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Sodium Triacetoxyborohydride


Sodium Triacetoxyborohydride manufacturers in indiaThe steric and electron-withdrawing effects on the acetoxy groups stabilize the boron-hydrogen bonds, making sodium triacetoxyborohydride an effective reducing agent.

Reductive aminations can be performed with sodium triacetoxyborohydride. The reaction rate for the reduction of iminium ions takes place much faster than that for ketones and aldehydes. Reductive amination can be performed as a single-pot procedure by adding the reducing agent to a mixture of the carbonyl compound and amine. Under these conditions, the presence of a small amount of acetic acids, which catalyzes imine formation and provides iminium ion, is not a problem.


The prototype for a NaBH(OCOR3)3 reagents which are selective reducing agents to a variety of functional groups1 or heterocycles1;1 alkylation and amines1;1-4 hydroboration1)

Physical Data: mp 116–120 degC (dec); the NaBH3OAc related has not been fully characterised.

Solubility: NaBH (OAc)3 or related acyloxyborohydrides can be rapidly destroyed by H2O, protic solvents and H2 is released. The cosolvents used are THF, benzene and toluene.

Form Supplied In: NaBH(OAc),3 and the Tetramethylammonium Triacetoxyborohydride, are both commercially available in colorless powders.

Preparative Method: NaBH3OAc3 and NaBH3OAc are easily prepared from the right amount of acetic and NaBH4.

Analyse of Reagent Purity: The purity of NaBH(OAc),3 was determined by elemental analysis, IR and 1H, 13C and 11B NMR.

Handling, Storage and Precautions: Because H2 is released during preparation of these reagents all handling and storage should be done in an inert environment.

Sodium triacetoxyborohydride, also known as sodium tri acetoxy hydroborate, commonly abbreviated STAB, is a chemical compound with the formula Na(CH3COO)3BH. As with other borohydrides it is employed as a reducing agent for organic syntheses. The colorless salt is made by protonolysis and synthesis of sodium borohydride and the acid acetic NaBH4 + 3 H2CCH3 + NaBH(O2CCH3)3 + 3 H2

The chemical compound is known as NaBH3CN. It is a non-colored salt, however, commercial samples might appear as tan. It is extensively used in organic synthesis for the removal of imines. It is tolerant of aqueous conditions.

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Product Specification

  • Appearance & Physical State – white crystalline powder
  • Molecular weight – 211.94100
  • Smiles – [Na+].CC(=O)O[BH-](OC(C)=O)OC(C)=O
  • Storage Condition – Flammables + water-Freezer (-20ºC)e area
  • Water Solubility- reacts

Safety Information As Per GHS

  • Hazard - 4.3 Dangerous When Wet