Sodium cyanoborohydride
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Sodium cyanoborohydride | |
---|---|
Other names | Sodium cyanotrihydridoborate |
Identifiers | |
CAS number | [25895-60-7] |
Properties | |
Molecular formula | NaBH3CN |
Molar mass | 62.84 g/mol |
Appearance | white to off-white powder hygroscopic |
Density | 1.20 g/cm³, solid |
Melting point |
241°C (decomposes) |
Solubility in water | soluble |
Hazards | |
EU classification | not listed |
NFPA 704 | |
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox disclaimer and references |
Sodium cyanoborohydride (NaBH3(CN)) is a chemical compound.
Conditions/substances to avoid are: heat, flame, ignition sources, water, moist air, strong acids and strong oxidizers.[1]
Strong acids on sodium cyanoborohydride release cyanide. The slow decomposition of sodium cyanoborohydride by water in the atmosphere also causes the release of cyanide and care must be taken when opening containers, as the gas can build up within.
[edit] Uses
Sodium cyanoborohydride is a mild reducing agent, ideal for reducing imines selectively in the presence of aldehydes or ketones. This makes it excellent for performing reductive aminations and this reaction is known as the Borch Reaction.[2] Even though the molecule is water sensitive it can be used to perform reactions in an aqueous environment.[3]
[edit] References
This article does not cite any references or sources. (September 2007) Please help improve this article by adding citations to reliable sources. Unverifiable material may be challenged and removed. |
- ^ Safety (MSDS) data for sodium cyanoborohydride
- ^ Richard F. Borch and Mark D. Bernstein and H. Dupont Durst, Cyanohydridoborate Anion as a Selective Reducing Agent, J Am Chem Soc, 2897-2904, 93(12),1971
- ^ Timothy M. Beard and Nicholas J. Turner, Deracemisation and Stereoinversion of alpha-Amino Acids Using D-Amino Acid Oxidase and Hydride Reducing Agents, Chemical Communications, 246-247, 2002