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Sigma-Aldrich

Sodium cyanoborohydride solution

5.0 M in 1 M NaOH

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Synonym(s):
Sodium borocyanohydride, Sodium cyanoborohydride, Sodium cyanotrihydroborate
Linear Formula:
NaBH3CN
CAS Number:
25895-60-7
Molecular Weight:
62.84
MDL number:
MFCD00003516
UNSPSC Code:
12352306
PubChem Substance ID:
24857889
NACRES:
NA.22

Quality Level

200

reaction suitability

reagent type: reductant

concentration

5.0 M in 1 M NaOH

density

1.083 g/mL at 25 °C

SMILES string

[Na+].[H][B-]([H])([H])C#N

InChI

1S/CH3BN.Na/c2-1-3;/h2H3;/q-1;+1

InChI key

CVDUGUOQTVTBJH-UHFFFAOYSA-N

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General description

Sodium cyanoborohydride is a selective, mild reducing reagent for a number of functional groups such as aldehydes, ketones, acetals, epoxides and imines.

Application

Reactant for:
  • Direct conversion of heterocyclic aldehydes to esters (oxidizing behavior)
  • Reductive amination reactions
  • Intramolecular reductive cyclization reactions
  • Reductions reactions
  • Preparation of dicyanoborate-based ionic liquids as hypergolic fluids for bipropellants

Signal Word

Danger

Hazard Classifications

Acute Tox. 2 Dermal - Acute Tox. 2 Inhalation - Acute Tox. 2 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1 - Met. Corr. 1 - Skin Corr. 1B

Supplementary Hazards

EUH032

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

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