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Published TCIMAIL newest issue No.199
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Bromination [Synthetic Reagents]
Dibromoisocyanuric acid (DBI) [D3753], which was first reported by Gottardi, is a mild and highly effective brominating reagent,1,2) and has superior brominating ability when compared with N-bromosuccinimide (NBS), which is frequently used in organic synthesis. For instance, nitrobenzene was converted to the 3-bromonitrobenzene in 88% yield with DBI in conc. sulfuric acid in 5 min at 20ºC,1a) but in only 70% yield with NBS in 50% sulfuric acid in 3 h at 85ºC. Thus DBI has been widely used as an effective brominating reagent.3)
References
- 1)(a) W. Gottardi, Monatsh. Chem. 1968, 99, 815.
- 2)S. C. Virgil, in Encyclopedia of Reagents for Organic Synthesis, ed. by L. A. Paquette, John Wiley & Sons, Chichester, 2001, p. 1560.
- 3)(a) Z. P. Demko, M. Bartsch, K. B. Sharpless, Org. Lett. 2000, 2, 2221.
| Product Number | B6814 |
| CAS RN | 2439-83-0 |
| Purity / Analysis Method: | >95.0%(T) |
New
| Product Number | B2148 |
| CAS RN | 164918-61-0 |
| Purity / Analysis Method: | >87.0%(T) |
| Product Number | B1205 |
| CAS RN | 685-87-0 |
| Purity / Analysis Method: | >85.0%(GC) |
| Product Number | P0825 |
| CAS RN | 39416-48-3 |
| Purity / Analysis Method: | >85.0%(T) |
Product Number: B6814 |
Purity / Analysis Method:
>95.0%(T)| New
Product Number: B2148 |
Purity / Analysis Method:
>87.0%(T)
Product Number: B1205 |
Purity / Analysis Method:
>85.0%(GC)
Product Number: P0825 |
Purity / Analysis Method:
>85.0%(T)
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