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Encyclopedia > Thyocyanate
The structure and bonding of the thiocyanate ion
The structure and bonding of the thiocyanate ion

Thiocyanate (also known as sulphocyanate or thiocyanide) is both an anion, [SCN], and, in organic chemistry, a functional group, RSCN. In organic chemistry, functional groups are specific groups of atoms within molecules, that are responsible for the characteristic chemical reactions of those molecules. ...


Compounds containing the thiocyanate anion include sodium thiocyanate (NaSCN), potassium thiocyanate (KSCN), and mercury(II) thiocyanate (Hg(SCN)2). 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 Â°C, 100 kPa) Infobox disclaimer and references Sodium thiocyanate is the chemical compound with the formula NaSCN. This colourless deliquescent salt is one... See: Thiocyanate Potassium thiocyanate is the chemical compound KSCN. It is an important salt of the thiocyanate anion, one of the pseudohalides. ... Mercury(II) thiocyanate (Hg(SCN)2) is a chemical compound. ...


Thiocyanate is analogous to the cyanate ion, [OCN], wherein oxygen is replaced by sulfur. [SCN] is one of the pseudohalogens, due to the similarity of its reactions to that of halide ions. Thiocyanate was formerly known as rhodanide (from a Greek word for rose) because of the red colour of its complexes with iron. Thiocyanates are typically colorless. The cyanate ion is an anion consisting of one oxygen atom, one carbon atom, and one nitrogen atom (OCN−), in that order, and possesses 1 unit of negative charge, borne mainly by the nitrogen atom. ... General Name, Symbol, Number oxygen, O, 8 Chemical series nonmetals, chalcogens Group, Period, Block 16, 2, p Appearance colorless (gas) very pale blue (liquid) Standard atomic weight 15. ... General Name, Symbol, Number sulfur, S, 16 Chemical series nonmetals Group, Period, Block 16, 3, p Appearance lemon yellow Standard atomic weight 32. ... Pseudohalogens are binary inorganic compounds of the general form XY, where X is a cyanide, cyanate, thiocyanate etc. ... A halide is a binary compound, of which one part is a halogen atom and the other part is an element or radical that is less electronegative than the halogen, to make a fluoride, chloride, bromide, iodide, or astatide compound. ... Species Between 100 and 150, see list Wikimedia Commons has media related to: Rosa A rose is a flowering shrub of the genus Rosa, and the flower of this shrub. ... General Name, Symbol, Number iron, Fe, 26 Chemical series transition metals Group, Period, Block 8, 4, d Appearance lustrous metallic with a grayish tinge Standard atomic weight 55. ...

Phenylthiocyanate and phenylisothiocyanate are linkage isomers and are bonded differently
Phenylthiocyanate and phenylisothiocyanate are linkage isomers and are bonded differently

Organic and transition metal derivatives of the thiocyanate ion can exist as linkage isomers. In thiocyanates, the organic group or metal is attached to sulfur: R−S−C≡N has a S-C single bond and a C-N triple bond. In isothiocyanates, the substituent is attached to nitrogen: R−N=C=S has a S-C double bond and a C-N double bond Linkage isomerism is a concept in coordination chemistry. ... Linkage isomerism is a concept in coordination chemistry. ... Isothiocyanate is the chemical group -N=C=S, formed by substituting sulfur for oxygen in the isocyanate group. ...


Thiocyanate is produced by the reaction of elemental sulfur with cyanide:

8CN + S8 → 8SCN

In some organisms cyanide is detoxified by this conversion as catalyzed by the enzyme sulfotransferase known as rhodanese. The cyanide ion, CN−. From the top: 1. ... SULT2A1 is a gene involved in the sulfation of dehydroepiandrosterone. ...


Thiocyanate is commonly found in animal saliva, acting as an antimicrobial agent.


Guy, R. G. "Syntheses and Preparative Applications of Thiocyanates" in "Chemistry of Cyanates and Their Derivatives," vol II. Patai, S., (Editor), John Wiley, 1977. New York


Test for iron(III)

The blood-red coloured complex pentaaqua(thiocyanato-N)iron(III), [Fe(NCS)(H2O)5]2+, highlights the presence of Fe3+ in solution
The blood-red coloured complex pentaaqua(thiocyanato-N)iron(III), [Fe(NCS)(H2O)5]2+, highlights the presence of Fe3+ in solution

If [SCN] is added to a solution containing iron(III) ions (Fe3+), a blood red solution is formed due to the presence of the [Fe(NCS)(H2O)5]2+.


Formal charges

S = -1, C = 0, N = 0


External links

  • Links to external chemical sources


 

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