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
| 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- |
| InChI key | HHYFEYBWNZJVFQ-UHFFFAOYSA |
| mp | 116-120 °C (dec.) (lit.) |
| Quality Level | 200 ![]() |
| reaction suitability | reagent type: reductant |
| SMILES string | [Na+].CC(=O)O[BH-](OC(C)= |
| 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 |
| Symbol | ![]() ![]() ![]() GHS02,GHS05,GHS07,GHS08 |
| Signal word | Danger |
| Hazard statements | H228 - H260 - H302 - H318 - H360FD |
| Precautionary statements | P210 - P231 + P232 - P280 - P301 + P312 - P305 + P351 + P338 - P308 + P313 |
| Hazard Codes | F,Xi |
| Risk Statements | 11-14/15-37/38 |
| Safety Statements | 7/8-43 |
| RIDADR | UN 1409 4.3 / PGII |
| WGK Germany | WGK 2 |
| Flash Point(F) | Not applicable |
| Flash Point(C) | Not applicable |
| Supplemental Hazard Statements | EUH014 |
| Purity | >95% |
| mp | 116-120 °C (dec.) (lit.) |
| UNSPSC | 12352302 |





