Tosylmethyl Isocyanide

• CAT Number: R058023
• CAS Number: 36635-61-7
• Molecular Formula: C9H9NO2S
• Molecular Weight: 195.236
• Purity: ≥95%
• Synonyms: 1-[(Isocyanomethyl)sulfonyl]-4-methylbenzene; (4-Methylphenylsulfonyl)methyl Isocyanide; (p-Tolylsulfonyl)methyl isocyanide; 4-Toluenesulfonylmethyl Isocyanide; 4-Tolylsulfonylmethyl Isocyanide; Isocyanomethyl p-Tolyl Sulfone; NSC 631633; TOSMIC; p-T
• Storage: Store at -20°C
• IUPAC Name: 1-(isocyanomethylsulfonyl)-4-methylbenzene
• InChI: InChI=1S/C9H9NO2S/c1-8-3-5-9(6-4-8)13(11,12)7-10-2/h3-6H,7H2,1H3
• InChIKey: CFOAUYCPAUGDFF-UHFFFAOYSA-N
• SMILES: CC1=CC=C(C=C1)S(=O)(=O)C[N+]#[C-]

Tosylmethyl isocyanide, often abbreviated as TOSMIC, is a versatile reagent used extensively in organic synthesis. It is particularly valued for its role in the Van Leusen reaction, which synthesizes oxazoles from aldehydes. This reagent is characterized by a tosyl group attached to a methyl isocyanide, which makes it highly reactive towards various nucleophiles. Its applications extend to constructing heterocyclic compounds and complex molecular architectures, essential for pharmaceuticals and other biologically active molecules.