TosMIC

TosMIC^[1]

Names
IUPAC name 1-(isocyanomethylsulfonyl)-4-methylbenzene
Identifiers
CAS Number	36635-61-7
3D model (Jmol)	Interactive image
ChemSpider	142204
ECHA InfoCard	100.048.293
PubChem	161915
InChI InChI=1S/C9H9NO2S/c1-8-3-5-9(6-4-8)13(11,12)7-10-2/h3-6H,7H2,1H3 Key: CFOAUYCPAUGDFF-UHFFFAOYSA-N InChI=1/C9H9NO2S/c1-8-3-5-9(6-4-8)13(11,12)7-10-2/h3-6H,7H2,1H3 Key: CFOAUYCPAUGDFF-UHFFFAOYAC
SMILES O=S(=O)(c1ccc(cc1)C)C[N+]#[C-]
Properties
Chemical formula	C9H9NO2S
Molar mass	195.24 g mol^−1
Melting point	109 to 113 °C (228 to 235 °F; 382 to 386 K)
Hazards
R-phrases	R23/24/25
S-phrases	S36/37 S45
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Toluenesulfonylmethyl isocyanide or TOSMIC is an organic compound with the formula CH₃C₆H₄SO₂CH₂NC. The molecule contains both sulfonyl and isocyanide groups. It is a colourless solid that unlike many isocyanides, is odorless. It is prepared by dehydration of the related formamide derivative. It is used in the Van Leusen reaction which is used to convert aldehydes to nitriles or in the preparation of oxazoles and imidazoles.^[2]

References

1. p-Toluenesulfonylmethyl isocyanide at Sigma-Aldrich
2. Hoogenboom, B. E.; Oldenziel, O. H.; van Leusen, A. M. (1977). "p-TOLYLSULFONYLMETHYL ISOCYANIDE". Org. Synth. 57: 102.; Coll. Vol., 6, p. 987