Title: Dibromantin
CAS Registry Number: 77-48-5
CAS Name: 1,3-Dibromo-5,5-dimethyl-2,4-imidazolidinedione
Additional Names: 1,3-dibromo-5,5-dimethylhydantoin; DBH; DBDMH
Molecular Formula: C5H6Br2N2O2
Molecular Weight: 285.92
Percent Composition: C 21.00%, H 2.12%, Br 55.89%, N 9.80%, O 11.19%
Literature References: Stable, efficient, and economic bromination reagent; alternative to bromine or NBS, q.q.v. Prepn: O. O. Orazi, J. Meseri, An. Asoc. Quim. Argent. 38, 5 (1950); I. Markish, O. Arrad, Ind. Eng. Chem. Res. 34, 2125 (1995). Analytical applications in determn of iodide, iodine values, propylthiouracil, and selenium sulfide: M. Hilp, S. Senjuk, J. Pharm. Biomed. Anal. 25, 363 (2001); idem, ibid. 28, 81, 303, 337 (2002). Use in aromatic bromination reactions: H. Eguchi et al., Bull. Chem. Soc. Jpn. 67, 1918 (1994); X. Herault et al., Org. Prep. Proced. Int. 27, 652 (1995); C. Chassaing et al., Tetrahedron Lett. 38, 4415 (1997); in oxidation of thiols: A. Khazaei et al., Synthesis 2004, 2959. Review of bromination chemistry: R. A. Reed, Chem. Prod. 23, 299-302 (1960); A. Alam, Synlett 2005, 2403-2404.
Properties: Yellow to buff colored solid, mp ~190° (dec).
Melting point: mp ~190° (dec)
Use: Brominating agent. Analytical reagent for determn of iodide and organic iodine, and for identification tests. |