potassium cyanide

{{Short description|Highly toxic crystalline salt}}

{{Use dmy dates|date=June 2018}}

{{chembox

|Verifiedfields = changed

|Watchedfields = changed

|verifiedrevid = 464211374

|ImageFile1 = Potassium-cyanide-phase-I-unit-cell-3D-SF.png

|ImageFile2 = Kaliumcyanid.jpg

|IUPACName = Potassium cyanide

|Section1={{Chembox Identifiers

|ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}

|ChemSpiderID = 8681

|UNII_Ref = {{fdacite|correct|FDA}}

|UNII = MQD255M2ZO

|InChI = 1/CN.K/c1-2;/q-1;+1

|InChIKey = NNFCIKHAZHQZJG-UHFFFAOYAH

|SMILES = [K+].[C-]#N

|StdInChI_Ref = {{stdinchicite|correct|chemspider}}

|StdInChI = 1S/CN.K/c1-2;/q-1;+1

|StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}

|StdInChIKey = NNFCIKHAZHQZJG-UHFFFAOYSA-N

|CASNo = 151-50-8

|CASNo_Ref = {{cascite|correct|CAS}}

|EINECS = 205-792-3

|RTECS = TS8750000

|UNNumber = 1680

|ChEBI_Ref = {{ebicite|changed|EBI}}

|ChEBI = 33191

|PubChem = 9032

}}

|Section2={{Chembox Properties

|Formula = KCN

|MolarMass = 65.12 g/mol

|Appearance = White crystalline solid
deliquescent

|Odor = faint, bitter almond-like

|Density = 1.52 g/cm3

|Solubility = 71.6 g/100 ml (25 °C)
100 g/100 ml (100 °C)

|Solvent1 = methanol

|Solubility1 = 4.91 g/100 ml (20 °C)

|Solvent2 = glycerol

|Solubility2 = soluble

|Solvent3 = formamide

|Solubility3 = 14.6 g/100 ml

|Solvent4 = ethanol

|Solubility4 = 0.57 g/100 ml

|Solvent5 = hydroxylamine

|Solubility5 = 41 g/100 ml

|MeltingPtC = 634.5

|BoilingPtC = 1625

|pKa = 11.0

|RefractIndex = 1.410

|MagSus = −37.0·10−6 cm3/mol

}}

|Section3={{Chembox Thermochemistry

|DeltaHf = −131.5 kJ/mol

|Entropy = 127.8 J K−1 mol−1

}}

|Section4={{Chembox Hazards

|ExternalSDS = [http://www.inchem.org/documents/icsc/icsc/eics0671.htm ICSC 0671]

|GHSPictograms = {{GHS05}}{{GHS06}}{{GHS08}}{{GHS09}}

|GHSSignalWord = Danger

|HPhrases = {{H-phrases|290|300|310|330|370|372|410}}

|PPhrases = {{P-phrases|260|264|273|280|284|301+310}}

|NFPA-H = 4

|NFPA-F = 0

|NFPA-R = 0

|FlashPt = Non-flammable

|LD50 = 5 mg/kg (oral, rabbit)
10 mg/kg (oral, rat)
5 mg/kg (oral, rat)
8.5 mg/kg (oral, mouse){{IDLH|cyanides|Cyanides (as CN)}}

|IDLH = 25 mg/m3{{PGCH|0522}}

|REL = C 5 mg/m3 (4.7 ppm) [10-minute]

|PEL = TWA 5 mg/m3

}}{{cite web | url=http://cameochemicals.noaa.gov/chemical/5150 | title=Potassium Cyanide | Cameo Chemicals | NOAA}}

|Section5={{Chembox Related

|OtherAnions = Potassium cyanate
Potassium thiocyanate

|OtherCations = Sodium cyanide
Rubidium cyanide
lithium cyanide
caesium cyanide

|OtherCompounds = Hydrogen cyanide

}}

}}

Potassium cyanide is a compound with the formula KCN. It is a colorless salt, similar in appearance to sugar, that is highly soluble in water. Most KCN is used in gold mining, organic synthesis, and electroplating. Smaller applications include jewellery for chemical gilding and buffing.{{cite book|doi=10.1002/14356007.a08_159.pub3 |chapter=Cyano Compounds, Inorganic |title=Ullmann's Encyclopedia of Industrial Chemistry |date=2011 |last1=Gail |first1=Ernst |last2=Gos |first2=Stephen |last3=Kulzer |first3=Rupprecht |last4=Lorösch |first4=Jürgen |last5=Rubo |first5=Andreas |last6=Sauer |first6=Manfred |last7=Kellens |first7=Raf |last8=Reddy |first8=Jay |last9=Steier |first9=Norbert |last10=Hasenpusch |first10=Wolfgang |isbn=978-3-527-30385-4 }} Potassium cyanide is highly toxic, and a dose of 200 to 300 milligrams will kill nearly any human.

