Tosylmethyl Isocyanide
Title: Tosylmethyl Isocyanide
CAS Registry Number: 36635-61-7
CAS Name: 1-[(Isocyanomethyl)sulfonyl]-4-methylbenzene
Additional Names: (4-methylphenylsulfonyl)methyl isocyanide; p-toluenesulfonylmethyl isocyanide; TosMIC
Molecular Formula: C9H9NO2S
Molecular Weight: 195.24
Percent Composition: C 55.37%, H 4.65%, N 7.17%, O 16.39%, S 16.42%
Literature References: Isonitrile reagent with reversed polarity; serves as a carbonyl anion equivalent in organic synthesis. Prepn: U. Schöllkopf et al., Ann. 766, 130 (1972); A. M. van Leusen et al., Tetrahedron Lett. 13, 2367 (1972); B. E. Hoogenboom et al., Org. Synth. 57, 102 (1977). Review of applications in organic synthesis: C. Lamberth, J. Prakt. Chem. Chem.-Ztg. 340, 483-485 (1998); V. K. Tandon, S. Rai, Sulfur Rep. 24, 307-385 (2003).
Properties: Crystals from methanol, mp 116-117° (dec).
Melting point: mp 116-117°
Use: Versatile synthon in organic chemistry, esp in the synthesis of heterocyclic compds.

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