Sulfanilic Acid
Title: Sulfanilic Acid
CAS Registry Number: 121-57-3
CAS Name: 4-Aminobenzenesulfonic acid
Additional Names: p-anilinesulfonic acid
Molecular Formula: C6H7NO3S
Molecular Weight: 173.19
Percent Composition: C 41.61%, H 4.07%, N 8.09%, O 27.71%, S 18.51%
Literature References: Readily prepd from aniline and sulfuric acid: I. G. Farben, FIAT Final Rept. 1313 (I), 255 (1948); Fierz-David, Blangey, Fundamental Processes of Dye Chemistry (Interscience, New York, 1949) pp 126-128; A. I. Vogel, Practical Organic Chemistry (Longmans, London, 3rd ed., 1959) p 586; R. Q. Brewster et al., Unitized Experiments in Organic Chemistry (Van Nostrand, Princeton, 2nd ed., 1964) pp 162-163. Improved procedure: Jacobs et al., Ind. Eng. Chem. 35, 321-323 (1943).
 
Derivative Type: Monohydrate
CAS Registry Number: 6101-32-2
Properties: Orthorhombic plates from water (very slow crystn can yield the dihydrate), becomes anhydr at around 100°. Dec without melting at ~288° (also reported as >360°). pK2 (25°): 3.23. Slowly sol in water: ~1% at 20°, 1.45% at 30°, 1.94% at 40° (w/w anhydr). Almost insol in ethanol, benzene, ether. Slightly sol in hot methanol.
pKa: pK2 (25°): 3.23
 
Derivative Type: Sodium salt dihydrate
CAS Registry Number: 6106-22-5
Molecular Formula: C6H6NNaO3S.2H2O
Molecular Weight: 231.20
Percent Composition: C 31.17%, H 4.36%, N 6.06%, Na 9.94%, O 34.60%, S 13.87%
Properties: Orthorhombic bipyramidal plates. Freely sol in water, sol in hot methanol.
 
Derivative Type: Zinc salt tetrahydrate
CAS Registry Number: 31884-76-1
Additional Names: Zinc sulfanilate tetrahydrate
Trademarks: Nizin (Broemmel)
Molecular Formula: C12H12N2O6S2Zn.4H2O
Molecular Weight: 481.83
Percent Composition: C 29.91%, H 4.18%, N 5.81%, O 33.21%, S 13.31%, Zn 13.58%
 
Derivative Type: Amide see Sulfanilamide
 
Use: Manuf various dyes and organic chemicals; as reagent in anal. chemistry (Ehrlich's reagent, detn of nitrites).
Therap-Cat: Antibacterial.
Keywords: Antibacterial (Synthetic); Sulfones.

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