The moist solid emits small amounts of hydrogen cyanide due to hydrolysis (reaction with water). Hydrogen cyanide is often described as having an odor resembling that of bitter almonds.{{cite web | url=http://www.smh.com.au/news/world/suicide-note-reveals-taste-of-cyanide/2006/07/08/1152240534587.html | title=Suicide note reveals taste of cyanide| date=2006-07-08|website=The Sydney Morning Herald}}Not everyone, however, can smell cyanide; the ability to do so is a genetic trait.{{OMIM|304300}}

The taste of potassium cyanide has been described as acrid and bitter, with a burning sensation similar to lye.{{cite web|title=The only taste: Cyanide is acrid|url=http://www.hindustantimes.com/india/the-only-taste-cyanide-is-acrid/story-vhsbYsiNyWzIfakN4HBK0H.html|website=hindustantimes.com|publisher=Hindustan Times|date=2006-07-08}} Potassium cyanide kills so rapidly its taste hasn't been reliably documented, in 2006 an Indian man named MP Prasad committed suicide using potassium cyanide. He was a goldsmith and was aware of the mystery behind its taste. In the suicide note Prasad left, the final words written were that potassium cyanide "burns the tongue and tastes acrid", for obvious reasons this description hasn't been independently confirmed.{{cite news |author1=Associated Press |title=Suicide note reveals taste of cyanide |url=https://www.smh.com.au/world/suicide-note-reveals-taste-of-cyanide-20060709-gdnx7f.html |access-date=2 May 2025 |work=The Sydney Morning Herald |issue=World |publisher=Nine Entertainment Co. |date=9 July 2006}}{{cite book |last1=Labatut |first1=Benjamín |last2=West |first2=Adrian Nathan |title=When We Cease to Understand the World |date=2020 |publisher=New York Review Books |location=New York |isbn=9781681375663 |pages=16-18 |url=https://www.abebooks.com/When-Cease-Understand-World-Labatut-Benjamin/32191017429/bd |access-date=2 May 2025 |language=English |chapter=1}}

Production

KCN is produced by treating hydrogen cyanide with an aqueous solution of potassium hydroxide, followed by evaporation of the solution in a vacuum:

{{block indent|HCN + KOH → KCN + H2O}}

About 50,000 tons of potassium cyanide are produced yearly. For laboratory purpose it is easier to pass hydrogen cyanide through an alcoholic solution of potassium base because the crystals of potassium cyanide are not soluble in alcohol .

=Historical production=

Before 1900 and the invention of the Castner process, potassium cyanide was the most important source of alkali metal cyanides. In this historical process, potassium cyanide was produced by decomposing potassium ferrocyanide:{{cite book|last=Von Wagner|first=Rudolf|title=Manual of chemical technology|year=1897|publisher=D. Appleton & Co.|location=New York|pages=474 & 477|url=http://babel.hathitrust.org/cgi/pt?id=uc2.ark:/13960/t3tt4gz1p;view=1up;seq=502}}

{{block indent|K4[Fe(CN)6] → 4 KCN + FeC2 + N2}}

Structure

In aqueous solution, KCN is dissociated into hydrated potassium (K+) ions and cyanide (CN) ions. As a solid, KCN has structure resembling sodium chloride: with each potassium ion surrounded by six cyanide ions, and vice versa. Despite being diatomic, and thus less symmetric than chloride, the cyanide ions rotate so rapidly that their time-averaged shape is spherical. At low temperature and high pressure, this free rotation is hindered, resulting in a less symmetric crystal structure with the cyanide ions arranged in sheets.

[http://www.crystallography.net/5910129.html Crystallography Open Database, Structure of KCN]{{cite journal | journal = Physical Review B | volume = 47 | issue = 17 | year = 1993 | pages = 11082–11092 | doi = 10.1103/PhysRevB.47.11082 | title = Structure of potassium cyanide at low temperature and high pressure determined by neutron diffraction |author1=H. T. Stokes |author2=D. L. Decker |author3=H. M. Nelson |author4=J. D. Jorgensen | pmid = 10005242 | bibcode = 1993PhRvB..4711082S | url = https://zenodo.org/record/1233725 | type = Submitted manuscript }}.

Applications

KCN and sodium cyanide (NaCN) are widely used in organic synthesis for the preparation of nitriles and carboxylic acids, particularly in the von Richter reaction. It also finds use for the synthesis of hydantoins, which can be useful synthetic intermediates, when reacted with a carbonyl compound such as an aldehyde or ketone in the presence of ammonium carbonate.

