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Sodium triacetoxyborohydride

ALDRICH/316393 - >95%

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
1/EA
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45-316393-100G 100 g
$162.00
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45-316393-500G 500 g
$768.00
1/EA
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45-316393-1KG 1 kg
$835.00
1/EA
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45-316393-25KG 25 kg
$7800.00
1/EA
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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
12 Principles of Green Chemistry: Principle 1—Waste Prevention.  This product has a smaller environmental footprint through reduction of waste in the manufacturing process.
12 Principles of Green Chemistry: Principle 7—A raw material or feedstock should be renewable rather than depleting whenever technically and economically practicable.

 

assay >95%
greener alternative category Re-engineered 
greener alternative product characteristics Waste Prevention
Design for Energy Efficiency
Use of Renewable Feedstocks
Learn more about the Principles of Green Chemistry .
greener alternative product score old score: 5
new score: 1
Find out more about DOZN™ Scoring 
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
sustainability Greener Alternative Product
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.
General description: We are committed to bringing you Greener Alternative Products, which adhere to one of the four categories of Greener Alternatives . This product belongs to category of Re-engineered products, showing key improvements in Green Chemistry Principles “Waste Prevention”, “Design for Energy Efficiency” and “Use of Renewable Feedstocks”. Click here  to view its DOZN scorecard.
Packaging: 1, 10, 25 kg in steel drum
Packaging: 25, 100, 500 g in poly bottle
Purity >95%
mp 116-120 °C (dec.) (lit.)
UNSPSC 12352302

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