Editing Isothiocyanate (section)

==Reactions==
Isothiocyanates are weak electrophiles, susceptible to hydrolysis.  In general, nucleophiles attack at carbon:
[[Image:ThiazolidineSynthesis.gif|center|The reaction of [[acetophenone]] [[enolate]] with phenyl isothiocyanate. In this [[one-pot synthesis]]<ref>{{cite journal | author1 = Ortega-Alfaro, M. C. | author2 = López-Cortés, J. G. | author3 = Sánchez, H. R. | author4 = Toscano, R. A. | author5 = Carrillo, G. P. | author6 = Álvarez-Toledano, C. | title = Improved approaches in the synthesis of new 2-(1, 3-thiazolidin-2Z-ylidene)acetophenones | journal = Arkivoc | year = 2005 | volume = 2005 | issue = 6 | pages = 356–365 | doi = 10.3998/ark.5550190.0006.631 | doi-access = free | hdl = 2027/spo.5550190.0006.631 | hdl-access = free }}</ref> the ultimate reaction product is a [[Thiazolidine]]. This reaction is [[stereoselective]] with the formation of the [[Z-alkene|Z-isomer]] only.]]

Electrochemical reduction gives [[thioformamides]].<ref>{{cite book|title=The Chemistry of Cyanates and Their Thio Derivatives|volume=Part&nbsp;1|editor-first=Saul|editor-last=Patai|year=1977|publisher=Wiley|location=Chichester|lccn=75-6913|isbn=0-471-99477-4|chapter=The electrochemistry of cyanates and related compounds|first1=Ole|last1=Hammerich|first2=Vernon&nbsp;D.|last2=Parke}}</ref>{{rp|340}}