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452882

Sigma-Aldrich

Sodium borohydride

greener alternative

powder, ≥98.0%

Synonym(s):

Sodium tetrahydridoborate

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About This Item

Linear Formula:
NaBH4
CAS Number:
Molecular Weight:
37.83
EC Number:
MDL number:
UNSPSC Code:
12352302
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

≥98.0%

form

powder

contains

0.45-0.70% Magnesium carbonate as anticaking agent

reaction suitability

reagent type: reductant

greener alternative product characteristics

Design for Energy Efficiency
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sustainability

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impurities

≤100 ppm Silica

mp

>300 °C (dec.) (lit.)

cation traces

Fe: ≤5 ppm

greener alternative category

SMILES string

[BH4-].[Na+]

InChI

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

InChI key

YOQDYZUWIQVZSF-UHFFFAOYSA-N

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General description

Sodium borohydride (NaBH4) is the most commonly available borohydride, synthesized by reacting methylborate with sodium hydride in mineral oil. It is employed as a precursor for producing other metal borohydrides. Various approaches for qualitative and quantitative monitoring of sodium borohydride have been explained. The potential of NaBH4 to store as well as generate hydrogen for fuel cells has been investigated.
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Application

Sodium borohydride can be used as a reducing agent:        
  • To prepare saturated alcohols by the reduction of conjugated aldehydes and ketones.        
  • Along with Raney nickel for the reduction of aromatic nitro compounds to arylamines.        
  • In the synthesis of secondary amines by reductive amination of ketones and aldehydes in the presence of an acid catalyst.       
  • In the synthesis of δ and γ lactones by the reduction of cyclic anhydrides.       
  • For the chemoselective reduction of N -protected amino acids and peptides to corresponding alcohols.

Legal Information

ASCENSUS SPECIALTIES LLC

Signal Word

Danger

Hazard Statements

Hazard Classifications

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

Supplementary Hazards

Storage Class Code

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

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Sodium borohydride reduction of conjugated aldehydes and ketones
Johnson MR and Rickborn B
The Journal of Organic Chemistry, 35(4), 1041-1045 (1970)
Hydrogen production by alcoholysis of sodium borohydride.
Ramya K, et al.
International Journal of Energy Research, 37(14), 1889-1895 (2013)
A Convenient One-Pot Conversion of-Protected Amino Acids and Peptides into Alcohols
Kokotos G
Synthesis, 1990(4), 299-301 (1990)
Reductive amination of aldehydes and ketones catalyzed by deep eutectic solvent using sodium borohydride as a reducing agent
Saberi D, et al.
Journal of Molecular Liquids, 196, 208-210 (2014)
Analytical monitoring of sodium borohydride.
Sljukic B, et al.
Analytical Methods : Advancing Methods and Applications, 5(4), 829-839 (2013)

Articles

An article about metal borohydrides as hydrogen storage materials

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