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56553-60-7

56553-60-7 Structure

56553-60-7 Structure
IdentificationMore
[Name]

Sodium triacetoxyborohydride
[CAS]

56553-60-7
[Synonyms]

SODIUM TRIACETOXYBOROHYDRIDE
SODIUM TRIACETOXYHYDROBORATE
stab
sodiumtriacetoxyborohydride,calselect?stab
Sodium Triacetoxyborohyride
Sodium triacetoborohydride
Sodium triacetohydroborate, Triacetohydroborate sodium salt
Sodiumtriacetoxyborohydride,95%
Triacetoxyborohydride sodium salt
Sodiumtriacetoxyborohydride,min.95%
Borate(1-), tris(acetato-.kappa.O)hydro-, sodium, (T-4)-
Sodium triacetate boron hydride
Sodium triacetyloxy-hydridoboron
Sodium triacetoxyborohydride ,97%
Sodium triacetoxyborohydride, min. 95%
Sodium triacetoxyborohydride(STAB) Triacetoxyborohydride sodium salt
"Sodium triacetoxyborohydride(STAB)
Sodium triacetoxy
[Molecular Formula]

C6H10BNaO6
[MDL Number]

MFCD00012211
[Molecular Weight]

211.94
[MOL File]

56553-60-7.mol
Chemical PropertiesBack Directory
[Appearance]

white powder
[mp ]

116-120 °C (dec.)(lit.)
[storage temp. ]

Flammables + water-Freezer (-20°C)e area
[Water Solubility ]

reacts
[Sensitive ]

Moisture Sensitive
[Detection Methods]

T,NMR,MS
[Merck ]

8695
[BRN ]

4047608
[CAS DataBase Reference]

56553-60-7(CAS DataBase Reference)
[EPA Substance Registry System]

56553-60-7(EPA Substance)
Safety DataBack Directory
[Hazard Codes ]

F,Xi,C
[Risk Statements ]

R15:Contact with water liberates extremely flammable gases.
R34:Causes burns.
R14/15:Reacts violently with water, liberating extremely flammable gases .
[Safety Statements ]

S43:In case of fire, use ... (indicate in the space the precise type of fire-fighting equipment. If water increases the risk add-Never use water) .
S7/8:Keep container tightly closed and dry .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
[RIDADR ]

UN 1409 4.3/PG 2
[WGK Germany ]

3
[F ]

10-21
[Hazard Note ]

Irritant/Flammable
[HazardClass ]

4.3
[PackingGroup ]

III
[HS Code ]

29209090
Raw materials And Preparation ProductsBack Directory
【Raw materials】

Diethyl ether-->Tetrahydrofuran-->Acetic acid-->Sodium-->PETROLEUM ETHER-->Toluene-->Sodium borohydride-->tert-Butyl methyl ether-->Ethyl 2-(Chlorosulfonyl)acetate
【Preparation Products】

4-(2-KETO-1-BENZIMIDAZOLINYL)PIPERIDINE-->1-(4-PYRIDYLMETHYL)PIPERAZINE-->CYCLOPENTYL-METHYL-AMINE-->N-cyclohexylacetamide
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

STAB(56553-60-7).msds
Questions and Answers (Q&A)Back Directory
[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)
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

Sodium triacetoxyborohydride, 97%(56553-60-7)
[Alfa Aesar]

Sodium triacetoxyborohydride, 95%(56553-60-7)
[Sigma Aldrich]

56553-60-7(sigmaaldrich)
[TCI AMERICA]

Sodium Triacetoxyborohydride,>80.0%(T)(56553-60-7)
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