Description

2-Methyl-6-nitroaniline (CAS No. 570-24-1) is a high-purity nitroaromatic compound with the molecular formula C₇H₈N₂O₂, widely utilized in organic synthesis and pharmaceutical research. This yellow to orange crystalline solid (purity ≥98%) exhibits excellent stability under standard conditions, making it ideal for laboratory-scale reactions and industrial applications. Its IUPAC name, 2-methyl-6-nitroaniline, reflects the precise positioning of functional groups (-NO₂ and -NH₂) on the toluene backbone. Packaged in amber glass bottles under inert atmosphere to prevent degradation, this reagent is characterized by GC/MS and ¹H NMR for quality assurance. Suitable for use as a precursor in dye synthesis, coordination chemistry, and heterocyclic compound development.

Properties

• CAS Number: 570-24-1
• Complexity: 155
• IUPAC Name: 2-methyl-6-nitro-aniline
• InChI: InChI=1S/C7H8N2O2/c1-5-3-2-4-6(7(5)8)9(10)11/h2-4H,8H2,1H3
• InChI Key: FCMRHMPITHLLLA-UHFFFAOYSA-N
• Exact Mass: 152.058577502
• Molecular Formula: C7H8N2O2
• Molecular Weight: 152.15
• SMILES: CC1=C(C(=CC=C1)[N+](=O)[O-])N
• Topological: 71.8
• Monoisotopic Mass: 152.058577502
• Physical Description: 2-methyl-6-nitroaniline appears as orange-yellow prisms or brown granular powder.
• Melting Point: 199 to 205 °F
• Solubility: less than 1 mg/mL at 73 °F
• Density: 1.19 at 212 °F – Denser than water; will sink
• Synonyms: 2-METHYL-6-NITROANILINE, 570-24-1, 2-Amino-3-nitrotoluene, 6-Nitro-o-toluidine, Benzenamine, 2-methyl-6-nitro-, 6-Methyl-2-nitroaniline, 1-Amino-2-methyl-6-nitrobenzene, 3-Nitro-2-aminotoluene, o-Toluidine, 6-nitro-, 2-nitro-6-methylaniline, NSC 286, OUP165YKBC, EINECS 209-329-6, 2-Methyl-6-nitro-benzenamine, IMEXINE FP, NSC-286, NSC-52218, 2-amino-3-methylnitrobenzene, DTXSID7025631, FCMRHMPITHLLLA-UHFFFAOYSA-, METHYL-6-NITROANILINE, 2-, 1-NITRO-2-AMINO-3-METHYLBENZENE, 6Nitrootoluidine, 3Nitro2toluidine, 3Nitro2aminotoluol, 2Amino3nitrotoluene, 3Nitro2aminotoluene, oToluidine, 6nitro, 2Nitro6methylaniline, 6Methyl2nitroaniline, 2Methyl6nitrobenzenamine, 2Methyl6nitrophenylamine, 2Amino3methylnitrobenzene, 1Amino2methyl6nitrobenzene, Benzenamine, 2methyl6nitro, DTXCID005631, 6-NITRO-O-TOLUIDINE [INCI], Benzenamine, 2-methyl-6-nitro-(9CI), 209-329-6, inchi=1/c7h8n2o2/c1-5-3-2-4-6(7(5)8)9(10)11/h2-4h,8h2,1h3, 2-methyl-6-nitrobenzenamine, MFCD00007744, ar-Methyl-ar-nitrobenzenamine, 60999-18-0, 6-methyl-2-nitrophenylamine, UNII-OUP165YKBC, 2-methyl-6-nitro-aniline, NSC286, 2-Amino-1-methyl-3-nitrobenzene, Benzenamine, ar-methyl-ar-nitro-, 6-nitro-o-toluidin, aniline, 6-methyl-2-nitro-, 2-Methyl-6-nitro-phenylamine, SCHEMBL114004, (2-methyl-6-nitrophenyl)amine, SCHEMBL5460079, SCHEMBL7927591, SCHEMBL27887344, 2-Methyl-6-nitroaniline, 99%, (2-methyl-6-nitro-phenyl)-amine, NSC52218, BBL025834, GEO-01883, SBB051683, STL294817, AKOS000118866, AC-7103, CS-W007456, FM00414, PS-3418, SY003972, DB-030870, A8144, N0467, NS00002137, ST51038611, EN300-19545, 2-Methyl-6-nitroaniline 2-Amino-3-nitrotoluene, AE-641/00134021, Q27285848, F1196-0221, Z104474176

Application

2-Methyl-6-nitroaniline serves as a key intermediate in the synthesis of azo dyes and pigments due to its reactive amino and nitro groups. Researchers employ it in pharmaceutical development for creating nitro-substituted aromatic scaffolds with potential biological activity. The compound also finds use in coordination chemistry as a ligand for transition metal complexes.

Safety and Hazards

GHS Hazard Statements

• H311: Toxic in contact with skin [Danger Acute toxicity, dermal]
• H331: Toxic if inhaled [Danger Acute toxicity, inhalation]
• H351: Suspected of causing cancer [Warning Carcinogenicity]
• H373: May causes damage to organs through prolonged or repeated exposure [Warning Specific target organ toxicity, repeated exposure]

Precautionary Statements

• P203, P260, P261, P262, P264, P270, P271, P280, P302+P352, P304+P340, P316, P318, P319, P321, P361+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Acute Tox. 3 (100%)
• Acute Tox. 3 (100%)
• Acute Tox. 3 (91.5%)
• STOT RE 2 (97.9%)
• Aquatic Chronic 2 (97.9%)

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