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Name	Sodium triacetoxyborohydride	EINECS	411-950-4
CAS No.	56553-60-7	Density	1.36[at 20℃]
PSA	78.90000	LogP	-0.60710
Solubility	reacts with water	Melting Point	116-120 °C (dec.)(lit.)
Formula	C₆H₁₀BNaO₆	Boiling Point	111.1℃[at 101 325 Pa]
Molecular Weight	211.943	Flash Point	N/A
Transport Information	UN 1409 4.3/PG 2	Appearance	white crystalline powder
Safety	43-7/8-45-36/37/39-26	Risk Codes	15-34-14/15
Molecular Structure		Hazard Symbols	F, Xi, C
Synonyms	Sodium Triacetoxyborohydride (STAB);Sodium triacetoxyborohyride;Sodium triacetoborohydride;Sodium Triacetoxysborobydride;	Article Data	22

Sodium triacetoxyborohydride Synthetic route

: 16940-66-2
sodium tetrahydroborate

: 56553-60-7
sodium tris(acetoxy)borohydride

Conditions

Conditions	Yield
With acetic acid In benzene byproducts: H2; under N2-atmosphere; slurry of NaBH4 in benzene cooled (10°C); CH3COOH added dropwise (temp. < 20°C); mixt. warmed (ambient temp.) and stirred for 8h;; filtration; white powder washed (ether) and held under vacuum over night; elem. anal.;;	92%

: 64-19-7
acetic acid

: 56553-60-7
sodium tris(acetoxy)borohydride

Conditions

Conditions	Yield
With sodium tetrahydroborate In benzene
With sodium tetrahydroborate at 15 - 20℃;
With sodium tetrahydroborate In 2-methylpropyl acetate at 0 - 5℃; for 1h;
With sodium tetrahydroborate In dichloromethane for 2h;
With sodium tetrahydroborate In tetrahydrofuran at 0 - 20℃; Inert atmosphere; Schlenk technique;

: sodium triacetoxyborohydride

: 64-19-7
acetic acid

: 56553-60-7
sodium tris(acetoxy)borohydride

: 4887-24-5
triacetoxyborane

: 7646-69-7
sodium hydride

A: sodium triacetoxyborohydride

B: 56553-60-7
sodium tris(acetoxy)borohydride

Conditions

Conditions	Yield
In 1,4-dioxane addn. of soln. of tris(acetoxy)borane in dry dioxane to suspension of NaH in dry dioxane; refluxing of mixt. for 4 h; Na(HB(OCOCH3)3) and small amts. of Na(H2B(OCOCH3)2) obtained;
In 1,4-dioxane boiling the mixture 4 hours long;
In 1,4-dioxane on boiling, pptn. of NaBH(OCOCH3)3, small amounts of NaBH2(OCOCH3)2 in the filtrate;;

: 16940-66-2
sodium tetrahydroborate

: 64-19-7
acetic acid

: 56553-60-7
sodium tris(acetoxy)borohydride

Conditions

Conditions	Yield
In N,N-dimethyl acetamide Kinetics; byproducts: H2; NaBH4 charged into an acetic acid/N,N-dimethylacetamide soln. at -10°C, warmed to 22°C, aged; the process studied in a calorimeterto evaluate thermal hazards;
refluxing Na with glacial acetic acid in ratio of 4:3.25 equivalents for 15 min. under N2;
refluxing Na with glacial acetic acid in ratio of 4:3.25 equivalents for 15 min. under N2;

