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71435 Sigma-Aldrich

Sodium cyanoborohydride

purum, ≥95.0% (RT)

Synonym: Sodium cyanotrihydridoborate

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Properties

Related Categories Borohydrides, Chemical Synthesis, Reduction, Synthetic Reagents
InChI Key   CVDUGUOQTVTBJH-UHFFFAOYSA-N
grade   purum
assay   ≥95.0% (RT)
mp   >242 °C (dec.)(lit.)
solubility   THF: soluble(lit.)
  alcohol: soluble(lit.)
  hydrocarbons: insoluble(lit.)
  water: soluble(lit.)

Description

Other Notes

Review; selctive reductions with NaCNBH3, modified with zinc chloride; with zinc iodide

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Application

Sodium cyanoborohydride may be used in the following studies:
• As reducing agent for the in vitro radiolabeling of proteins by reductive alkylation.
• Reduction of aldehydes and ketones.
• Selective deoxygenation of aldehydes and ketones.
• Preparation of colloidal gold particles of varying sizes.

General description

Sodium cyanoborohydride is a versatile reducing agent stable in aqueous solution at pH 7.2. It is a weaker reducing agent as compared to NaBH4. It effectively reduces Schiff bases. NaCNBH4 participates in the reductive methylation for the efficient and selective conversion of the ε-amino groups of lysyl residues in proteins to the mono- and dimethyl derivatives.
Review on sodium cyanoborohydride has been reported. It participates in selective reductions with NaCNBH3, modified with zinc chloride, with zinc iodide.

Price and Availability

Suggested Laboratory Gloves


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Safety & Documentation

Safety Information

Signal word 
Danger
Hazard statements 
Precautionary statements 
Supplemental Hazard Statements 
Contact with acids liberates very toxic gas.
RIDADR 
UN 3179 6.1(4.1) / PGII
WGK Germany 
3

Documents

Certificate of Analysis

Protocols & Articles
Peer-Reviewed Papers
15

References

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