[087839] CAS 25895-60-7 | Sodium cyanoborohydride, 95%

CAS : 25895-60-7
UN# : UN3134
MDL : MFCD00003516
Hazard Class : 4.3
EINECS : 247-317-2
Packing Group : II

Other name :

Sodium cyanotrihydridoborate

Chemical Properties

Formula : NaBH3CN
Formula weight : 62.84
Melting Point : >300° dec.
Density : 1.20
Sensitivity : Moisture Sensitive. Ambient temperatures.
Form : Powder
Solubility : Soluble in water, THF, methanolSoluble in water, diglyme, tetrahydrofuran and methanol. Slightly soluble in dimethyl sulfoxide. Insoluble in diethyl ether.

Literature References

Unlike borohydride reduction of carbonyl compounds which proceeds readily at the natural pH of the solution, reduction by sodium cyanoborohydride is very slow unless the pH is reduced to 3-4. Selective reduction of iminium ions occurs, however, at pH 6-8, leading to the widespread application of the reagent in reductive aminations of carbonyl compounds: J. Am. Chem. Soc., 93, 2897 (1971); Org. Synth. Coll., 6, 499 (1988). For improved methods using combinations with Ti(IV) chloride or isopropoxide, see: Tetrahedron Lett., 31, 5547 (1990); J. Org. Chem., 55, 2552 (1990). Tosylhydrazones are reduced to methylenes. The relatively slow reduction of carbonyl compounds enables the tosylhydrazone to be generated in situ: J. Am. Chem. Soc., 93, 1793 (1971); 95, 3662 (1973). For a detailed study of the mechanism of tosylhydrazone reduction, see: J. Org. Chem., 54, 4175 (1989). Oximes are reduced to hydroxylamines, as are O-alkyloximes: Tetrahedron Lett., 2493 (1974). Reduction in the presence of TiCl3 gives primary amines, via the imine: Synth. Commun., 18, 777 (1988). For reviews of the chemistry of sodium cyanoborohydride, see: Synthesis, 135 (1975); Org. Prep. Proced. Int., 11, 201 (1979). Monograph: J. Seyden-Penne, Reductions by the Alumino- and Borohydrides In Organic Synthesis, 2nd ed., Wiley, N.Y. (1997).

Notes

Moisture sensitive. Incompatible with strong acids, water and strong oxidizing agents.Other References:Merck: 14,8606UN#: UN3134

Grade Specifications

Grade Specifications

Hazard Statements : H228-H261-H300-H310-H330-H314-H318-H400-H410Flammable solid.In contact with water releases flammable gas.Fatal if swallowed.Fatal in contact with skin.Fatal if inhaled.Causes severe skin burns and eye damage.Causes serious eye damage.Very toxic to aquatic life.Very toxic to aquatic life with long lasting effects.
Precautionary Statements : P210-P301+P310-P303+P361+P353-P304+P340-P305+P351+P338-P320-P330-P361-P405-P501aKeep away from heat/sparks/open flames/hot surfaces. – No smoking.IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower.IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing.IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.Specific treatment is urgent (see label).Rinse mouth.Remove/Take off immediately all contaminated clothing.Store locked up.Dispose of contents/container in accordance with local/regional/national/international regulations.