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Thiocyanate is analogous to the cyanate ion, [OCN] −, wherein oxygen is replaced by sulfur. [SCN] − is one of the pseudohalides, due to the similarity of its reactions to that of halide ions. Thiocyanate used to be known as rhodanide (from a Greek word for rose) because of the red colour of its complexes with iron.
Phenyl thiocyanate and phenyl isothiocyanate are isomers. Organic thiocyanates are organic compounds containing the functional group RSCN. the organic group is attached to sulfur: R−S−C≡N has a S–C single bond and a C≡N triple bond. [1] Organic thiocyanates are valued building blocks.
Thiocyanate shares its negative charge approximately equally between sulfur and nitrogen. [11] Thiocyanate can bind metals at either sulfur or nitrogen — it is an ambidentate ligand. Other factors, e.g. kinetics and solubility, sometimes influence the observed isomer. For example, [Co(NH 3) 5 (NCS)] 2+ is the thermodynamic isomer, but [Co(NH ...
Thiocyanate salts are typically prepared by the reaction of cyanide with elemental sulfur: 8 NaCN + S 8 → 8 NaSCN. Sodium thiocyanate crystallizes in an orthorhombic cell. Each Na + center is surrounded by three sulfur and three nitrogen ligands provided by the triatomic thiocyanate anion. [3]
This reaction takes place in two steps. In the first step, thiosulfate is reduced by the thiol group on cysteine-247 1, to form a persulfide and a sulfite 2.In the second step, the persulfide reacts with cyanide to produce thiocyanate, re-generating the cysteine thiol 1.
Indeed, that reaction suffers from competing equilibria attributed to the weak oxidizing power of iodine; the major product is sulfur dicyanide. [7] The following year, Schneider produced thiocyangen from silver thiocyanate and disulfur dichloride, but the product disproportionated to sulfur and trisulfur dicyanides. [6]
The global annual production of thiourea is around 10,000 tonnes. About 40% is produced in Germany, another 40% in China, and 20% in Japan. Thiourea is manufactured by the reaction of hydrogen sulfide with calcium cyanamide in the presence of carbon dioxide. [6] CaCN 2 + 3 H 2 S → Ca(SH) 2 + (NH 2) 2 CS 2 CaCN 2 + Ca(SH) 2 + 6 H 2 O → 2 (NH ...
Allyl thiocyanate isomerizes to the isothiocyanate: [4] CH 2 =CHCH 2 SCN → CH 2 =CHCH 2 NCS. Isothiocyanates can be prepared by treating organic dithiocarbamate salts with lead nitrate or tosyl chloride. [5] [6] Synthesis of phenyl isothiocyanate. Isothiocyanates may also be accessed by the fragmentation reactions of 1,4,2-oxathiazoles. [7]