KCN is used as a photographic fixer in the wet plate collodion process.J. Towler, MD. "The Silver Sunbeam (Facsimile 1864 edition, 1969)" p. 119 The KCN dissolves silver where it has not been made insoluble by the developer. This reveals and stabilizes the image, making it no longer sensitive to light. Modern wet plate photographers may prefer less toxic fixers, often opting for sodium thiosulfate, but KCN is still used.

{{anchor|Cyanogen soap}}

In the 19th century, cyanogen soap, a preparation containing potassium cyanide, was used by photographers to remove silver stains from their hands.{{ cite journal | editor1-last = Crookes | editor1-first = William | title = Photographic Notes and Queries | journal = The Photographic News: A Weekly Record of the Progress of Photography | volume = 1 | number = 1 | date = 10 September 1858 | pages = 10–12 | url = https://books.google.com/books?id=pvU_AAAAYAAJ&q=%22cyanogen+soap%22&pg=PA11 | publisher = Cassell, Petter, and Galpin | location = London }}{{rp|p=11}}[https://www.gutenberg.org/ebooks/50636 Reports of Trials for Murder by Poisoning; by Prussic Acid, Strychnia, Antimony, Arsenic, and Aconita. Including the trials of Tawell, W. Palmer, Dove, Madeline Smith, Dr. Pritchard, Smethurst, and Dr. Lamson, with chemical introduction and notes on the poisons used], G. Lathom Browne and C. G. Stewart, London: Stevens and Sons, 1883; redistributed by Project Gutenberg.{{rp|p=73}}[https://www.papershadowsandlight.com/cyanuretofpotassium "Cyanuret of potassium"], Paper, Shadows and Light, Robert Douglas. Accessed 2024-01-20.

=Potassium gold cyanide=

In gold mining, KCN forms the water-soluble salt potassium gold cyanide (or gold potassium cyanide) and potassium hydroxide from gold metal in the presence of oxygen (usually from the surrounding air) and water:

:4 Au + 8 KCN + O2 + 2 H2O → 4 K[Au(CN)2] + 4 KOH

A similar process uses NaCN to produce sodium gold cyanide (NaAu(CN2)).

= Analytical chemistry =

In analytical chemistry, potassium cyanide is used as complexing agent for chemical analysis of zinc in water and wastewater. The cyanide group complexes zinc and other heavy metals, which is later extracted and analyzed in a spectro-photometer.{{Cite journal |last=Pawlowski |first=Lucjan |date=March 1994 |title=Standard methods for the examination of water and wastewater, 18th edition |url=https://doi.org/10.1016/0048-9697(94)90332-8 |journal=Science of the Total Environment |volume=142 |issue=3 |pages=227–228 |doi=10.1016/0048-9697(94)90332-8 |bibcode=1994ScTEn.142..227P |issn=0048-9697|url-access=subscription }}

Toxicity

{{Main|Cyanide poisoning}}

Potassium cyanide is a potent inhibitor of cellular respiration, acting on mitochondrial cytochrome c oxidase, hence blocking oxidative phosphorylation. Lactic acidosis then occurs as a consequence of anaerobic metabolism. Initially, acute cyanide poisoning causes a red or ruddy complexion in the victim because the tissues are not able to use the oxygen in the blood. The effects of potassium cyanide and sodium cyanide are identical, and symptoms of poisoning typically occur within a few minutes of ingesting the substance: the person loses consciousness, and brain death eventually follows. During this period the victim may suffer convulsions. Death is caused by histotoxic hypoxia/cerebral hypoxia. The expected LD100 dose (human) for potassium cyanide is 200–300 mg while the median lethal dose LD50 is estimated at 140 mg.John Harris Trestrail III. Criminal Poisoning –Investigational Guide for Law Enforcement, Toxicologists, Forensic Scientists, and Attorneys (2nd ed.) p. 119

Disposal

Due to toxicity considerations, the disposal of cyanide is subject to stringent regulations. Industrial cyanide effluent is typically destroyed by oxidation using peroxysulfuric acid, hydrogen peroxide, sulfur dioxide/copper salts ("Inco process") or all three ("Combiox Process"). Use of sodium 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 of hydrogen cyanide.{{cite book|doi=10.1002/14356007.a08_159.pub3 |chapter=Cyano Compounds, Inorganic |title=Ullmann's Encyclopedia of Industrial Chemistry |date=2011 |last1=Gail |first1=Ernst |last2=Gos |first2=Stephen |last3=Kulzer |first3=Rupprecht |last4=Lorösch |first4=Jürgen |last5=Rubo |first5=Andreas |last6=Sauer |first6=Manfred |last7=Kellens |first7=Raf |last8=Reddy |first8=Jay |last9=Steier |first9=Norbert |last10=Hasenpusch |first10=Wolfgang |isbn=978-3-527-30385-4 }}

References

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