CAS 56553-60-7|Sodium tris(acetoxy)borohydride|sodium bis(acetyloxy)-$l^{2}-boranuidyl acetate|Sodium tris(acetoxy)hydroborate 97%|sodium bis(acetyloxy)-$l^{2}-boranuidyl acetate|Tris(acetoxy)hydrob...

General Information

Structure

Molecular Formula

C₆H₉BNaO₆

Molecular Mass

210.93283

Exact Mass

211.03898769

Charge

InChI

InChI=1S/C6H9BO6.Na/c1-4(8)11-7(12-5(2)9)13-6(3)10;/h1-3H3;/q-1;+1

InChIKey

AGGHKNBCHLWKHY-UHFFFAOYSA-N

Canonic Smiles

CC(=O)O[B-](OC(=O)C)OC(=O)C.[Na+]

Isomeric Smiles

[B-](OC(=O)C)(OC(=O)C)OC(=O)C.[Na+]

Calculated Properties

JChem

H Acceptors

H Donor

LogD (pH = 5.5)

-0.9961

LogD (pH = 7.4)

-0.9961

Log P

-0.9961

Molar Refractivity

35.9483

Polarizability

16.623045

Polar Surface Area

78.9

Rotatable Bonds

Lipinski's Rule of Five

true

Data Source

Names and Identifiers

Synonyms

Sodium tris(acetoxy)borohydrideSodium tris(acetoxy)hydroborate 97%Tris(acetoxy)hydroborate sodium saltSodium triacetoxy borohydrideSTAB三乙酰氧基硼氢化钠Sodium triacetoxyborohydride

IUPAC name

sodium bis(acetyloxy)-$l^{2}-boranuidyl acetate sodium bis(acetyloxy)boranuidyl acetate

IUPAC Traditional name

sodium bis(acetyloxy)-$l^{2}-boranuidyl acetate sodium bis(acetyloxy)boranuidyl acetate

Names and Identifiers

Registration numbers

EC Number

Beilstein Number

CAS Number

MDL Number

PubChem SID

2488635316207274124859012

PubChem CID

23676153

Registration numbers

Properties

Physical Property

Melting Point

116-120(dec.)°C

116-120 °C (dec.)(lit.)

ca 110°C dec.

Density

1.43

Product Information

Linear Formula

(CH3COO)3BHNa

Purity

95%

≥90% (gas-volumetric)

Grade

technical

Properties

Related Proteins

No Data Available

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Molecular Spectra

No Data Available

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Molecule Details

Sigma Aldrich

316393

Frequently Asked Questions
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Packaging
1, 10, 25 kg in steel drum
25, 100 g in poly bottle
Application
Reagent used in reductive amination of ketones and aldehydes1,2 and reductive amination/lactamization of carbonyl compounds with amines.2,3Reagent for the reductive amination of aryl aldehydes.4

72062

Other Notes
Mild, stereoselective reducing agent1

Molecule Details

References

PubChem Literature

From Data Sources

• Excellent reagent for reductive amination of aldehydes and ketones with a wide variety of amines: J. Org. Chem., 61, 3849 (1996); Tetrahedron Lett., 37, 3977 (1996); review: A.C.S. Symp. Ser., 641, 201 (1996).

• Selective reducing agent; review: Org. Prep. Proced. Int., 17, 317 (1985). Reduces aldehydes in the presence of ketones: J. Chem. Soc., Chem. Commun., 535 (1975). For stereoselective reduction of ketones in AcOH, see: Tetrahedron Lett., 273 (1983). Reduces ?-hydroxy ketones diastereoselectively to anti-diols: J. Am. Chem. Soc., 110, 3560 (1988), and cyclic ?-enamino esters selectively to the cis-amino esters: J. Org. Chem., 59, 5328 (1994); Tetrahedron: Asymmetry, 5, 1455 (1994).

References

Bioactivity

PubChem BioAssay

Bioactivity

Names and Identifiers

Synonyms

Sodium tris(acetoxy)borohydrideSodium tris(acetoxy)hydroborate 97%Tris(acetoxy)hydroborate sodium saltSodium triacetoxy borohydrideSTAB三乙酰氧基硼氢化钠Sodium triacetoxyborohydride

IUPAC name

sodium bis(acetyloxy)-$l^{2}-boranuidyl acetate sodium bis(acetyloxy)boranuidyl acetate

IUPAC Traditional name

sodium bis(acetyloxy)-$l^{2}-boranuidyl acetate sodium bis(acetyloxy)boranuidyl acetate

Registration numbers

EC Number

000-000-0

Beilstein Number

4047608

CAS Number

56553-60-7

MDL Number