Description

(4-Amino-3-chlorophenyl)pentafluorosulfur (CAS: 165114-85-2) is a highly specialized fluorinated aromatic compound with the molecular formula C₆H₅ClF₅NS. This compound features a unique pentafluorosulfur (SF₅) functional group attached to a chlorinated aniline core, making it a valuable intermediate in advanced synthetic chemistry and materials science. Its IUPAC name, 2-chloro-4-(pentafluoro-λ⁶-sulfanyl)aniline, reflects its precise structural configuration. With exceptional thermal and chemical stability due to the SF₅ group, this compound is ideal for applications requiring robust performance under harsh conditions. Available in high-purity grades (≥98%), it is suitable for research in pharmaceuticals, agrochemicals, and high-performance polymers. Proper handling under inert conditions is recommended due to its reactive amino and halogen substituents.

Properties

• CAS Number: 165114-85-2
• Complexity: 238
• IUPAC Name: 2-chloro-4-(pentafluoro-lambda6-sulfanyl)aniline
• InChI: InChI=1S/C6H5ClF5NS/c7-5-3-4(1-2-6(5)13)14(8,9,10,11)12/h1-3H,13H2
• InChI Key: GJOCFJZDJRKCHS-UHFFFAOYSA-N
• Exact Mass: 252.9751388
• Molecular Formula: C6H5ClF5NS
• Molecular Weight: 253.62
• SMILES: C1=CC(=C(C=C1S(F)(F)(F)(F)F)Cl)N
• Topological: 27
• Monoisotopic Mass: 252.9751388
• Synonyms: 165114-85-2, (4-Amino-3-chlorophenyl)pentafluorosulfur, 2-Chloro-4-(pentafluorosulfur)aniline, 4-Amino-3-chlorophenylsulphur pentafluoride, 2-chloro-4-(pentafluoro-lambda6-sulfanyl)aniline, MFCD20731080, AGN-PC-0NHU53, SCHEMBL5880462, DTXSID20477816, AKOS025402871, JS-4022, 2-Chloro-4-(pentafluorosulfanyl)aniline, 2-Chloro-4-(pentafluorosulphanyl)aniline, CS-0447784, G76192, 2-CHLORO-4-(PENTAFLUORO-??-SULFANYL)ANILINE

Application

This compound is primarily used as a key synthetic intermediate in the development of fluorinated pharmaceuticals and agrochemicals, where the SF₅ group enhances bioavailability and metabolic stability. It also serves as a building block for specialty polymers with unique dielectric or hydrophobic properties. Researchers leverage its reactivity in cross-coupling reactions to create complex aromatic systems for advanced material design.

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