Sodium cyanoborohydride

Sodium cyanoborohydride is a chemical compound with the formula Na[BH3(CN)]. It is a colourless salt used in organic synthesis for chemical reduction including that of imines and carbonyls. Sodium cyanoborohydride is a milder reductant than other conventional reducing agents.

Sodium cyanoborohydride
Names
IUPAC name
Sodium cyanoboranuide
Other names
Sodium cyanotrihydridoborate
Identifiers
3D model (JSmol)
ECHA InfoCard 100.043.001
EC Number
  • 247-317-2
UNII
  • InChI=1S/CH3BN.Na/c2-1-3;/h2H3;/q-1;+1
  • [BH3-]C#N.[Na+]
Properties
Na[BH3(CN)]
Molar mass 62.84 g·mol−1
Appearance white powder, hygroscopic
Density 1.083 g/cm (25°C)3
Melting point 242 °C (468 °F; 515 K) decomposes
212 g/(100 mL) (29 °C)
Solubility soluble in water, ethanol, diglyme, tetrahydrofuran, methanol
slightly soluble in methanol
insoluble in diethyl ether
Structure
4 at boron atom
Tetrahedral at boron atom
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
Flammable solid, fatal if swallowed, in contact with skin or if inhaled
Contact with acids liberates very toxic gas
Contact with water liberates highly flammable gas
GHS labelling:
Danger
H228, H300, H310, H314, H330, H410
P210, P260, P264, P273, P280, P284
NFPA 704 (fire diamond)
4
3
2
5 mg/m3 (TWA)
Safety data sheet (SDS) Sigma Aldrich
Related compounds
Other anions
Sodium borohydride
Related compounds
Lithium aluminium hydride
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references
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