| Identification | More | [Name]
Aniline-2-sulfonic acid | [CAS]
88-21-1 | [Synonyms]
2-AMINOBENZENESULFONIC ACID
2-SULFOANILINE
ANILINE-2-SULFONIC ACID
ANILINE-O-SULFONIC ACID
O-AMINOBENZENESULFONIC ACID
O-ANILINESULFONIC ACID
ORTHANILIC ACID
O-SULFANILIC ACID
SULPHANILIC ACID
1-Aminobenzene-2-sulfonic acid
2-amino-benzenesulfonicaci
2-sulfanilicacid
Aniline-o-sulphonic acid
Anilino-2-sulfonic acid
anilino-2-sulfonicacid
Anilino-o-sulfonic acid
anilino-o-sulfonicacid
Anilino-o-sulphonic acid
anilino-o-sulphonicacid
Benzenesulfonic acid, 2-amino- | [EINECS(EC#)]
201-810-9 | [Molecular Formula]
C6H7NO3S | [MDL Number]
MFCD00007705 | [Molecular Weight]
173.19 | [MOL File]
88-21-1.mol |
| Chemical Properties | Back Directory | [Appearance]
WHITE TO BEIGE CRYSTALLINE POWDER | [Melting point ]
300 °C
| [Boiling point ]
363.26℃[at 101 325 Pa] | [density ]
1.342 (estimate) | [vapor pressure ]
0Pa at 25℃ | [refractive index ]
1.5500 (estimate) | [storage temp. ]
Keep in dark place,Inert atmosphere,Room temperature | [solubility ]
3.565g/L in organic solvents at 20 ℃ | [form ]
Crystalline Powder | [pka]
2.48(at 25℃) | [color ]
White to beige | [Water Solubility ]
sparingly soluble | [Merck ]
6882 | [BRN ]
1309204 | [InChIKey]
ZMCHBSMFKQYNKA-UHFFFAOYSA-N | [LogP]
0 at 23℃ | [CAS DataBase Reference]
88-21-1(CAS DataBase Reference) | [NIST Chemistry Reference]
Aniline-o-sulfonic acid(88-21-1) | [EPA Substance Registry System]
88-21-1(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
C | [Risk Statements ]
R34:Causes burns. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) . | [RIDADR ]
UN 2585 8/PG 3
| [WGK Germany ]
3
| [RTECS ]
DB4727700
| [TSCA ]
Yes | [HazardClass ]
8 | [PackingGroup ]
III | [HS Code ]
29214200 |
| Hazard Information | Back Directory | [General Description]
Light brown powder. | [Reactivity Profile]
2-AMINOBENZENE SULFONIC ACID(88-21-1) is an amino acid. Reacts weakly with both acids and bases. | [Air & Water Reactions]
Soluble in water. | [Fire Hazard]
Flash point data for this chemical are not available, however 2-AMINOBENZENE SULFONIC ACID is probably combustible. | [Chemical Properties]
LIGHT BROWN FINE CRYSTALLINE POWDER | [Definition]
ChEBI: An aminobenzenesulfonic acid carrying an amino group at position 2. | [Production Methods]
2-Aminobenzenesulfonic acid (Aniline-2-sulfonic acid) is obtained from 2-nitrothiophenol by boiling in a mixture of dioxane and water (ratio 20:1) for seven hours; the yield is 86.7% of theory. The acid can also be produced as follows: 2-chloronitrobenzene is reacted with sodium disulfide in aqueous alcoholic solution to form 2,2'-dinitrodiphenyl disulfide. After having been dissolved in a mixture of hydrochloric acid and nitric acid this is oxidized with chlorine to form 2-nitrobenze- nesulfonyl chloride, which is then hydrolyzed with soda solution and finally reduced with iron turnings. Alternatively 2,2'-dinitrodiphenyl disulfide can first be reduced to 2,2'- diaminodiphenyl disulfide and then oxidized with hydrogen peroxide in aqueous sulfuric acid to 2-aminobenzenesulfonic acid.
2,2'- Diamino-diphenyldisulfide can also be arrived at by alkaline hydrolysis of benzothiazole or mercaptobenzothiazole, followed by oxidation with hydrogen peroxide. The additional oxidation leading to 2-aminobenzenesulfonic acid can be performed in alkaline solution. Thus the synthesis starting from benzothiazole can be carried out exclusively in alkaline solution in a single reactor. Yield: 70%, based on benzothiazole. | [Flammability and Explosibility]
Nonflammable | [storage]
Store at -20°C | [Purification Methods]
Crystallise orthanilic acis from aqueous solution, containing 20mL of conc HCl per L, then crystallise it from distilled water, and dry it in a vacuum desiccator over Sicapent (m 315o). When an aqueous solution is chilled below 13.5o, the hydrated form of the acid is obtained. It is used for the determination of nitrite and nitrate. The S-benzylisothiuronium salt has m 137o (from H2O). [Wertheim Org Synth Coll Vol II 471 1943, Beilstein 14 H 681, 14 I 714, 14 II 429, 14 III 1896, 14 IV 2638.] |
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