Description

2,4,6-Triisopropylbenzenethiol (CAS No. 22693-41-0) is a high-purity, organosulfur compound with the molecular formula C₁₅H₂₄S. This sterically hindered benzenethiol derivative features three isopropyl groups at the 2, 4, and 6 positions, enhancing its stability and reactivity in specialized chemical applications. Its IUPAC name, 2,4,6-tri(propan-2-yl)benzenethiol, reflects its precise molecular structure. Ideal for research and industrial use, this compound is supplied as a clear to pale-yellow liquid or low-melting solid, with stringent quality controls to ensure ≥95% purity (GC). It is widely utilized in organic synthesis, catalysis, and materials science due to its unique steric and electronic properties. Store under inert conditions to prevent oxidation.

Properties

• CAS Number: 22693-41-0
• Complexity: 189
• IUPAC Name: 2,4,6-triisopropylbenzenethiol
• InChI: InChI=1S/C15H24S/c1-9(2)12-7-13(10(3)4)15(16)14(8-12)11(5)6/h7-11,16H,1-6H3
• InChI Key: QLPCAAJSEQIZOP-UHFFFAOYSA-N
• Exact Mass: 236.15987194
• Molecular Formula: C15H24S
• Molecular Weight: 236.4
• SMILES: CC(C)C1=CC(=C(C(=C1)C(C)C)S)C(C)C
• Topological: 1
• Monoisotopic Mass: 236.15987194
• Synonyms: 2,4,6-Triisopropylbenzenethiol, 22693-41-0, 2,4,6-tris(propan-2-yl)benzene-1-thiol, 2,4,6-Triisopropylthiophenol, MFCD12026227, 2,4,6-tri(propan-2-yl)benzenethiol, Benzenethiol, 2,4,6-tris(1-methylethyl)-, SCHEMBL878114, 2,4,6-Triisopropylbenzenethiol #, BS-52859, SY301438, F71377

Application

2,4,6-Triisopropylbenzenethiol serves as a versatile building block in organic synthesis, particularly in the preparation of sterically hindered ligands for transition-metal catalysts. Its thiol group enables applications in polymer modification and gold nanoparticle stabilization. Researchers also employ it as a model compound for studying steric effects in aromatic substitution reactions. In materials science, it acts as a precursor for self-assembled monolayers (SAMs) on metal surfaces.

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