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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:
3594799
EC Number:
206-370-1
MDL number:
MFCD00011413
UNSPSC Code:
12352302
PubChem Substance ID:
329820159
NACRES:
NA.55
grade:
reagent
form:
powder or crystals
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grade

reagent

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)
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)
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)
Polarized infrared spectrum of potassium thiocyanate.
Jones LH.
J. Chem. Phys. , 28(6), 1234-1236 (1958)
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Questions

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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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