Description

2-Amino-5-methylbenzenesulfonic acid (CAS 88-44-8) is a high-purity sulfonic acid derivative with the molecular formula C₇H₉NO₃S, widely utilized in organic synthesis and industrial applications. This compound, also known as 4-Aminotoluene-3-sulfonic acid, features a benzenesulfonic acid backbone substituted with an amino group at the 2-position and a methyl group at the 5-position, offering unique reactivity for electrophilic aromatic substitution and coupling reactions. Provided as a fine crystalline powder with >98% purity (HPLC), it is rigorously tested for heavy metals, residual solvents, and other impurities to ensure consistency in research and production environments. Ideal for dye synthesis, pharmaceutical intermediates, and as a ligand in catalytic systems. Store in a cool, dry place under inert conditions to maintain stability.

Properties

• CAS Number: 88-44-8
• Complexity: 244
• IUPAC Name: 2-amino-5-methyl-benzenesulfonic acid
• InChI: InChI=1S/C7H9NO3S/c1-5-2-3-6(8)7(4-5)12(9,10)11/h2-4H,8H2,1H3,(H,9,10,11)
• InChI Key: LTPSRQRIPCVMKQ-UHFFFAOYSA-N
• Exact Mass: 187.03031432
• Molecular Formula: C7H9NO3S
• Molecular Weight: 187.22
• SMILES: CC1=CC(=C(C=C1)N)S(=O)(=O)O
• Topological: 88.8
• Monoisotopic Mass: 187.03031432
• Physical Description: Dry Powder
• Synonyms: 88-44-8, 2-Amino-5-methylbenzenesulfonic acid, 4-Aminotoluene-3-sulfonic acid, Ptmsptmsa, Benzenesulfonic acid, 2-amino-5-methyl-, 6-Amino-m-toluenesulfonic acid, PTMSA, P-TOLUIDINE-M-SULFONIC ACID, p-Toluidine-2-sulfonic Acid, Red 4B acid, m-Toluenesulfonic acid, 6-amino-, 4-Aminotoluene-3-sulphonic acid, 4-Methylaniline-2-sulfonic acid, Kyselina 4-toluidin-3-sulfonova, NSC 7544, CCRIS 2772, 6-Amino-m-toluenesulfonic acid (SO3H=1), EINECS 201-831-3, 6-Amino-meta-toluenesulfonic acid (SO3H=1), FF86IBK68Z, BRN 2211509, DTXSID7026526, Kyselina 4-toluidin-3-sulfonova [Czech], AI3-52551, NSC-7544, 1-amino-4-methylbenzene-2-sulfonic acid, 2-Amino-5-methyl-1-benzenesulfonic acid, DTXCID606526, 4-METHYL-2-SULFOANILINE, EC 201-831-3, 3-14-00-02213 (Beilstein Handbook Reference), 4-amino-1-methylbenzene-3-sulfonic acid, 6-Amino-meta-toluenesulfonic acid [SO3H=1], AMINO-5-METHYLBENZENESULFONIC ACID, 2-, 6-Amino-m-toluenesulfonic acid [SO3H=1], 201-831-3, PTMS, 2-amino-5-methylbenzene-1-sulfonic acid, 2-amino-5-methyl-benzenesulfonic acid, MFCD00007908, CAS-88-44-8, UNII-FF86IBK68Z, 4-Aminotoluene-3-sulfonicacid, WLN: ZR B1 ESWQ, 6-Amino-m-toluensulfonic acid, SCHEMBL153905, SCHEMBL157885, CHEMBL2143677, SCHEMBL10631047, NSC7544, AAA08844, STR10464, Tox21_202254, Tox21_303178, 2-amino-5-methylbenzenesulphonic acid, AKOS015854800, 2-amino-5-methyl-benzenesulphonic acid, 4-Aminotoluene-3-sulfonic acid, 99%, CS-W016854, 2-amino-5-methyl-benzene sulfonic acid, NCGC00164090-01, NCGC00164090-02, NCGC00257108-01, NCGC00259803-01, 2-amino-5-methylbenzene-1-sulphonic acid, A0328, NS00001366, ST50825271, 2-AMINO-5-METHYLBENZENE SULFONIC ACID, EN300-122623, AE-562/43461529, Q27277954, InChI=1/C7H9NO3S/c1-5-2-3-6(8)7(4-5)12(9,10)11/h2-4H,8H2,1H3,(H,9,10,11

Application

2-Amino-5-methylbenzenesulfonic acid serves as a key intermediate in the synthesis of azo dyes and pigments, where its sulfonic acid group enhances water solubility. It is employed in pharmaceutical research for constructing active motifs in drug candidates, particularly those targeting sulfonamide-based therapeutics. The compound also finds use in agrochemical formulations and as a corrosion inhibitor in industrial processes.

Safety and Hazards

GHS Hazard Statements

• H314 (26.2%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]

Precautionary Statements

• P260, P264, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P321, P363, P405, and P501

Hazard Classes and Categories

• Skin Corr. 1B (26.2%)

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