22205-64-7

Usage

Uses

Used in Pharmaceutical Synthesis:
Thiocyanic acid piperidine is used as a key intermediate in the synthesis of various pharmaceuticals for its ability to contribute to the development of new drugs with unique therapeutic properties.
Used in Agrochemical Production:
In the agrochemical industry, thiocyanic acid piperidine is utilized as a component in the production of pesticides and other crop protection agents, enhancing their effectiveness in protecting crops from pests and diseases.
Used as a Chemical Reaction Reagent:
Thiocyanic acid piperidine serves as a reagent in chemical reactions, particularly for the introduction of thiol groups into organic molecules, which is crucial for the synthesis of certain types of compounds with specific functional groups.
Used in Antimicrobial Applications:
Due to its potential antimicrobial properties, thiocyanic acid piperidine is studied for use in applications that require the inhibition or killing of microorganisms, which can be beneficial in various medical and industrial settings.
Used in Anticancer Research:
Thiocyanic acid piperidine is being investigated for its potential as an anticancer agent, with studies exploring its effects on various types of cancer cells and its possible integration into cancer treatment strategies.

InChI:InChI=1/C5H11N.CHNS/c1-2-4-6-5-3-1;2-1-3/h6H,1-5H2;3H

Upstream product

• 110-89-4 piperidine 
• 155816-23-2 disulfur dithiocyanate 
• 1986-38-5 2-thioxo-[1,3]thiazinan-4-one 
• 56-23-5 tetrachloromethane 
• 57670-85-6 sulfur dirhodanide 
• 1147550-11-5 ammonium thiocyanate 
• 112404-82-7 4-pentinoyl isothiocyanate 
• 18991-39-4 p-methylbenzyl thiocyanate 

Downstream Products

• 20766-37-4 (E)-4-(2-chlorophenyl)-3-buten-2-one 
• 30626-03-0 (3E)-4-(4-chlorophenyl)-3-buten-2-one 

Relevant academic research and scientific papers

Thermal studies on piperidinium hexathiocyanatochromate(III)

Piperidinium hexathiocyanatochromate(III), (pipH)3[Cr(NCS)6], was synthesized using the molten salt pipHSCN and was found to contain nitrogen-bonded thiocyanate. The (pipH)3[Cr(NCS)6] decomposes in the range 250

SELECTIVITY OF NUCLEOPHILIC ADDITION TO AND SUBSTITUTION AT ISOTHIOCYANATOCARBONYL GROUP. REACTIONS OF 4-PENTINOYL- AND 2-(2-PROPINYL)-4-PENTINOYL ISOTHIOCYANATE WITH AMINES AND METHANOL

4-Pentinoyl isothiocyanate reacts with primary and secondary amines by either nucleophilic addition to N=C=S group to yield the corresponding thioureas, or a nucleophilic substitution at the carbonyl group to give 4-pentinoic acid amides.The less nucleophilic diphenylamine reacts selectively to afford the product of nucleophilic addition only. 2-(2-Propinyl)-4-pentinoyl isothiocyanate, having a sterically hindered carbonyl group, furnished with primary amines a mixture of amides and thioureas, whereas the bulkier secondary amines react selectively to form thioureasonly.Both isothiocyanates afford with methanol as a nucleophile axclusively the corresponding O-methyl monothiocarbamates.

Nucleophilic Substitution on 4-Methylbenzyl Thiocyanate with Nucleophiles

The reactions of 4-methylbenzyl thiocyanate (1) with several nucleophiles have been investigated.Compound 1 possesses three electrophilic sites, i.e., benzylic carbon, sulfur and cyano carbon, to receive nucleophilic attack.PhS- and CN- which have HOMO's of high energy levels appear to attack preferentially the sulfur atom.MeO- was found to attack preferably the cyanide carbon, while amines which have HOMO's of low energy levels prefer benzylic carbon to attack.The nucleophilic substitution on the sulfur or the cyanide carbon generates CN- or p-xylene-α-thiolate anion, strong nucleophiles, as the primary products, which then initiate the complex secondary reactions.The selective reactivities of three attacking sites for nucleophiles in 1 have been rationalized in terms of MO theory.