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Sodium cyanide

From Wikipedia, the free encyclopedia
Toxic chemical compound (NaCN)
Sodium cyanide
Sodium cyanide bonding
Sodium cyanide bonding
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard100.005.091Edit this at Wikidata
EC Number
  • 205-599-4
RTECS number
  • VZ7525000
UNII
UN number1689
  • InChI=1S/CN.Na/c1-2;/q-1;+1 checkY
    Key: MNWBNISUBARLIT-UHFFFAOYSA-N checkY
  • InChI=1S/CN.Na/c1-2;/q-1;+1
    Key: MNWBNISUBARLIT-UHFFFAOYAG
  • [C-]#N.[Na+]
Properties
NaCN
Molar mass49.0072 g/mol
Appearancewhite solid
Odorfaintbitter almond-like
Density1.5955 g/cm3
Melting point563.7 °C (1,046.7 °F; 836.9 K)
Boiling point1,496 °C (2,725 °F; 1,769 K)
48.15 g/100 mL (10 °C)
63.7 g/100 mL (25 °C)
Solubilitysoluble inammonia,methanol,ethanol
very slightly soluble indimethylformamide,SO2
insoluble indimethyl sulfoxide
1.452
Thermochemistry[1]
70.4 J·mol−1·K−1
115.6 J·mol−1·K−1
−87.5 kJ·mol−1
−76.4 kJ·mol−1
Enthalpy of fusionfHfus)
8.79 kJ·mol−1
Hazards
GHS labelling:
GHS06: ToxicGHS09: Environmental hazard
NFPA 704 (fire diamond)
Flash pointNon-flammable
Lethal dose or concentration (LD, LC):
4 mg/kg (sheep, oral)
15 mg/kg (mammal, oral)
8 mg/kg (rat, oral)[3]
NIOSH (US health exposure limits):
PEL (Permissible)
TWA 5 mg/m3[2]
REL (Recommended)
C 5 mg/m3 (4.7 ppm) [10-minute][2]
IDLH (Immediate danger)
25 mg/m3 (as CN)[2]
Safety data sheet (SDS)ICSC 1118
Related compounds
Othercations
Potassium cyanide
Related compounds
Hydrogen cyanide
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)
Chemical compound

Sodium cyanide is acompound with theformulaNaCN and thestructureNa+C≡N. It is a white,water-soluble solid.Cyanide has a high affinity for metals, which leads to the hightoxicity of thissalt. Its main application, ingold mining, also exploits its high reactivity toward metals. It is amoderately strong base.

Production and chemical properties

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Sodium cyanide is produced by treatinghydrogen cyanide withsodium hydroxide:[4]

HCN + NaOH → NaCN + H2O

Worldwide production was estimated at 500,000 tons in the year 2006. Formerly it was prepared by the Castner process involving the reaction ofsodium amide with carbon at elevated temperatures.

NaNH2 + C → NaCN + H2

The structure of solid NaCN is related to that ofsodium chloride.[5] The anions and cations are each six-coordinate.Potassium cyanide (KCN) adopts a similar structure.[6]

When treated withacid, it forms the toxic gashydrogen cyanide:

NaCN + H+ → HCN + Na+

Because the salt is derived from a weak acid, sodium cyanide readily reverts to HCN byhydrolysis; the moist solid emits small amounts of hydrogen cyanide, which is thought to smell like bitteralmonds (not everyone can smell it—the ability thereof is due to a genetic trait[7]). Sodium cyanide reacts rapidly with strong acids to release hydrogen cyanide. This dangerous process represents a significant risk associated with cyanide salts. It is detoxified most efficiently withhydrogen peroxide (H2O2) to producesodium cyanate (NaOCN) and water:[4]

NaCN + H2O2 → NaOCN + H2O

Applications

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Cyanide mining

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Gold cyanidation (also known as the cyanide process) is the dominant technique for extractinggold, much of which is obtained from low-gradeore. More than 70% of cyanide consumption globally is used for this purpose. The application exploits the high affinity of gold(I) for cyanide, which induces gold metal to oxidize and dissolve in the presence of air (oxygen) and water, producing the saltsodium dicyanoaurate (or sodium gold cyanide) (NaAu(CN)2):[4]

4 Au + 8 NaCN + O2 + 2 H2O → 4 Na[Au(CN)2] + 4 NaOH

A similar process usespotassium cyanide (KCN, a close relative of sodium cyanide) to producepotassium dicyanoaurate (KAu(CN)2).

These soluble forms of gold (and silver) can be converted back to the metals by electrolysis.

