Sodium triacetoxyborohydride

Like other borohydrides, it is used as a reducing agent in organic synthesis.

[2][3][4] However, unlike sodium cyanoborohydride, the triacetoxyborohydride hydrolyzes readily, nor is it compatible with methanol.

NaBH(OAc)3 may also be used for reductive alkylation of secondary amines with aldehyde-bisulfite adducts.

[5] The combination of Na[BH4] with carboxylic acids results in the formation of acyloxyborohydride species other than sodium triacetoxyborohydride.

These modified species can perform a variety of reductions not normally associated with borohydride chemistry, such as alcohols to hydrocarbons and nitriles to primary amines.

Sodium_triacetoxyborohydride
Sodium_triacetoxyborohydride
NFPA 704 four-colored diamond Health 3: Short exposure could cause serious temporary or residual injury. E.g. chlorine gas Flammability 4: Will rapidly or completely vaporize at normal atmospheric pressure and temperature, or is readily dispersed in air and will burn readily. Flash point below 23 °C (73 °F). E.g. propane Instability 2: Undergoes violent chemical change at elevated temperatures and pressures, reacts violently with water, or may form explosive mixtures with water. E.g. white phosphorus Special hazards (white): no code
Reductive amination with STAB
Reductive amination with STAB