: trifluoromethanesulfonate 2-cyano-1,1,4-trimethyl-3-phenyl-azetidinium

: 56553-60-7
sodium tris(acetoxy)borohydride

: C15H20N2O2

Conditions

Conditions	Yield
In tetrahydrofuran for 24h; Heating;	100%

: 5824-40-8
Triphenylmethylamin

: 56553-60-7
sodium tris(acetoxy)borohydride

: 7370-34-5
N-triphenylmethyl-N-ethylamine

Conditions

Conditions	Yield
In acetonitrile at 60℃; for 15h;	99.9%

: 39742-60-4
1-(2-phenylethyl)-4-piperidinone

: 2038-57-5
3-Phenylpropan-1-amine

: 56553-60-7
sodium tris(acetoxy)borohydride

: 1-(2-phenylethyl)-4-[N-(3-phenylpropyl)]-aminopiperidine

Conditions

Conditions	Yield
In dichloromethane; acetic acid at 25℃; for 20h;	99%

: 12093-10-6
ferrocenecarboxaldehyde

: 506-59-2
N,N-dimethylammonium chloride

: 56553-60-7
sodium tris(acetoxy)borohydride

: 1271-86-9
N,N-dimethylaminomethylferrocene

Conditions

Conditions	Yield
With triethylamine In dichloromethane Fe complex reacted with HNMe2*HCl and B compd. in presence of Et3N in CH2Cl2;	99%

: 3-methoxyazetidine hydrochloride

: 19099-93-5
benzyl 4-oxo-1-piperidinecarboxylate

: 56553-60-7
sodium tris(acetoxy)borohydride

: C17H24N2O3

Conditions

Conditions	Yield
Stage #1: 3-methoxyazetidine hydrochloride; benzyl 4-oxo-1-piperidinecarboxylate With acetic acid In tetrahydrofuran at 20℃; for 0.666667h; Stage #2: sodium tris(acetoxy)borohydride In tetrahydrofuran at 0 - 20℃;	99%

Sodium triacetoxyborohydride Chemical Properties

Molecular Structure of Sodium triacetoxyborohydride (CAS NO.56553-60-7):

IUPAC Name: sodium triacetyloxyboranuide
Empirical Formula: C₆H₁₀BNaO₆
Molecular Weight: 211.9408
CAS Registry Number: 56553-60-7
H bond acceptors: 6
H bond donors: 0
Freely Rotating Bonds: 6
Polar Surface Area: 78.9 Å²
Melting point: 116-120 °C (dec.)(lit.)
Storage Temp: Flammables + water-Freezer (-20°C)e area
Water Solubility: Reacts
Sensitive: Moisture Sensitive
Chemical Stability: Stable under normal temperatures and pressures. Moisture sensitive.
Conditions to Avoid: High temperatures, incompatible materials, dust generation, exposure to moist air or water.
Incompatibilities with Other Materials Strong oxidizing agents, acids, alcohols.
InChI
InChI=1/C6H10BO6.Na/c1-4(8)11-7(12-5(2)9)13-6(3)10;/h7H,1-3H3;/q-1;+1
Smiles
[Na+].CC(=O)O[BH-](OC(C)=O)OC(C)=O
Product Categories: Boron compounds; Selectivity reducing agent; B (Classes of Boron Compounds); Classes of Metal Compounds; Na (Sodium) Compounds (excluding simple sodium salts); Reduction; Synthetic Organic Chemistry; Tetrahydroborates; Typical Metal Compounds; Borohydrides; Synthetic Reagents; organic intermediates

Sodium triacetoxyborohydride Safety Profile

Hazard Codes: F, Irritant Xi, Corrosive C
Risk Statements: 15-34-14/15
R15:Contact with water liberates extremely flammable gases
R34:Causes burns
R14/15:Reacts violently with water, liberating extremely flammable gases
Safety Statements: 43-7/8-45-36/37/39-26
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)
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible)
S7/8:Keep container tightly closed and dry
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection
RIDADR: UN 1409 4.3/PG 2
WGK Germany: 3
Hazard Note: Irritant/Flammable
HazardClass: 4.3
PackingGroup: III

Sodium triacetoxyborohydride Specification

Sodium triacetoxyborohydride , with CAS number of 56553-60-7, can be called Sodium Triacetoxyborohydride (STAB) ; Sodium triacetoxy borohydride ; Sodium triacetoxyborohydride(STAB)Triacetoxyborohydride sodium salt ; Sodium triacetoxyborohyride ; Sodium triacetoborohydride ; Sodium Triacetoxysborobydride ; SATBSodium Triacetoxyborohydride ; Sodium triacetoxyborohydride 99% ; Sodium triacetoxyborohydride(STAB) . It is a white powder.

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