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Sodium triacetoxyborohydride

ALDRICH/316393 - 97%

Synonym: STAB

CAS Number: 56553-60-7
Empirical Formula (Hill Notation): C6H10BNaO6
Molecular Weight: 211.94
MDL Number: MFCD00012211
Linear Formula: (CH3COO)3BHNa
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-316393-25G 25 g
 $55.10
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45-316393-100G 100 g
 $162.00
1/EA		 Add To Favorites
45-316393-500G 500 g
 $768.00
1/EA		 Add To Favorites
45-316393-1KG 1 kg
 $835.00
1/EA		 Add To Favorites
45-316393-25KG 25 kg
 $7800.00
1/EA		 Add To Favorites
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material.

This image depicts SKU: 316393-25G
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material.

This image depicts SKU: 316393-100G
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material.

This image depicts SKU: 316393-500G

 

assay 97%
InChI 1S/C6H10BO6.Na/c1-4(8)11-7(12-5(2)9)13-6(3)10;/h7H,1-3H3;/q-1;+1
InChI key HHYFEYBWNZJVFQ-UHFFFAOYSA-N
mp 116-120 °C (dec.) (lit.)
Quality Level 200 
reaction suitability reagent type: reductant
SMILES string [Na+].CC(=O)O[BH-](OC(C)=O)OC(C)=O
Application: 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.
Applications using Sodium triacetoxyborohydride 
General description: Sodium triacetoxyborohydride (NaBH(OAc)3) is particularly effective in reductive aminations due to its large scope, mildness, and selectivity. 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.
Packaging: 1, 10, 25 kg in steel drum
Packaging: 25, 100, 500 g in poly bottle
Purity 97%
mp 116-120 °C (dec.) (lit.)
UNSPSC 12352302

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