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Trimethylsilyl isocyanate is used in the preparation of 1-unsubstituted 4-(dialkylamino) imidazolin-2-ones. It finds application in the carbamoylation of aromatic hydrocarbons and alcohols. It is also used in the preparation of primary amides from Grignard reagents. Further, it is used in the synthesis of cyclic imides. It is also utilized for the synthesis of trifluoroacetyl isocyanate and cyclic imides. In addition to this, it is employed in the conversion of isocyanates to carbodiimides using cyclopentadienyl Mn(CO)3 catalysis.
Convenient protected form of "HNCO". For reactions of isocyanates, see Appendix 3. Reaction with Grignard reagents leads to primary carboxamides: Tetrahedron Lett., 981 (1975).
Eriksson, J.; Kooij, R. V.; Schuit, R. C.; Froklage, F. E.; Reijneveld, J. C.; Hendrikse, N. H.; Windhorst, A. D. Synthesis of [3-N-11C-methyl]temozolomide via in situ activation of 3-N-hydroxymethyl temozolomide and alkylation with [11C]methyl iodide. J. Labelled Comp. Radiopharm. 2015, 58 (3), 122-126.
Iwata, Y.; Ando, K.; Taniguchi, K.; Koba, N.; Sugiura, A.; Sudo, M. Identification of a highly potent and selective CB2 agonist, RQ-00202730, for the treatment of irritable bowel syndrome. Bioorg. Med. Chem. Lett. 2015, 25 (2), 236-240.
Hazard Statements: H225-H330-H315-H319-H334-H335
Highly flammable liquid and vapour. Fatal if inhaled. Causes skin irritation. Causes serious eye irritation. May cause allergy or asthma symptoms or breathing difficulties if inhaled. May cause respiratory irritation.
Precautionary Statements: P303+P361+P353-P304+P340-P305+P351+P338-P320-P405-P501a
IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Specific treatment is urgent (see label). Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.