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Aniline-2-sulfonic acid
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  • Name Aniline-2-sulfonic acid
  • EINECS201-810-9
  • CAS No. 88-21-1
  • Density1.512 g/cm3
  • PSA88.77000
  • LogP2.17750
  • Solubilitysparingly soluble in water
  • Melting Point300 °C
  • FormulaC6H7NO3S
  • Boiling Point363oC
  • Molecular Weight173.192
  • Flash PointN/A
  • Transport InformationUN 2585 8/PG 3
  • Appearancelight brown powder
  • Safety26-36/37/39-45-28A
  • Risk Codes34
  • Molecular Structure
    Molecular Structure of 88-21-1 (Aniline-2-sulfonic acid)
  • Hazard SymbolsCorrosiveC
  • SynonymsCorrosiveC
  • Article Data79

Aniline-2-sulfonic acid Synthetic route

62-53-3

aniline

88-21-1

2-amino-1-benzenesulfonic acid

Conditions
ConditionsYield
With sodium hydrogen sulfate; sulfuric acid at 200℃; for 19h; Reagent/catalyst; Temperature;99%
With chlorosulfonic acid; 1,1,2,2-tetrachloroethane
80-82-0

2-nitrobenzenesulfonic acid

88-21-1

2-amino-1-benzenesulfonic acid

Conditions
ConditionsYield
With hydrogen at 120℃; under 30003 - 37503.8 Torr; for 0.75h; Reflux;97%
With Raney nickel at 90 - 120℃; under 6000.6 - 9750.98 Torr;4200 kg
62-53-3

aniline

A

88-21-1

2-amino-1-benzenesulfonic acid

B

121-57-3

4-aminobenzene sulfonic acid

Conditions
ConditionsYield
With chlorosulfonic acid In 1,2-dichloro-benzene at 135℃; for 1h; Product distribution; Kinetics; Mechanism; E(activ), oth. temperatures;A 3.2%
B 96.8%
With sulfur trioxide In 1,2-dichloro-ethane at 5℃; Rate constant; Thermodynamic data; Product distribution; oth. temperature, E(activ.), var. ratios of reactants;
With sulfuric acid In 1,2-dichloro-benzene at 180℃; Kinetics; Thermodynamic data; Equilibrium constant; variation of molar ratio and temperature, Ea, ΔGo, ΔHo, ΔSo;
With sulfuric acid In 1,2-dichloro-benzene at 24.9℃; Thermodynamic data; Mechanism; Activation Free Energy, Enthalpy, Entropy of sulfonation and desulfonation;
522-75-8

thioindigo

88-21-1

2-amino-1-benzenesulfonic acid

Conditions
ConditionsYield
With (2,2':6',2''-terpyridine)(pyridine-2-carboxylate)iron(II)chloride; sodium hydroxide In water; acetonitrile95%
4875-10-9

2-nitrothiophenol

A

1155-00-6

bis(2-nitrophenyl)disulfide

B

88-21-1

2-amino-1-benzenesulfonic acid

Conditions
ConditionsYield
With water In 1,4-dioxane at 87℃; for 8h;A 7%
B 87%
In 1,4-dioxane; water at 87℃; for 6.25h;A 20.4%
B 16.7%
With water In 1,4-dioxane at 81 - 87℃; Rate constant; Mechanism; Product distribution; various water conc; different reaction times;
95-16-9

1,3-Benzothiazole

88-21-1

2-amino-1-benzenesulfonic acid

Conditions
ConditionsYield
With chloramine-B; sodium hydroxide; palladium dichloride In water; acetonitrile at 80℃; pH=12;85%
With [RuCl(P(C6H5)3)2(O(C6H4)NCH(C4H3N))]; sodium hydroxide In water; acetonitrile at 39.84℃; Kinetics; Concentration; Solvent; Temperature;
1126-34-7

