116 to 120 °C (241 to 248 °F; 389 to 393 K) decomposes
Solubility in water
decomposition
Structure
Coordination geometry
4 at boron atom
Molecular shape
Tetrahedral at boron atom
Hazards
NFPA 704 (fire diamond)
3
4
2
Safety data sheet (SDS)
External MSDS
Related compounds
Other anions
Sodium cyanoborohydride
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references
Chemical compound
Sodium triacetoxyborohydride, also known as sodium triacetoxyhydroborate, commonly abbreviated STAB, is a chemical compound with the formula Na[(CH3COO)3BH]. Like other borohydrides, it is used as a reducing agent in organic synthesis. This colourless salt is prepared by protonolysis of sodium borohydride with acetic acid:[1]
Na[BH4] + 3 CH3COOH → Na[(CH3COO)3BH] + 3 H2
^Gordon W. Gribble, Ahmed F. Abdel-Magid, "Sodium Triacetoxyborohydride" Encyclopedia of Reagents for Organic Synthesis, 2007, John Wiley & Sons.doi:10.1002/047084289X.rs112.pub2
and 11 Related for: Sodium triacetoxyborohydride information
Sodiumtriacetoxyborohydride, also known as sodium triacetoxyhydroborate, commonly abbreviated STAB, is a chemical compound with the formula Na[(CH3COO)3BH]...
synthesis. Sodiumtriacetoxyborohydride, a milder reductant owing to the presence of more electron-withdrawing acetate in place of hydride. Sodium triethylborohydride...
January 1996). "Reductive Amination of Aldehydes and Ketones with SodiumTriacetoxyborohydride. Studies on Direct and Indirect Reductive Amination Procedures...
to use sodium cyanide and borane in THF making the process safer. Sodiumtriacetoxyborohydride – a milder reductant, but unstable in water Sodium borohydride...
song by Built to Spill from There's Nothing Wrong with Love Sodiumtriacetoxyborohydride, a reducing agent used in organic synthesis St. Anne's-Belfield...
of one or more B-H bonds. Protonolysis of sodium borohydride with acetic acid gives triacetoxyborohydride: NaBH4 + 3 HO2CCH3 → NaBH(O2CCH3)3 + 3 H2 Related...
sodium cyanoborohydride (Na+[H3B(CN)]−) or sodiumtriacetoxyborohydride (Na+[HB(OAc)3]−) as a reagent. Bearing an electron-withdrawing group, sodium cyanoborohydride...
(1996). "Reductive Amination of Aldehydes and Ketones with SodiumTriacetoxyborohydride. Studies on Direct and Indirect Reductive Amination Procedures"...
with the bis-trifuoromethyl benzaldehyde in the presence of sodiumtriacetoxyborohydride followed by acylation with methyl chloroformate completes the...
by the direct reduction of norstictic acid by the addition of sodiumtriacetoxyborohydride, or by catalytic reduction. In 1981, Chicita Culberson and colleagues...