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In methyl thiocyanate, N≡C and C−S distances are 116 and 176 pm. By contrast, N=C and C=S distances are 117 and 158 pm in isothiocyanates. [7] Typical bond angles for C−S−C are 100°. [3] By contrast C−N=C in aryl isothiocyanates is 165°. Again, the thiocyanate isomers are quite different with C−S−C angle near 100°.
Thiocyanate [6] is known to be an important part in the biosynthesis of hypothiocyanite by a lactoperoxidase. [7] [8] [9] Thus the complete absence of thiocyanate or reduced thiocyanate [10] in the human body, (e.g., cystic fibrosis) is damaging to the human host defense system.
By contrast, in methyl thiocyanate, N≡C and C−S distances are 116 and 176 pm. Typical bond angles for C−N=C in aryl isothiocyanates are near 165°. Again, the thiocyanate isomers are quite different with C−S−C angle near 100°. [3] In both isomers the SCN angle approaches 180°.
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 3) 5 (SCN)] 2+ forms as the kinetic product of the reaction of thiocyanate salts with [Co(NH 3 ...
In chemistry, linkage isomerism or ambidentate isomerism is a form of isomerism in which certain coordination compounds have the same composition but differ in their metal atom's connectivity to a ligand. Typical ligands that give rise to linkage isomers are: cyanide, CN − – isocyanide, NC −; cyanate, OCN − – isocyanate, NCO −
TMSNCS is useful reagent in organic chemistry. It is an ambident nucleophile, able to react with various alkyl halides, acetals, aldehydes, unsaturated compounds, aziridines, oxiranes, polycyclic aromatic hydrocarbons, and acetylated hexoses to form either thiocyanate or isothiocyanate structures. [6]
Thiocyanic acid has been observed spectroscopically. [12] The salts and esters of thiocyanic acid are known as thiocyanates. The salts are composed of the thiocyanate ion ([SCN] −) and a suitable cation (e.g., potassium thiocyanate, KSCN). The esters of thiocyanic acid have the general structure R−S−C≡N, where R stands for an organyl group.
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