3-amino-benzenesulfonic acid, monosodium salt

A

88-21-1

2-amino-1-benzenesulfonic acid

B

62-53-3

aniline

C

121-57-3

4-aminobenzene sulfonic acid

Conditions
ConditionsYield
With disodium hydrogenphosphate; sodium dihydrogenphosphate In methanol for 0.0166667h; Product distribution; Mechanism; Irradiation; effect of solvent and pH;A 15.6%
B 37.2%
C 39.3%
With perchloric acid; NaH2PO4-Na2HPO4 buffer; sodium chloride In water for 0.0166667h; Product distribution; Mechanism; Irradiation;A 2.80 % Turnov.
B 6.43 % Turnov.
C 7.02 % Turnov.
3345-86-6

N-phenylsulfamic acid

88-21-1

2-amino-1-benzenesulfonic acid

Conditions
ConditionsYield
With sulfuric acid; acetic acid
1576-59-6

2-amino-5-bromobenzenesulfonic acid

88-21-1

2-amino-1-benzenesulfonic acid

Conditions
ConditionsYield
With phosphorus; hydrogen iodide at 110℃; im Druckrohr;
With sodium hydroxide; zinc
154117-60-9

4-bromo-3-sulfo-benzoic acid

88-21-1

2-amino-1-benzenesulfonic acid

Conditions
ConditionsYield
With ammonia at 180℃; im Rohr;

Aniline-2-sulfonic acid Chemical Properties

The molecular structure of Aniline-2-sulfonic acid (CAS NO.88-21-1):

IUPAC Name: 2-Aminobenzenesulfonic acid 
Molecular Weight: 173.18968 g/mol
Molecular Formula: C6H7NO3S 
Density: 1.512 g/cm3 
Melting Point: 300 °C
Index of Refraction: 1.629
Molar Refractivity: 40.71 cm3
Molar Volume: 114.4 cm3
Surface Tension: 67.5 dyne/cm 
Water Solubility: sparingly soluble
XLogP3: 0.4
H-Bond Donor: 2
H-Bond Acceptor: 4
Rotatable Bond Count: 1
Exact Mass: 173.014664
MonoIsotopic Mass: 173.014664
Topological Polar Surface Area: 80.4
Heavy Atom Count: 11
Canonical SMILES: C1=CC=C(C(=C1)N)S(=O)(=O)O
InChI: InChI=1S/C6H7NO3S/c7-5-3-1-2-4-6(5)11(8,9)10/h1-4H,7H2,(H,8,9,10)
InChIKey: ZMCHBSMFKQYNKA-UHFFFAOYSA-N
EINECS: 201-810-9
Product Categories: Intermediates of Dyes and Pigments

Aniline-2-sulfonic acid Uses

 Aniline-2-sulfonic acid (CAS NO.88-21-1) is used as dyes intermediates.

Aniline-2-sulfonic acid Toxicity Data With Reference

1.    

mma-sat 6667 µg/plate

     EMMUEG    Environmental and Molecular Mutagenesis. 11 (Suppl 12)(1988),1.

Aniline-2-sulfonic acid Consensus Reports

Reported in EPA TSCA Inventory.

Aniline-2-sulfonic acid Safety Profile

Hazard Codes: CorrosiveC
Risk Statements: 34 
R34:Causes burns.
Safety Statements: 26-36/37/39-45-28A 
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 the label whenever possible.) 
S28:After contact with skin, wash immediately with plenty of soap-suds.
RIDADR: UN 2585 8/PG 3
WGK Germany: 3
RTECS: DB4727700
HazardClass: 8
PackingGroup: III

Aniline-2-sulfonic acid Specification

 Aniline-2-sulfonic acid (CAS NO.88-21-1) is also named as 1-Aminobenzene-2-sulfonic acid ; 2-Aminobenzenesulfonic acid ; AI3-52212 ; Aniline-2-sulfonic acid ; Aniline-o-sulfonic acid ; Aniline-o-sulphonic acid ; Anilino-o-sulfonic acid ; Anilino-o-sulphonic acid ; CCRIS 4575 ; NSC 147 ; Orthanilic acid ; o-Aminobenzenesulfonic acid ; o-Aminophenylsulfonic acid ; o-Sulfanilic acid . Aniline-2-sulfonic acid (CAS NO.88-21-1) is light brown powder. It is soluble in water. Aniline-2-sulfonic acid is an amino acid. It reacts weakly with both acids and bases. Flash point data for Aniline-2-sulfonic acid are not available, however it is probably combustible.

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