Sodium triacetoxyborohydride


Linear Formula:
CAS Number:
Molecular Weight:
Beilstein/REAXYS Number:
MDL number:
PubChem Substance ID:
Pricing and availability is not currently available.

Quality Level



reaction suitability

reagent type: reductant


116-120 °C (dec.) (lit.)

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InChI key


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Sodium triacetoxyborohydride or [NaBH(OAc)3] can be used as a reagent:
  • In the reductive amination of ketones and aldehydes.
  • To prepare N-benzyl-γ-valerolactam by reacting with methyl 4-oxopentanoate and benzylamine via reductive amination/lactamization.
  • To reduce imines and enamines to corresponding amines.
  • To reduce quinolines and isoquinolines to corresponding tetrahydro derivatives.
  • In the hydroboration of alkenes.
  • To synthesize nitroxide biradicals for creating high relaxivity terminal groups linkage to dendrimers.


25, 100, 500 g in poly bottle
1, 25 kg in steel drum

Signal Word


Supp Hazards



UN 1409 4.3 / PGII

WGK Germany


Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis
Certificate of Origin
  1. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

  2. How do I get lot-specific information or a Certificate of Analysis?

    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

  3. What is Product 316393, Sodium triacetoxyborohydride, used for?

    Sodium triacetoxyborohydride (NaBH(OAc)3) is particularly effective in reductive aminations due to its large scope, mildness, and selectivity.

  4. Which is better to use, Product 316393, Sodium triacetoxyborohydride, or sodium cyanoborohydride?

    It is preferred to sodium cyanoborohydride (NaBH3CN) in many applications due to reduced toxicity of the side products formed, and better yields and reproducibility during synthesis. (See Chemfiles, vol 5, no. 9).   The reductive aminations of complex substrates also proceed smoothly using sodium triacetoxyborohydride.

  5. How else can Product 316393, Sodium triacetoxyborohydride, be used as a reducing agent?

    Recently, sodium triacetoxyborohydride was used to stereoselectively reduce    4-ketoprolines to the corresponding trans-hydroxy-proline in excellent yields.  By comparison, reduction of the 4-ketoproline esters failed to provide any product.

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  7. What is the Department of Transportation shipping information for this product?

    Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product. 

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A review on the use of sodium triacetoxyborohydride in the reductive amination of ketones and aldehydes
Abdel-Magid AF and Mehrman SJ
Organic Process Research & Development, 10(5), 971-1031 (2006)
ACS Symp. Ser., 641, 201-216 (1996)
Methods of enhancement of reactivity and selectivity of sodium borohydride for applications in organic synthesis
Periasamy M and Thirumalaikumar M
Journal of Organometallic Chemistry, 609(1-2), 137-151 (2000)
Tetrahedron Letters, 45, 3975-3978 (2004)
Sodium Triacetoxyborohydride
Gribble GW and Abdel-Magid AF
Encyclopedia of Reagents for Organic Synthesis, Second Edition (2001)
Sodium triacetoxyborohydride
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