Sodium cyanoborohydride

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Structural formula
Structure of sodium cyanoborohydride
General
Surname Sodium cyanoborohydride
other names
  • Sodium trihydride cyanoborate
  • Borch reagent
Molecular formula NaBH 3 CN
Brief description

white, crystalline solid

External identifiers / databases
CAS number 25895-60-7
EC number 247-317-2
ECHA InfoCard 100.043.001
PubChem 20587905
ChemSpider 8329491
Wikidata Q418193
properties
Molar mass 62.84 g mol −1
Physical state

firmly

density

1.2 g cm −3 (20 ° C)

Melting point

241-243 ° C

boiling point

decomposition

solubility

very good in water (2100 g l −1 at 20 ° C) (slow decomposition)

safety instructions
GHS labeling of hazardous substances
02 - Highly / extremely flammable 06 - Toxic or very toxic 05 - Corrosive 09 - Dangerous for the environment

danger

H and P phrases H: 260-300-310-330-314-410
EUH: 032
P: 273-280-301 + 330 + 331-302 + 352-304 + 340-305 + 351 + 338-402 + 404
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Sodium cyanoborohydride , also known as Borch's reagent, is a very toxic chemical compound that is a white solid at room temperature. It is a modification of sodium borohydride in which one hydrogen atom has been replaced by a cyano group .

properties

Sodium cyanoborohydride reacts with strong acids to give off hydrogen cyanide ( hydrogen cyanide ). In the presence of water , it slowly hydrolyzes to form elemental hydrogen .

use

Sodium cyanoborohydride is used as a reducing agent for reductive amination . It is mainly used as a mild reducing agent for imines . In the presence of aldehydes or ketones , sodium cyanoborohydride is suitable for selectively reducing imines .

Individual evidence

  1. ↑ a b c d e f data sheet sodium cyanoborohydride (PDF) from Merck , accessed on April 14, 2011.
  2. ↑ Sodium cyanoborohydride data sheet from AlfaAesar, accessed on March 14, 2010 ( PDF )(JavaScript required) .
  3. ↑ RF Borch, MD Bernstein, HD Durst: Cyanohydridoborate Anion as a Selective Reducing Agent , in: J. Am. Chem. Soc. 1971 , 93 , 2897-2904.
  4. ↑ Christen, Meyer: Basics of general and inorganic chemistry , p. 824, Diesterweg, 1997, ISBN 978-3-7935-5493-6 .