Chemical feedstock

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Some commercially significant chemicals are derived from cyanide:cyanuric chloride,cyanogen chloride, andcyanogen.[4]

Several specialtynitriles may be produced by alkylation of cyanide, a strongnucleophile. Illustrative is the synthesis ofbenzyl cyanide by the reaction ofbenzyl chloride and sodium cyanide:[8]

C6H5CH2Cl + NaCN → C6H5CH2CN + NaCl

Electroplating

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Cyanide baths (solutions) of metal ions are used toelectroplate many metals, includingplatinum, gold, and silver.Cadmium plating gives excellent corrosion resistance and is achieved usingcadmium oxide and sodium cyanide.[9] Copper 'strikes' (thin high quality layers) are traditionally formed using cyanide electroplating, these thin interstitial layers allow adhesion between metals that are usually incompatible, such as chromium and aluminium.[citation needed]

Niche uses

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Being highly toxic, sodium cyanide is used to kill or stun rapidly such as in collecting jars used byentomologists and in widely illegalcyanide fishing.

It was used as aninsecticide,rodenticide andantibacterial, but these uses were cancelled by theEPA in 1987.[10]

Toxicity

[edit]
Main article:Cyanide poisoning

Sodium cyanide, like other soluble cyanide salts, is among the most rapidly acting of all known poisons. NaCN is a potent inhibitor of cellularrespiration, acting on mitochondrialcytochrome oxidase and hence blocking electron transport. This results in decreased oxidative metabolism and oxygen utilization.Lactic acidosis then occurs as a consequence of anaerobic metabolism. An oral dosage as small as 200–300 mg can be fatal.

Disposal

[edit]

Due to toxicity considerations, the disposal of cyanide is subject to stringent regulations. Industrial cyanide effluent is typically destroyed by oxidation usingperoxysulfuric acid,hydrogen peroxide,sulfur dioxide/copper salts ("Inco process") or all three ("Combiox Process"). Use ofsodium hypochlorite, traditional for laboratory-scale wastes, is impractical on a commercial scale. Hydrolysis at higher temperatures is highly effective, but requires specialized equipment. Lastly, cyanide wastes can be acidified for recovery ofhydrogen cyanide.[4]

References

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  1. ^CRC handbook of chemistry and physics : a ready-reference book of chemical and physical data. William M. Haynes, David R. Lide, Thomas J. Bruno (2016-2017, 97th ed.). Boca Raton, Florida. 2016.ISBN 978-1-4987-5428-6.OCLC 930681942.{{cite book}}: CS1 maint: location missing publisher (link) CS1 maint: others (link)
  2. ^abcNIOSH Pocket Guide to Chemical Hazards."#0562".National Institute for Occupational Safety and Health (NIOSH).
  3. ^"Cyanides (as CN)".Immediately Dangerous to Life or Health Concentrations.National Institute for Occupational Safety and Health.
  4. ^abcdeGail, Ernst; Gos, Stephen; Kulzer, Rupprecht; Lorösch, Jürgen; Rubo, Andreas; Sauer, Manfred; Kellens, Raf; Reddy, Jay; Steier, Norbert; Hasenpusch, Wolfgang (2011). "Cyano Compounds, Inorganic".Ullmann's Encyclopedia of Industrial Chemistry.doi:10.1002/14356007.a08_159.pub3.ISBN 978-3-527-30385-4.
  5. ^Wells, A.F. (1984) Structural Inorganic Chemistry, Oxford: Clarendon Press.ISBN 0-19-855370-6.
  6. ^H. T. Stokes; D. L. Decker; H. M. Nelson; J. D. Jorgensen (1993)."Structure of potassium cyanide at low temperature and high pressure determined by neutron diffraction".Phys. Rev. B (Submitted manuscript).47 (17):11082–11092.Bibcode:1993PhRvB..4711082S.doi:10.1103/PhysRevB.47.11082.PMID 10005242.
  7. ^Online Mendelian Inheritance in Man (OMIM):304300
  8. ^Adams, Roger; Thal, A. F. (1922). "Benzyl cyanide".Organic Syntheses.2: 9.doi:10.15227/orgsyn.002.0009.
  9. ^Schulte-Schrepping, Karl-Heinz; Piscator, Magnus (2000). "Cadmium and Cadmium Compounds".Ullmann's Encyclopedia of Industrial Chemistry.doi:10.1002/14356007.a04_499.ISBN 978-3-527-30385-4.
  10. ^"Reregistration Eligibility Decision (R.E.D. Facts) Sodium cyanide"(PDF).United States Environmental Protection Agency. September 1994.

External links

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