Sodium hypobromite

Sodium hypobromite is the inorganic compound with the formula NaBrO. It is usually obtained as the pentahydrate, so the material that is usually called sodium hypobromite has the formula NaOBr.5H2O. It is a yellow-orange solid that is soluble in water. It is the Na+ salt of OBr-. It is the bromine analogue of sodium hypochlorite, the active ingredient in common bleach. In practice the salt is usually encountered as an aqueous solution.

Sodium hypobromite
Identifiers
ECHA InfoCard 100.034.096
Properties
BrNaO
Molar mass 118.893 g·mol−1
Appearance orange solid
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Sodium hypobromite arises by treatment of aqueous solution of bromine with base:[1]

Br2 + 2 NaOH → NaBr + NaOBr + H2O

It can be prepared in situ for use as a reagent, such as in the synthesis of 3-aminopyridine from nicotinamide.[2] FGI of a primary amide to an amine is obviously the Hofmann rearrangement.

References

  1. Schmeisser, M. (1963). "Sodium Hypobromite". In Brauer, Georg (ed.). Handbook of Preparative Inorganic Chemistry. 1 (2nd ed.). New York: Academic Press. pp. 310–311. ISBN 9780323161275.
  2. Allen, C. F. H.; Wolf, Calvin N. (1950). "3-Aminopyridine". Organic Syntheses. 30: 3. doi:10.15227/orgsyn.030.0003.; Collective Volume, 4, p. 45
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