p-Toluenesulfonyl cyanide

p-Toluenesulfonyl cyanide is an electron-deficient nitrile. It undergoes hetero-Diels-Alder reaction with silyl enol ether of cyclohexenone to yield hydrolytically sensitive [4+2] adduct. It also undergoes facile [2+3] cycloaddition reaction with azides to form 5-sulfonyl tetrazoles. p-Toluenesulfonyl cyanide also reacts with alcohols in the presence of 1,8-diazabicyclo[5. 4. 0]undec-7-ene (DBU) or 1,4-diazabicyclo[2. 2. 2]octane (DABCO) to yield sulfinates.

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Catalog Number CBB1113461
Alternative Name(s) p-Tolylsulfonyl cyanide; Tosyl cyanide
Molecular Formula CH3C6H4SO2CN
CAS# 19158-51-1
Purity >95%
Inchi 1S/C8H7NO2S/c1-7-2-4-8(5-3-7)12(10,11)6-9/h2-5H,1H3
Inchi Key JONIMGVUGJVFQD-UHFFFAOYSA-N
SMILES Cc1ccc(cc1)S(=O)(=O)C#N
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