Description

N-Methyl-N-(trifluoromethylthio)aniline (CAS No. 66476-44-6) is a high-purity organosulfur compound with the molecular formula C₈H₈F₃NS. This specialized chemical features a trifluoromethylthio group (–SCF₃) bonded to a methyl-substituted aniline core, offering unique reactivity and electron-withdrawing properties. With a molecular weight of 207.22 g/mol, it is widely utilized in advanced organic synthesis, pharmaceutical research, and agrochemical development. The compound is supplied as a clear to pale-yellow liquid (or solid, depending on storage conditions) with ≥95% purity (GC), ensuring consistency for sensitive applications. Proper storage under inert atmosphere at 2-8°C is recommended to maintain stability. Hazard codes H302/H312/H315/H319/H332/H335 indicate handling precautions.

Properties

• CAS Number: 66476-44-6
• Complexity: 154
• IUPAC Name: N-methyl-N-(trifluoromethylsulfanyl)aniline
• InChI: InChI=1S/C8H8F3NS/c1-12(13-8(9,10)11)7-5-3-2-4-6-7/h2-6H,1H3
• InChI Key: TYFGNILTFVMYGX-UHFFFAOYSA-N
• Exact Mass: 207.03295492
• Molecular Formula: C8H8F3NS
• Molecular Weight: 207.22
• SMILES: CN(C1=CC=CC=C1)SC(F)(F)F
• Topological: 28.5
• Monoisotopic Mass: 207.03295492
• Synonyms: N-Methyl-N-(trifluoromethylthio)aniline, 66476-44-6, 808-170-5, MFCD28384150, N-methyl-N-(trifluoromethylsulfanyl)aniline, N-methyl-N-phenyl-S-(trifluoromethyl)thiohydroxylamine, SCHEMBL16211966, SY056494, DB-406948, CS-0454708, M2595, T72801, 1,1,1-Trifluoro-N-methyl-N-phenylmethanesulfenamide

Application

N-Methyl-N-(trifluoromethylthio)aniline serves as a versatile building block in medicinal chemistry for introducing the pharmacologically privileged SCF₃ moiety. It is employed in cross-coupling reactions to create bioactive molecules with enhanced metabolic stability and membrane permeability. The compound also finds use as a precursor for sulfenylation reagents in asymmetric synthesis. Researchers utilize it to develop novel fungicides and herbicides due to the electronegative trifluoromethylthio group’s pesticidal activity.

Safety and Hazards

GHS Hazard Statements

• H226 (100%): Flammable liquid and vapor [Warning Flammable liquids]
• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]

Precautionary Statements

• P210, P233, P240, P241, P242, P243, P264, P264+P265, P280, P302+P352, P303+P361+P353, P305+P351+P338, P321, P332+P317, P337+P317, P362+P364, P370+P378, P403+P235, and P501

Hazard Classes and Categories

• Flam. Liq. 3 (100%)
• Skin Irrit. 2 (100%)
• Eye Irrit. 2 (100%)

If you are interested or have any questions, please contact us at support@atomfair.com

Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.