Synthesis, Table of Contents SHORTPAPER © Georg Thieme Verlag Stuttgart · New York Pyridinium Dichlorobromate: A New Stable Brominating Agent for Aromatic Compounds Hussni A. Muathen*Department of Chemistry, Umm Al-Qura University, P.O. Box 7283, Makkah, Saudi Arabiae-Mail: hussnimuathen@yahoo.com; Recommend Article Abstract Buy Article All articles of this category Abstract Pyridinium dichlorobromate (PyHBrCl2, 1) is a new example of iminium-trihalide complexes. The compound is prepared from pyridine and chlorine in the presence of aqueous hydrogen bromide. The crystalline trihalide is quite stable and acts as a safe source of positive bromine. It shows a remarkable reactivity towards aromatic compounds compared with other bromine complexes. It is also considered as a potential source for bromine chloride BrCl. Key words pyridinium dichlorobromate - bromination - bromine chloride - aromatic compounds Full Text References References 1 Larock RC. Comprehensive Organic Transformation Wiley-VCH; New York: 1999. 2nd ed.. p.619 2 Smith MB. March J. March’s Advanced Organic Chemistry Wiley; New York: 2001. 5th ed.. p.704 3 Mitchell RH. Lai YH. Williams RV. J. Org. Chem. 1979, 44: 473 4 Eguchi H. Kawaguchi H. Yoshinga S. Nishida A. Nishiguchi T. Fujisaki S. Bull. Chem. Soc. Jpn. 1994, 67: 1918 5 Calo V. Ciminale F. Lopez L. Todesco PE. J. Chem. Soc. C 1971, 3652 6 Downs AJ. Adams CJ. Comprehensive Inorganic Chemistry Vol. 2: Bailor JC. Emeleus HJ. Nyholm SR. Trotman-Dickenso AF. Pergamon; Oxford: 1973. p.1192 7 Obenland CO. J. Chem. Educ. 1964, 41: 566 8 Rozen S. Brand M. Lidor R. J. Org. Chem. 1988, 53: 5545 9 Naumann D. Lehmann E. J. Fluorine Chem. 1975, 5: 307 10 Heasley GE. Bundy JM. Heasley VL. Arnold S. Gipe A. Mckee D. Orr R. Rodgers SL. Shellhamer DF. J. Org. Chem. 1978, 43: 2793 11 Williams DM. J. Chem. Soc. 1931, 2783 12 Popov AI. Buckles RE. Inorg. Synth. 1957, 5: 167 13 Chattaway FD. Hoyle G. J. Chem. Soc. 1923, 123: 654 14 Kajigaeshi S. Kakinami T. Moriwaki M. Tanaka T. Fujisaki S. Oramoto T. Bull. Chem. Soc. Jpn. 1989, 62: 439 15 Negoro T. Ikeed Y. Bull. Chem. Soc. Jpn. 1984, 57: 2116 16 Reeves WP. Lu CV. Schulmeier B. Jonas L. Hatlevik O. Synth. Commun. 1998, 28: 499 17 Kajigaeshi S. Moriwaki M. Tanaka T. Fujisaki S. Kakinami T. Okamoto T. J. Chem. Soc. Perkin Trans. 1 1990, 897 18 Derbyshire DH. Waters WA. J. Chem. Soc. 1950, 573 19 Muathen HA. J. Org. Chem. 1992, 57: 2740
