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221988

Sigma-Aldrich

Ammonium thiocyanate

ACS reagent, ≥97.5%

Synonym(s):

Ammonium rhodanide

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About This Item

Linear Formula:
NH4SCN
CAS Number:
1762-95-4
Molecular Weight:
76.12
Beilstein:
3595135
EC Number:
217-175-6
MDL number:
MFCD00011428
UNSPSC Code:
12352300
eCl@ss:
38060604
PubChem Substance ID:
329752288
NACRES:
NB.24

grade

ACS reagent

Quality Level

200

Assay

≥97.5%

form

crystals

impurities

≤0.004 meq/g I2 consumers
≤0.005% insolubles

ign. residue

≤0.025%

pH

4.5-6.0 (25 °C, 5% in H2O)

mp

152-154 °C (lit.)

anion traces

chloride (Cl-): ≤0.005%
sulfate (SO42-): ≤0.005%

cation traces

Fe: ≤3 ppm
heavy metals (as Pb): ≤5 ppm

SMILES string

N.SC#N

InChI

1S/CHNS.H3N/c2-1-3;/h3H;1H3

InChI key

SOIFLUNRINLCBN-UHFFFAOYSA-N

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General description

Ammonium thiocyanate is an inorganic salt commonly used for thiocyanation of organic compounds.

Application

Ammonium thiocyanate may be used in the synthesis of the following:
  • Substituted 2-aminothiazole derivatives by reacting with -halo ketone carbonyls in the presence of N-methylimidazole.5
  • Thiiranes from corresponding oxiranes in the presence of lithium tetrafluoroborate.
Applied in the formation of novel two-dimensional Cd-SCN coordination solids with unusual and tailorable, checkerboard- or herringbone-patterned structures these structures are important steps toward technologically useful materials.

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

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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Schiff-Base Metal (II) Complexes as New Catalysts in the Efficient, Mild and Regioselective Conversion of 1, 2-Epoxyethanes to 2-Hydroxyethyl Thiocyanates with Ammonium Thiocyanate.
Sharghi H and Nasseri MA.
Bulletin of the Chemical Society of Japan, 76(1), 137-142 (2003)
Conversion of epoxides to thiiranes catalyzed with TiO(TFA)2 and TiCl3(OTf) in the presence of ammonium thiocyanate or thiourea.
Iranpoor N and Zeynizadeh B.
Synthetic Communications, 28(21), 3913-3918 (1998)
NBS or DEAD as effective reagents in α-thiocyanation of enolizable ketones with ammonium thiocyanate.
Reddy BVS, et al.
Tetrahedron Letters, 52(13), 1432-1435 (2011)
Thiocyanation of aromatic and heteroaromatic compounds using ammonium thiocyanate and I2O5.
Wu J, et al.
Synthetic Communications, 38(14), 2367-2373 (2008)
Regioselective thiocyanation of aromatic and heteroaromatic compounds using ammonium thiocyanate and oxone.
Wu G, et al.
Tetrahedron Letters, 46(35), 5831-5834 (2005)
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