6 dark yellow -
sulfanilic acid black* N/A
unknown 7 yellow -
unknown 1 none N/A
unknown 2 none N/A
As table 2 suggests, p-chloroaniline, unknown 3 none N/A
chlorobenzene, and unknown 1 responded unknown 5 none N/A
negatively in the sulfur test, indicated by deep slightly
unknown 6 yellow
yellow coloration. However, sulfanilic acid fusion soluble
solution turned blue violet, which is a positive unknown 7 none N/A
indication of sulfur. Among the remaining *black precipitate is a nonhypothetical result,
thus there is no need to check its solubility
unknowns, unknown 5 exhibited a similar result
with sulfanilic acid, suggesting a positive result as
Upon addition of AgNO3, only the p-chloroaniline
well.
precipitated and is slightly soluble in NH3.
Chlorobenzene, however, appeared to have a
with the remaining sodium cyanide in the solution HCN(g) + H2S(g) + 3 NaNO3 (aq)
to form sodium ferrocyanide (Eq’n 7). Addition of [Eq’n 12] NaX + AgNO3 (aq) →
Ksp
Table 5. Color of halide precipitate and their Figure 3. Structure of 1-chlorobenzene. Adapted
solubility in NH3. from “Difference Between Chlorobenzene and Benzyl
Color of Solubility in Chloride” by Madhusha (2018).
Halogen
Precipitate NH3
chlorine white soluble V. Conclusion and Recommendations
bromine yellow slightly soluble
Elemental analysis confirmed the presence of
iodine yellow insoluble
expected elements in the known compounds.
Silver chloride is a white precipitate and is soluble Sulfanilic acid tested positive for both sulfur and
in NH3. As shown in Eq’n 13, the complexation nitrogen. p-chloroaniline produced a positive
reaction of silver chloride with ammonia is result for both nitrogen and halogen tests, and
reversible, but the formation of the complex is the halogen was then identified as chlorine.
more stable, thus the reaction is more favorable Lastly, chlorobenzene tested positive for
towards forward reaction. On the other hand, halogens, of which chlorine was identified.
silver bromide appears to be yellow and slightly Of seven unknown samples subjected to the
soluble in NH3 as well but is soluble in more three elemental analysis tests, only unknown 5
concentrated NH3. Lastly, silver iodide is also tested positive for sulfur, while only unknown 6
yellow in color, but is insoluble due to its very low tested positive for halogens. The halogen was
solubility constant (Clark, 2015; Shriner et al., identified to be bromine. However, some
2004). Centrifugation prior to solubility testing discrepancies were identified between the
separates the precipitate from the solution and expected results and the obtained data. First,
allows for easy decantation. unknown 3 was expected to test positive for
During halogen testing in the experiment, p- halogens, specifically chlorine. This is an
chloroaniline and chlorobenzene (chloride- indication that the halogen did not completely
containing as shown in Figure 3 below) both react with sodium during fusion. The same case
produced a white, soluble precipitate, while, was found for unknown 7, where nitrogen was
sulfanilic acid produced black precipitate. This is expected to be present. The halogen test result
an undesired result because upon precipitate for unknown 6 was a false positive, as it did not
formation, the presence of nitrogen and sulfur in contain any of the testable elements within the
the solution might affect the results afterwards. scope of the study.
Silver cyanide can be mistakenly observed as It should be noted that the study was only limited
silver chloride, because it also appears as white to the elemental analysis of nitrogen, sulfur, and
precipitate. However, silver sulfide appears to be halogens, and therefore did not provide
black. This is observed in sulfanilic acid, which comprehensive information regarding the full
suggests that the nitric acid added and the composition of the given analytes. It is
process of heating did not expel the sulfide in the recommended to conduct further studies utilizing
Figure 13 (up) & 14 (down). Sulfanilic acid Figure 16. P-chloroaniline responding positively
responding positively to the nitrogen test, to the halogen test, indicated by the white
indicated by the blue coloration (13). But the precipitate that is slightly soluble with NH3.