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Sodium triacetoxyborohydride

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Products Intro: Product Name:Sodium triacetoxyborohydride;STAB
CAS:56553-60-7
Purity:98% Package:500g;1kg;5kg;10kg;100kg;1000kg... Remarks:Brand:Zjartschem | Cat.No.:ZCF00115
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Products Intro: Product Name:Sodium triacetoxyborohydride
CAS:56553-60-7
Purity:98%(Min,HPLC) Package:100g;1kg;5kg,10kg,25kg,50kg
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CAS:56553-60-7
Purity:0.99 Package:25KG,5KG;1KG;500G
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Products Intro: Product Name:Sodium triacetoxyborohydride
CAS:56553-60-7
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CAS:56553-60-7
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Sodium triacetoxyborohydride Basic information
Product Name:Sodium triacetoxyborohydride
Synonyms:stab;SODIUM TRIACETOXYBOROHYDRIDE;SODIUM TRIACETOXYHYDROBORATE;sodiumtriacetoxyborohydride,calselect?stab;Sodium Triacetoxyborohyride;Sodium triacetoborohydride;Sodium triacetohydroborate, Triacetohydroborate sodium salt;Sodiumtriacetoxyborohydride,95%
CAS:56553-60-7
MF:C6H10BNaO6
MW:211.94
EINECS:411-950-4
Product Categories:Boron compounds;Selectivity reducing agent;B (Classes of Boron Compounds);Classes of Metal Compounds;Na (Sodium) Compounds (excluding simple sodium salts);organic intermediates;Reduction;Synthetic Organic Chemistry;Tetrahydroborates;Typical Metal Compounds;Borohydrides;Synthetic Reagents;metal hydride
Mol File:56553-60-7.mol
Sodium triacetoxyborohydride Structure
Sodium triacetoxyborohydride Chemical Properties
Melting point 116-120 °C (dec.) (lit.)
storage temp. Inert atmosphere,Room Temperature
solubility Soluble in dimethyl sulfoxide, methanol, benzene, toluene, terahydrofuran, dioxane and methylene chloride.
form Powder
color White
Water Solubility reacts
Sensitive Moisture Sensitive
Merck 14,8695
BRN 4047608
InChIKeyHHYFEYBWNZJVFQ-UHFFFAOYSA-N
CAS DataBase Reference56553-60-7(CAS DataBase Reference)
EPA Substance Registry SystemBorate(1-), tris(acetato-.kappa.O)hydro-, sodium, (T-4)- (56553-60-7)
Safety Information
Hazard Codes F,Xi,C
Risk Statements 15-34-14/15-37/38-11
Safety Statements 43-7/8-45-36/37/39-26
RIDADR UN 1409 4.3/PG 2
WGK Germany 3
10-21
Hazard Note Irritant/Flammable
TSCA Yes
HazardClass 4.3
PackingGroup III
HS Code 29319090
MSDS Information
ProviderLanguage
STAB English
SigmaAldrich English
ACROS English
ALFA English
Sodium triacetoxyborohydride Usage And Synthesis
Chemical Propertieswhite powder
Uses
  1. Sodium Triacetoxyborohydride(STAB) is a hydride reagent used in stereoselective reductive amination. It is able to replace toxic sodium cyanoborohydride under most conditions. It is selective in reducing aldehydes to alcohols in the presence of ketones. STAB is also stable in anhydrous acids, which enables reductive amination of aldehydes and ketones. It  used in reductive amination of ketones and aldehydes and reductive amination/lactamization of carbonyl compounds with amines.
  2. Reagent for the reductive amination of aryl aldehydes.The advantage of STAB compared to sodium cyanoborohydride is evident. STAB, being non-toxic, is easier to handle and forms no toxic by-products, making the treatment of process waste after the reaction simple and less costly.
  3. Selective reducing agent in organic synthesis.
  4. Sodium triacetoxyborohydride is especially suitable for reductive aminations. Since the reaction rate for the reduction of iminium ions is much faster than for ketones or even aldehydes, the reductive amination can be carried out as a one-pot procedure by introducing the reducing agent into a mixture of the amine and carbonyl compound. The presence of a stoichiometric amount of acetic acid, which catalyzes the imine formation and provides the iminium ion, doesn't present any problem under these conditions.
    Reductive amination (simplified)
    Reductive amination (simplified)
Tag:Sodium triacetoxyborohydride(56553-60-7) Related Product Information
(Triacetoxy)ethylsilane Vinyltriacetoxysilane Trimethylamine hydrochloride Sodium borohydride Methyltriacetoxysilane Sodium chloride Trisodium phosphate Diclofenac sodium SODIUM TRIACETOXYBOROHYDRIDE 1M IN THF (STAB) SODIUM TRIACETOXYBOROHYDRIDE PROPIONATE (STPB) TRIACETOXYBOROHYDRIDE SODIUM SALT = SODIUM TRIACETOXYBOROHYDRIDE SODIUM TRIACETOXYBOROHYDRIDE (STAB) [154.2.24] Vinyltrimethoxyacyloxygroupsilanes SODIUM TRIMETHOXYBOROHYDRIDE Triethyl borate Sodium triacetoxyborohydride Acetoxyacetic acid Sodium cyanoborohydride