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205222

Sigma-Aldrich

Sodium cyanide

ACS reagent, ≥95.0%

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About This Item

Linear Formula:
NaCN
CAS Number:
143-33-9
Molecular Weight:
49.01
Beilstein:
3587243
EC Number:
205-599-4
MDL number:
MFCD00003523
UNSPSC Code:
12352300
PubChem Substance ID:
329752009
NACRES:
NB.24

grade

ACS reagent

Quality Level

200

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

Signal Word

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

Supplementary Hazards

EUH032

Storage Class Code

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

WGK

WGK 3

Certificates of Analysis (COA)

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Daniela Gontero et al.
Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology, 19(9), 1168-1188 (2020-07-18)
Escherichia coli bacteria were determined by in flow cytometry with laser excitation and fluorescence detection applying ultraluminescent core-shell nanoparticles based on Metal Enhanced Fluorescence (MEF). Core-shell nanoparticles consisted of a 40 nm core modified with a silica spacer grafted with
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.
The Journal of Organic Chemistry, 25(6), 877-879 (1960)
Eagleson M.
Concise Encyclopedia Chemistry, 1037-1037 (1994)
Yi Dong et al.
Biochimica et biophysica acta, 1823(2), 493-504 (2011-11-08)
It has been known that the inhibition of mitochondrial cytochrome c oxidase is one of the earliest events occurring under hypoxia and this inhibition can lead to neuronal damages. Thus, the cytochrome c oxidase inhibitor sodium cyanide (NaCN) is widely
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