90348-21-3

Basic information

• Product Name: Thiocyanic acid, 4-(trifluoromethyl)phenyl ester
• CAS NO: 90348-21-3
• Molecular Formula: C8H4F3NS
• Molecular Weight: 203.188
• Mol File: 90348-21-3.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: Thiocyanic acid, 4-(trifluoromethyl)phenyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Thiocyanic acid, 4-(trifluoromethyl)phenyl ester(90348-21-3)
• EPA Substance Registry System: Thiocyanic acid, 4-(trifluoromethyl)phenyl ester(90348-21-3)

Safety Data

• Hazardous Substances Data: 90348-21-3(Hazardous Substances Data)

Upstream product

• 2991-42-6 4-trifluorophenylsulfonyl chloride 
• 3425-46-5 potassium selenocyanate 
• 825-83-2 4-trifluoromethylbenzenethiol 
• 2290-65-5 trimethylsilyl isothiocyanate 
• 128796-39-4 4-trifluoromethylphenylboronic acid 
• 402-43-7 p-trifluoromethylphenyl bromide 
• 557-42-6 zinc(II) thiocyanate 
• 2786-01-8 (4-trifluoromethylphenyl)lithium 
• 540-72-7 sodium thiocyanide 
• 333-20-0 potassium thioacyanate 

Relevant articles and documents

Temperature-Controlled Chemoselective Synthesis of Thiosulfonates and Thiocyanates: Novel Reactivity of KXCN (X=S, Se) towards Organosulfonyl Chlorides

An efficient chemoselective protocol has been developed for the synthesis of thiosulfonates and thiocyanates by employing cost effective and commercially available organosulfonyl chlorides with potassium thio-/selenocyanate. The strategy offered the thiosulfonates and thiocyanates selectively by tuning the equivalents of KSeCN and optimizing the reaction temperature. On the other hand, thiosulfonates were obtained as sole products when organosulfonyl chlorides were treated with KSCN. Furthermore, the syntheses of diarylthioethers and aryl(heteroaryl) thioethers were carried out as a part of synthetic application of newly prepared arylthiocyanates.

Transition-metal-free synthesis of thiocyanato- or nitro-arenes through diaryliodonium salts

A transition-metal-free approach to facile synthesis of thiocyanato- and nitro-arenes was developed from KSCN (potassiumthiocyanate) or NaNO2with diaryliodonium salts in good yields under mild conditions. The reaction was compatible with a variety of sensitive functional substituents such as halides and nitro and ester groups. The usefulness of arylation products has been realized. (Formula Present).

A mild copper-catalyzed aerobic oxidative thiocyanation of arylboronic acids with TMSNCS

A facile and efficient transformation of arylboronic acids to their corresponding aryl thiocyanates has been successfully developed. Based on the CuCl-catalyzed oxidative cross-coupling reaction between arylboronic acids and trimethylsilylisothiocyanate (TMSNCS) under oxygen atmosphere, the transformation can be readily conducted at ambient temperature. The newly-developed protocol provided a competitive synthetic approach to aryl thiocyanates that can tolerate a broad range of reactive functional groups and/or strong electron-withdrawing groups.