p‐Toluenesulfonyl Isocyanate

[4083-64-1] C8H7NO3S (MW 197.23) InChI = 1S/C8H7NO3S/c1-7-2-4-8(5-3-7)13(11,12)9-6-10/h2-5H,1H3 InChIKey = VLJQDHDVZJXNQL-UHFFFAOYSA-N (converts oxiranes to 2-oxazolinones;2 undergoes many [2 + x] cycloadditions; useful for (thio)carbonyl to imine functional group interchange; introduces the Tac protecting group to amino acids3) Alternate Name: tosyl isocyanate. Physical Data: bp 144 °C/10 mmHg; d 1.295 g cm−3. Solubility: sol chlorinated, aromatic, and ethereal solvents; reacts violently with H2O and basic and protic solvents. Form Supplied in: colorless liquid; widely available. Handling, Storage, and Precautions: lachrymator; corrosive; use only in a fume hood. Wear protective gloves and, preferably, a NIOSH-approved respirator. All transfers and reactions should be carried out under anhydrous conditions. Store in a cool dry place, taking care to avoid contamination with protic, basic, or organometallic materials, as these may induce polymerization. See Karol4a and Henderson4b for toxicity data of isocyanates.