Home Categories Inorganic chemistry Sodium cyanoborohydride
A7290212

Sodium cyanoborohydride , 5.0Min1MNaOH , 25895-60-7

Synonym(s):
Sodium borocyanohydride;Sodium cyanoborohydride;Sodium cyanotrihydridoborate;Sodium cyanotrihydroborate

CAS NO.:25895-60-7

Empirical Formula: CH3BNNa

Molecular Weight: 62.84

MDL number: MFCD00003516

EINECS: 247-317-2

Pack Size Price Stock Quantity
10ml RMB112.80 In Stock
50ML RMB464.00 In Stock
500ML RMB3184.00 In Stock
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Update time: 2022-07-08

PRODUCT Properties

Melting point: >242 °C (dec.) (lit.)
Boiling point: 307°C
Density  1.083 g/mL at 25 °C
Flash point: −1 °F
storage temp.  Store below +30°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
form  Powder
color  White
Specific Gravity 1.2
Water Solubility  2120 g/L at 29 ºC (dec.)
Sensitive  Moisture Sensitive
Merck  14,8606
BRN  4152656
Stability: Stable. Hygroscopic. Reacts violently with water, giving off and igniting hydrogen. Do not use water on fires involving this chemical - instead use dry soda ash. Incompatible with strong acids, water, strong oxidizing agents.

Description and Uses

Sodium cyanoborohydride (NaBH3CN) is a selective reducing agent used for a variety of chemical reductions, including aldehyde, ketones, acetals, epoxides, oximes, enamines, reductive aminations of aldehydes and ketones, and reductive alkylations of amines and hydrazines. The utility of sodium cyanoborohydride as a reducing agent is greatly enhanced by its stability under acid conditions, and its solubility in aprotic solvents. Sodium cyanoborohydride is a milder and more selective reducing agent than sodium borohydride.
Sodium cyanoborohydride is a weaker and more-selective reducing agent than sodium borohydride because of the electron-withdrawing effect of the cyano group. It has the further advantage that it is stable in acid to pH = 3 and can be employed to effect reductions in the presence of functional groups that are sensitive to the more-basic conditions of reduction with sodium borohydride.
Aldehydes and ketones are unaffected by sodium cyanoborohydride in neutral solution, but they are readily reduced to the corresponding alcohol at pH=3-4 by way of the protonated carbonyl group. By previous exchange of the hydrogens of the borohydride for deuterium or tritium, by reaction with D2O or tritiated water, an efficient and economical route is available for deuteride or tritiide reduction of aldehydes and ketones.

Sodium Cyanoborohydride is a commonly used as a reagent in the reductive amination of aldehydes and ketones and in the reductive alkylation of amines. It is also used in the synthesis of a novel phenolate-bridged dilanthanum(III) complex of interest as a model for metalloproteins as well as for its importance in basic and applied chemistry.

Safety

Symbol(GHS) 
GHS02,GHS05,GHS06,GHS09
Signal word  Danger
Hazard statements  H228-H260-H300+H310+H330-H314-H410
Precautionary statements  P210-P231+P232-P260-P280-P303+P361+P353-P304+P340+P310-P305+P351+P338
Hazard Codes  T+,N,T,F
Risk Statements  26/27/28-32-34-50/53-16-15-11-51/53-36-23/24/25-19-14-40-36/37/38
Safety Statements  26-28-36/37/39-45-60-61-8-50A-43-28A-1-16-36/37
RIDADR  UN 3179 4.1/PG 2
WGK Germany  1
10-21
Hazard Note  Toxic/Highly Flammable
TSCA  Yes
HazardClass  6.1
PackingGroup  I
HS Code  28500020

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