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Merck

205222

Sigma-Aldrich

Sodium cyanide

ACS reagent, ≥95.0%

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About This Item

Fórmula lineal:
NaCN
Número de CAS:
Peso molecular:
49.01
Beilstein/REAXYS Number:
3587243
EC Number:
MDL number:
UNSPSC Code:
12352300
PubChem Substance ID:
NACRES:
NB.24

grade

ACS reagent

Quality Level

vapor density

1.7 (vs air)

vapor pressure

1 mmHg ( 817 °C)

assay

≥95.0%

form

crystalline powder
powder, crystals or chunks

pH

11-12 (25 °C, 49 g/L)

mp

563.7 °C (lit.)

solubility

water: soluble(lit.)

anion traces

S2-: ≤0.005%
SCN-: ≤0.02%
chloride (Cl-): ≤0.15%
phosphate (PO43-): ≤0.02%
sulfate (SO42-): ≤0.05%

cation traces

Fe: ≤0.005%
Pb: ≤0.005%

SMILES string

[Na]C#N

InChI

1S/CN.Na/c1-2;

InChI key

RTVFYQXEHKQMKO-UHFFFAOYSA-N

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General description

Sodium cyanide is colorless sodium salt and its crystals belong to the cubic crystal system. Its aqueous solutions are strongly basic due to the presence of cyanide ion. It can be synthesized by reacting sodium hydroxide with hydrogen cyanide. Sodium cyanide is a key precursor for the synthesis of various organic intermediates. It participates in the RuCl3-mediated oxidative cyanation of tertiary amines.

Application

Sodium cyanide may be employed for the synthesis of the following compounds:
  • α-amino acids
  • Prussian blue (cyanide pigment)
  • nitriles, via reaction with primary and secondary chlorides

signalword

Danger

Hazard Classifications

Acute Tox. 1 Dermal - Acute Tox. 1 Inhalation - Acute Tox. 1 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Met. Corr. 1 - STOT RE 1

target_organs

Thyroid

supp_hazards

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk_germany

WGK 3


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Shun-Ichi Murahashi et al.
Journal of the American Chemical Society, 125(50), 15312-15313 (2003-12-11)
RuCl3-catalyzed oxidative cyanation of tertiary amines with sodium cyanide under molecular oxygen (1 atm) at 60 degrees C gives the corresponding alpha-aminonitriles, which are versatile synthetic intermediates of various compounds such as amino acids and unsymmetrical 1,2-diamines, in excellent yields.
Preparation of Nitriles from Halides and Sodium Cyanide. An Advantageous Nucleophilic Displacement in Dimethyl Sulfoxide1a.
Friedman L and Shechter H.
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A new series of 4'-C-cyano and 4'-C-cyano-4'-deoxy pyrimidine pyranonucleosides has been designed and synthesized. Commercially available 1,2,3,4,6-penta-O-acetyl-D-mannopyranose (1) was condensed with silylated 5-fluorouracil, uracil, and thymine, respectively to afford after deacetylation 1-(α-D-mannopyranosyl)nucleosides (2a-c). Subjecting 2a-c to the sequence of specific

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