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143-33-9 - Sodium cyanide, granules, 98% - L13278 - Alfa Aesar

L13278 Sodium cyanide, granules, 98%

CAS Number
143-33-9
Synonyms

Size Price ($) Quantity Availability
50g 23.90
250g 30.69
1000g 59.12
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Sodium cyanide, granules, 98%

MDL
MFCD00003523
EINECS
205-599-4

Chemical Properties

Formula
CNNa
Formula Weight
49.01
Melting point
563°
Boiling Point
ca 1500°
Density
1.61
Solubility
Soluble in water, ammonia, methanol and ethanol. Slightly soluble in dimethylformamide. Insoluble in dimethylsulphoxide.

Applications

Sodium cyanide is used as a starting material for the preparation of Reissert compounds and cyanogen bromide, cyanuric chloride and cyanogen chloride. It acts as a catalyst for the aminolysis of esters to primary amides. Furthermore, it is used for fumigation, electroplating, extracting gold and silver in mining industry. In organic synthesis, it is involved in the cyanation reaction of alkyl halides under phase transfer conditions.

Notes

Hygroscopic. Do not store near acids. Incompatible with strong oxidizing agents and carbon dioxide.

Literature References

Cyanations of alkyl halides are often carried out most conveniently under phase-transfer conditions: Synth. Commun., 6, 193 (1976); see: E. V. Dehmlow and S. S. Dehmlow, Phase-Transfer Catalysis, 3rd ed., VCH, N.Y. (1993), for further extensive examples. DMSO is also a good solvent for these reactions: J. Org. Chem., 25, 257, 877 (1960).

For formation of Reissert compounds, see Quinoline, A11545.

Mild catalyst for the aminolysis of esters to primary amides: J. Org. Chem., 52, 2033 (1987).

For generation of cyanogen bromide by reaction with bromine, see: Org. Synth. Coll ., 7, 435 (1990).

See also Potassium cyanide, L13273.

Murahashi, S. I.; Nakae, T.; Terai, H.; Komiya, N. Ruthenium-Catalyzed Oxidative Cyanation of Tertiary Amines with Molecular Oxygen or Hydrogen Peroxide and Sodium Cyanide: sp3 C-H Bond Activation and Carbon- Carbon Bond Formation. J. Am. Chem. Soc. 2008, 130 (33), 11005-11012.

Singhal, S.; Jain, S. L.; Sain, B. An efficient aerobic oxidative cyanation of tertiary amines with sodium cyanide using vanadium based systems as catalysts. Chem. Commun. 2009, 17, 2371-2372.

GHS Hazard and Precautionary Statements

Hazard Statements: H300-H310-H330-H372-H290-H400-H410

Fatal if swallowed. Fatal in contact with skin. Fatal if inhaled. Causes damage to organs through prolonged or repeated exposure. May be corrosive to metals. Very toxic to aquatic life. Very toxic to aquatic life with long lasting effects.

Precautionary Statements: P260-P284-P301+P310-P304+P340-P320-P330-P361-P302+P350-P405-P501a

Do not breathe dust/fume/gas/mist/vapours/spray. Wear respiratory protection. IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Specific treatment is urgent (see label). Rinse mouth. Remove/Take off immediately all contaminated clothing. IF ON SKIN: Gently wash with plenty of soap and water. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Merck
14,8605
Beilstein
3587243
Hazard Class
6.1
Packing Group
I
Harmonized Tariff Code
2837.11
TSCA
Yes
RTECS
VZ7525000

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