296813

Sodium cyanoborohydride solution

1.0 M in THF

• Synonyme(s) : Sodium borocyanohydride, Sodium cyanoborohydride, Sodium cyanotrihydroborate
• Formule linéaire : NaBH₃CN
• Numéro CAS: 25895-60-7
• Poids moléculaire : 62.84
• Numéro MDL: MFCD00003516
• Code UNSPSC : 12352306
• ID de substance PubChem : 24857879
• Nomenclature NACRES : NA.22

Propriétés

• Niveau de qualité: 200
• Pertinence de la réaction: reagent type: reductant
• Concentration: 1.0 M in THF
• Solubilité: THF: soluble(lit.); alcohol: soluble(lit.); hydrocarbons: insoluble(lit.); water: soluble(lit.)
• Densité: 0.915 g/mL at 25 °C
• Chaîne SMILES: [Na+].[H][B-]([H])([H])C#N
• InChI: 1S/CH3BN.Na/c2-1-3;/h2H3;/q-1;+1
• Clé InChI: CVDUGUOQTVTBJH-UHFFFAOYSA-N

Description

Description générale

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 e-amino groups of lysyl residues in proteins to the mono- and dimethyl derivatives.

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

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.

Informations sur la sécurité

• Pictogrammes: GHS02,GHS06,GHS08,GHS05,GHS09
• Mention d'avertissement: Danger
• Mentions de danger: H225,H260,H301 + H311 + H331,H314,H335,H336,H351,H410
• Conseils de prudence: P210 - P231 + P232 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338
• Classification des risques: Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Carc. 2 - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B - STOT SE 3 - Water-react 1
• Organes cibles: Central nervous system, Respiratory system
• Risques supp: EUH019
• Code de la classe de stockage: 4.3 - Hazardous materials which set free flammable gases upon contact with water
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): -4.0 °F
• Point d'éclair (°C): -20 °C