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P3011

Sigma-Aldrich

Potassium thiocyanate

ReagentPlus®, ≥99.0%

Synonym(s):

Potassium rhodanide

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100 G
€36.90
500 G
€125.00
1 KG
€176.00

About This Item

Linear Formula:
KSCN
CAS Number:
333-20-0
Molecular Weight:
97.18
Beilstein:
3594799
EC Number:
206-370-1
MDL number:
MFCD00011413
UNSPSC Code:
12352302
PubChem Substance ID:
329820159
NACRES:
NA.55
Assay:
≥99.0%
form:
powder or crystals

€36.90

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Quality Level

100

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.[1] 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.[2]

Application

Potassium thiocyanate may be used in the synthesis of the following:
  • α-Amino nitriles from tertiary amines.[3]
  • Polysubstituted 2-aminothiazoles from vinyl azides.[4]
  • Benzisothiazol-3(2H)-one derivatives from o-bromobenzamides.[5]
  • Diaryl thioethers from aryl halides.[6]

Legal Information

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

Pictograms

CorrosionExclamation mark
GHS05,GHS07

Signal Word

Danger

Hazard Classifications

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

Supplementary Hazards

EUH032

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
MKCW2355
MKCN9154
MKCW8988
MKCV6039
MKCS9856

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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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