Ammonium thiocyanate
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| Ammonium thiocyanate | |
|---|---|
| IUPAC name | Sodium thiocyanate |
| Other names | Sodium Rhodanide Sodium sulfocyanate Sodium rhodanate Thiocyanate Acid, Sodium Salt |
| Identifiers | |
| CAS number | |
| Properties | |
| Molecular formula | NaSCN |
| Molar mass | 81.07 g/mole |
| Appearance | colourless crystals |
| Density | 1.735 g/cm3 |
| Melting point |
287 °C |
| Solubility | acetone, alcohols |
| Hazards | |
| NFPA 704 |
|
| R-phrases | 20/21/22-32-52/53 |
| S-phrases | 13-61 |
| Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox disclaimer and references | |
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Sodium thiocyanate is the chemical compound with the formula NaSCN. This colourless deliquescent salt is one of the main sources of the thiocyanate anion. As such, it is used as a precursor for the synthesis of pharmaceuticals and other specialty chemicals.[1] Thiocyanate salts are typically prepared by the reaction of cyanide with elemental sulfur:
- NaCN + 1/8 S8 → NaSCN
NaSCN crystallises in an orthorhombic cell. Each Na+ center is surrounded by three sulfur and three nitrogen ligands provided by the triatomic thiocyanate anion.[1]
Applications in chemical synthesis
NaSCN is employed to convert alkyl halides into the corresponding alkylthiocyanates. Closely related reagents include ammonium thiocyanate and potassium thiocyanate, which has twice the solubility in water. Silver thiocyanate may be used as well; the precipitation of insoluble silver halides help simplify workup. Treatment of isopropyl bromide with NaSCN in hot ethanolic solution affords isopropyl thiocyanate.[1] Protonation of NaSCN affords isothiocyanic acid, S=C=NH (pKa = -1.28).[1] This species is generated in situ from NaSCN; it adds to organic amines to afford derivatives of thiourea.[1]
References
ar:ثيوسيانات صوديوم de:Natriumthiocyanat it:Tiocianato di sodio
Acknowledgement and Attribution Regarding Sources of Content
Some of the initial content on this page may be incorporated in part from copyleft sources in the public domain including wikis such as Wikipedia and AskDrWiki. Drug information for patients came from the The National Library of Medicine. Infectious disease information may have come from the Centers for Disease Control (CDC). Differential Diagnoses are drawn from clinicians as well as an amalgamation of 3 sources: 1.The Disease Database; 2. Kahan, Scott, Smith, Ellen G. In A Page: Signs and Symptoms. Malden, Massachusetts: Blackwell Publishing, 2004:3; 3. Sailer, Christian, Wasner, Susanne. Differential Diagnosis Pocket. Hermosa Beach, CA: Borm Bruckmeir Publishing LLC, 2002:7 .
