Description

3-Methylsulfanylaniline (CAS No. 1783-81-9) is a high-purity aromatic amine derivative with the molecular formula C₇H₉NS. This compound, also known as 3-(Methylthio)aniline, features a methylthio (–SCH₃) group at the meta position relative to the amino (–NH₂) substituent on the benzene ring. Its unique structure makes it a valuable intermediate in organic synthesis, particularly in the production of pharmaceuticals, agrochemicals, and specialty chemicals. The product is supplied as a clear to pale yellow liquid with a characteristic amine odor, and its purity is rigorously controlled to meet the demands of research and industrial applications. Proper handling under inert conditions is recommended due to its sensitivity to air and moisture.

Properties

• CAS Number: 1783-81-9
• Complexity: 85
• IUPAC Name: 3-methylsulfanylaniline
• InChI: InChI=1S/C7H9NS/c1-9-7-4-2-3-6(8)5-7/h2-5H,8H2,1H3
• InChI Key: KCHLDNLIJVSRPK-UHFFFAOYSA-N
• Exact Mass: 139.04557046
• Molecular Formula: C7H9NS
• Molecular Weight: 139.22
• SMILES: CSC1=CC=CC(=C1)N
• Topological: 51.3
• Monoisotopic Mass: 139.04557046
• Synonyms: 3-(Methylthio)aniline, 3-Aminothioanisole, Benzenamine, 3-(methylthio)-, m-Aminothioanisole, 3-Methylmercaptoaniline, 3-Methylthiobenzenamine, m-Aminophenyl methyl sulfide, ANILINE, m-(METHYLTHIO)-, NSC 66274, EINECS 217-232-5, BRN 2078599, 3-(METHYLTHIO)BENZENAMINE, 4-13-00-01007 (Beilstein Handbook Reference), 217-232-5, 1783-81-9, m-(Methylthio)aniline, 3-(Methylmercapto)aniline, 3-methylsulfanylaniline, 3-(Methylsulfanyl)aniline, m-METHYLTHIOANILINE, 3-methylthiophenylamine, Aniline, 3-methylthio-, MFCD00007793, NSC-66274, m-Thioanisidine, 3-methylthioaniline, 3-METHYLSULFANYL-PHENYLAMINE, NSC66274, 3-Methylthio-aniline, SX8QUU8UMZ, 3-methylsulphanylphenylamine, Aniline, 3-(methylthio)-, 1-Amino-3-methylthiobenzene, 3-methylsulphanyl-phenylamine, 3-(Methylsulfanyl)aniline #, 3-(Methylsulfanyl)phenylamine, 3-amino-phenyl methyl sulfide, 3-CH3SC6H4NH2, SCHEMBL112315, 3-(Methylthio)aniline, 97%, SCHEMBL7002841, DTXSID9061964, SCHEMBL27854839, SCHEMBL28096935, KCHLDNLIJVSRPK-UHFFFAOYSA-, STR00573, STL168347, AKOS000119157, CS-W017751, AC-10860, BP-10763, SY001852, DB-044332, M1673, NS00025875, ST50982270, EN300-19096, F2190-0508, Z104472758, InChI=1/C7H9NS/c1-9-7-4-2-3-6(8)5-7/h2-5H,8H2,1H3

Application

3-Methylsulfanylaniline is widely used as a key building block in the synthesis of heterocyclic compounds and active pharmaceutical ingredients (APIs). It serves as a precursor in the manufacture of dyes, pigments, and corrosion inhibitors. Researchers also utilize this compound in the development of novel sulfur-containing ligands for catalysis and coordination chemistry.

Safety and Hazards

GHS Hazard Statements

• H302 (14.6%): Harmful if swallowed [Warning Acute toxicity, oral]
• H311 (12.5%): Toxic in contact with skin [Danger Acute toxicity, dermal]
• H315 (95.8%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (95.8%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H332 (12.5%): Harmful if inhaled [Warning Acute toxicity, inhalation]
• H335 (85.4%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P261, P262, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P316, P317, P319, P321, P330, P332+P317, P337+P317, P361+P364, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Acute Tox. 4 (14.6%)
• Acute Tox. 3 (12.5%)
• Skin Irrit. 2 (95.8%)
• Eye Irrit. 2 (95.8%)
• Acute Tox. 4 (12.5%)
• STOT SE 3 (85.4%)

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