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In organic chemistry, isothiocyanate is a functional group as found in compounds with the formula R−N=C=S. Isothiocyanates are the more common isomers of thiocyanates , which have the formula R−S−C≡N .
Fluorescein isothiocyanate (FITC) is a derivative of fluorescein used in wide-ranging applications [1] [2] including flow cytometry. First described in 1942, [ 3 ] FITC is the original fluorescein molecule functionalized with an isothiocyanate reactive group (−N=C=S), replacing a hydrogen atom on the bottom ring of the structure.
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°. In both organic thiocyanate and isothiocyanate isomers the SCN angle approaches ...
Hard metal cations, as classified by HSAB theory, tend to form N-bonded complexes (isothiocyanates), whereas class B or soft metal cations tend to form S-bonded thiocyanate complexes. For the isothiocyanates, the M-N-C angle is usually close to 180°. For the thiocyanates, the M-S-C angle is usually close to 100°.
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Methyl isothiocyanate: Except where otherwise noted, ... The compound is a precursor to the more useful isomer methyl isothiocyanate (CH 3 NCS). [4] Safety.
Trimethylsilyl isothiocyanate (TMSNCS) is an organosilicon compound that contains an isothiocyanate whose nitrogen atom is covalently bonded to a trimethylsilyl group. The isothiocyanate group is an analog of the isocyanate group, but having a sulfur instead of oxygen.
In enzymology, a thiocyanate isomerase (EC 5.99.1.1) is an enzyme that catalyzes the chemical reaction. benzyl isothiocyanate benzyl thiocyanate. Hence, this enzyme has one substrate, benzyl isothiocyanate, and one product, benzyl thiocyanate.