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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.
Lesser amounts of other hydrated compounds also form: e.g. Fe(SCN) 3 and [Fe(SCN) 4] −. [19] Similarly, Co 2+ gives a blue complex with thiocyanate. [20] Both the iron and cobalt complexes can be extracted into organic solvents like diethyl ether or amyl alcohol. This allows the determination of these ions even in strongly coloured solutions.
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]
Number of isomers [3] [4] Number of isomers including stereoisomers [3] [5] Molecular Formula Name of straight chain Synonyms 1 1 1 CH 4: methane: methyl hydride; natural gas 2 1 1 C 2 H 6: ethane: dimethyl; ethyl hydride; methyl methane 3 1 1 C 3 H 8: propane: dimethyl methane; propyl hydride 4 2 2 C 4 H 10: n-butane: butyl hydride ...
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Allyl isothiocyanate is produced commercially by the reaction of allyl chloride and potassium thiocyanate: [4] CH 2 =CHCH 2 Cl + KSCN → CH 2 =CHCH 2 NCS + KCl. The product obtained in this fashion is sometimes known as synthetic mustard oil. Allyl thiocyanate isomerizes to the isothiocyanate: [8] CH 2 =CHCH 2 SCN → CH 2 =CHCH 2 NCS
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]
Methyl thiocyanate is an organic compound with the formula CH 3 SCN. The simplest member of the organic thiocyanates, it is a colourless liquid with an onion-like odor. It is produced by the methylation of thiocyanate salts. The compound is a precursor to the more useful isomer methyl isothiocyanate (CH 3 NCS). [4]