Sodium Cyanoborohydride CAS 25895-60-7,Sodium Cyanoborohydride, CAS 25895-60-7
Reductive amination: Aldehydes/ketones react with amines to form secondary or tertiary amines (Borch reaction), with medium to high yields (e.g., 92% synthetic polycyclic amines)
25895-60-7
CH3BNNa
62.84
247-317-2
| CAS | 25895-60-7 |
| Molecular formula | CH3BNNa |
| Molecular weight | 62.84 |
| EIENCS | 247-317-2 |
| Form | Powder |
| Melting point | >242°C |
| boling point | 307°C |
| Density | 1.083 g/mL at 25°C |
| Solubility | Soluble in water (100 mg/ml, with heating), methanol, ethanol, and THF. It is insoluble in nonpolar solvents such as benzene or hexane |
| PKA | / |
| Color | White |
| Storage temp | Store below +30°C. |
Molecules and physicochemical parameters
Molecular formula: CH₃BNNa (or NaBH₃CN)
Molecular weight: 62.84 g/mol
Appearance: White to slightly yellow crystalline powder, hygroscopic
Melting and boiling points: Melting point >240°C (decomposition), boiling point 307°C
Solubility
Readily soluble in water (2120 g/L, 29℃), methanol, tetrahydrofuran (THF)
Insoluble in ether, benzene and hexane
Stability: Slowly decomposes in contact with water, and reacts vigorously with strong acids to release hydrogen cyanide (HCN) (highly toxic).
Restoration feature
pH dependence
When pH < 4, aldehydes/ketones are reduced to alcohols.
Selective reduction of imine ions at pH 5 to 8 (the core condition for reductive amination)
Selective advantage: It does not reduce functional groups such as ester groups, nitro groups, and halogenated hydrocarbons
Organic synthesis reducing agent
Reductive amination: Aldehydes/ketones react with amines to form secondary or tertiary amines (Borch reaction), with medium to high yields (e.g., 92% synthetic polycyclic amines)
Special restoration
β -lactam →β -amino acid
Reduction of oxime and enamine;
It is used in combination with formaldehyde to achieve the methylation of amines
Applicable in acidic environments: Stable at pH≈3, superior to sodium borohydride (NaBH₄)
Industrial and functional applications
Foaming agent: Used in the production of plastics and rubber
Environmental protection treatment: Mercury-containing wastewater treatment agent
Pharmaceutical synthesis: Hydrogenation agent of dihydrostreptomycin, preparation of antibiotic intermediates
Classification of hazards
Highly toxic: Central nervous system damage caused by inhalation/skin contact (R26/27/28)
Flammable and explosive: Releases hydrogen upon contact with water (R15), and explodes when mixed with oxidants (R16)
Environmental toxicity: Highly toxic to aquatic organisms (R50/53)
Operation protection
Essential equipment: gas mask, chemical protective suit, goggles, acid-resistant gloves
Ventilation requirements: Operate in a fume hood to avoid inhaling dust or vapor
Emergency response
Leakage: Absorb with dry sand or soda ash. Do not use tools containing water.
Fire extinguishing: Carbon dioxide, dry powder fire extinguishers (water is prohibited);
Contact with skin: Rinse immediately with plenty of water for 15 minutes and seek medical attention.
Long-term storage
Sealed in an inert gas environment (such as argon);
Store independently in a fireproof and explosion-proof cabinet, away from acids, oxidants and water sources.
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