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632287

Sigma-Aldrich

VenPure® SF

powder

Synonym(s):

Sodium borohydride, Sodium tetrahydridoborate

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About This Item

Linear Formula:
NaBH4
CAS Number:
16940-66-2
Molecular Weight:
37.83
EC Number:
241-004-4
MDL number:
MFCD00003518
UNSPSC Code:
26111700
PubChem Substance ID:
24882317
NACRES:
NA.22

form

powder

reaction suitability

reagent type: reductant

mp

>300 °C (dec.) (lit.)

SMILES string

[BH4-].[Na+]

InChI

1S/BH4.Na/h1H4;/q-1;+1

InChI key

YOQDYZUWIQVZSF-UHFFFAOYSA-N

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Application

VenPure® SF (Sodium borohydride powder) is a mild reducing agent used in the reduction of aldehydes and ketones to their corresponding alcohols. It is generally inert to other functional groups such as epoxides, esters, nitriles and lactones. Along with carboxylic acid, it forms acyloxyborohydride, which is a versatile reducing agent to reduce indoles, quinolones, imines, enamines, oximes and enamides.

Legal Information

VenPure is a registered trademark of Ascensus Specialties LLC

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Danger

Hazard Classifications

Acute Tox. 3 Oral - Eye Dam. 1 - Repr. 1B - Skin Corr. 1B - Water-react 1

supp_hazards

EUH014

Storage Class

4.3 - Hazardous materials which set free flammable gases upon contact with water

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
STBK2596
STBJ9476
STBJ4017
STBH9968
STBH8859

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Sodium borohydride in carboxylic acid media: a phenomenal reduction system.
Gribble G W
Chemical Society Reviews, 27(6), 395-404 (1998)
Sodium borohydride.
Banfi L, et al.
e-EROS Encyclopedia of Reagents for Organic Synthesis., 1-13 (2014)
Forty years of hydride reductions.
Brown H C and Krishnamurthy S
Tetrahedron, 35(5), 567-607 (1979)
Aldwin Suryo Rahmanto et al.
Free radical biology & medicine, 53(6), 1308-1316 (2012-08-14)
Singlet oxygen ((1)O(2)) is a reactive oxygen species generated during photo-oxidation, inflammation, and via peroxidase-catalyzed reactions (e.g., myeloperoxidase and eosinophil peroxidase). (1)O(2) oxidizes the free amino acids Trp, Tyr, His, Cys, and Met, and those species present on peptides/proteins, with
Meganne L Christian et al.
ACS nano, 6(9), 7739-7751 (2012-08-10)
Owing to its high storage capacity (10.8 mass %), sodium borohydride (NaBH(4)) is a promising hydrogen storage material. However, the temperature for hydrogen release is high (>500 °C), and reversibility of the release is unachievable under reasonable conditions. Herein, we
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