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P3011

Sigma-Aldrich

Potassium thiocyanate

ReagentPlus®, ≥99.0%

Synonym(s):

Potassium rhodanide

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About This Item

Linear Formula:
KSCN
CAS Number:
333-20-0
Molecular Weight:
97.18
Beilstein/REAXYS Number:
3594799
EC Number:
206-370-1
MDL number:
MFCD00011413
UNSPSC Code:
12352302
PubChem Substance ID:
329820159
NACRES:
NA.55

product line

ReagentPlus®

assay

≥99.0%

form

powder or crystals

pH

5.3-8.7 (25 °C, 97.2 g/L)

mp

173 °C (lit.)

SMILES string

[K]SC#N

InChI

1S/CHNS.K/c2-1-3;/h3H;/q;+1/p-1

InChI key

ZNNZYHKDIALBAK-UHFFFAOYSA-M

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General description

Potassium thiocyanate (KSCN) is a potassium salt of thiocyanate anion. Its crystalline structure has been analyzed based on polarized infrared spectral data. The inhibition efficiency of KSCN dissolved in 1M HCl against the corrosion of carbon-steel has been evaluated. It facilitates the ring opening of aziridines with high regioselectivity.

Application

Potassium thiocyanate may be used in the synthesis of the following:
  • α-Amino nitriles from tertiary amines.
  • Polysubstituted 2-aminothiazoles from vinyl azides.
  • Benzisothiazol-3(2H)-one derivatives from o-bromobenzamides.
  • Diaryl thioethers from aryl halides.

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

pictograms

CorrosionExclamation mark
GHS05,GHS07

signalword

Danger

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Aquatic Chronic 3 - Eye Dam. 1

supp_hazards

EUH032

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Regioselective ring-opening of aziridines with potassium thiocyanate in the presence of β-cyclodextrin in water.
Reddy MS, et al.
Tetrahedron Letters, 46(38), 6437-6439 (2005)
Synthesis of diaryl thioethers from aryl halides and potassium thiocyanate.
Hajipour AR, et al.
Applied Organometallic Chemistry, 28(12), 879-879 (2014)
Potassium Thiocyanate as Source of Cyanide for the Oxidative α-Cyanation of Tertiary Amines.
Wagner A and Ofial AR.
The Journal of Organic Chemistry, 80(5), 2848-2854 (2015)
Iron (II)-Promoted Synthesis of 2-Aminothiazoles via C=N Bond Formation from Vinyl Azides and Potassium Thiocyanate.
Zhang G, et al.
Advanced Synthesis & Catalysis, 357(5), 1065-1069 (2015)
Polarized infrared spectrum of potassium thiocyanate.
Jones LH.
J. Chem. Phys., 28(6), 1234-1236 (1958)
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