14428-56-9

Basic information

• Product Name: 1-(4-thiocyanatophenyl)ethan-1-one
• Synonyms: 1-(4-thiocyanatophenyl)ethan-1-one
• CAS NO: 14428-56-9
• Molecular Weight: 177.227
• Mol File: 14428-56-9.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: 1-(4-thiocyanatophenyl)ethan-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-thiocyanatophenyl)ethan-1-one(14428-56-9)
• EPA Substance Registry System: 1-(4-thiocyanatophenyl)ethan-1-one(14428-56-9)

Safety Data

• Hazardous Substances Data: 14428-56-9(Hazardous Substances Data)

Upstream product

• 1788-10-9 4-Acetylbenzenesulfonyl chloride 
• 3425-46-5 potassium selenocyanate 
• 333-20-0 potassium thioacyanate 
• 540-72-7 sodium thiocyanide 
• 99-92-3 p-aminobenzophenone 
• 350-47-0 1-(4-acetylphenyl)diazonium tetrafluoroborate 
• 2290-65-5 trimethylsilyl isothiocyanate 
• 149104-90-5 4-acetylphenylboronic acid 
• 1147550-11-5 ammonium thiocyanate 
• 5335-82-0 1,1'-(disulfane-1,2-diylbis(4,1-phenylene))bis(ethan-1-one) 
• 151-50-8 potassium cyanide 
• 1778-09-2 4-(Methylthio)acetophenone 

Downstream Products

• 145326-60-9 1-[4-[(difluoromethyl)thio]phenyl]ethanone 
• 713-67-7 1-{4-[(trifluoromethyl)sulfanyl]phenyl}ethan-1-one 
• 5335-82-0 1,1'-(disulfane-1,2-diylbis(4,1-phenylene))bis(ethan-1-one) 

Relevant articles and documents

Synthesis of aryl thiocyanates via copper-catalyzed aerobic oxidative cross-coupling between arylboronic acids and KSCN

A new protocol for the preparation of aryl thiocyanates by the cross-coupling reaction of arylboronic acids with KSCN salt is described. The coupling reaction was catalyzed by 20 mol% of copper acetate in the presence of 2.0 equivalents 4-methylpyridine serving both as ligand and base under 0.2 MPa of molecular oxygen. A variety of arylboronic acids, including those with substituents at ortho position, were suitable under the reaction conditions. Georg Thieme Verlag Stuttgart · New York.

Synthesis of Thio-/Selenopyrrolines via SnCl4-Catalyzed (3+2)-Cycloadditions of Donor-Acceptor Cyclopropanes with Thio-/Selenocyanates

A straightforward protocol has been developed to access thio-/selenopyrrolines through a (3+2)-cycloaddition of aryl thio-/selenocyanates with donor-acceptor cyclopropanes (DACs) in the presence of SnCl4 as a Lewis acid catalyst. Further, good chemoselectivity was observed when DACs were treated with 3-cyano phenyl thiocyanate. These results suggest that thiocyanate is more reactive than nitrile moiety in such (3+2)-cycloaddition reactions.

Iron-Catalyzed Decarboxylation of Trifluoroacetate and Its Application to the Synthesis of Trifluoromethyl Thioethers

Nucleophilic CF3 has been generated by decarboxylation of potassium trifluoroacetate, arguably the most easy-to-handle, inexpensive, and sustainable source of trifluoromethyl groups. Simple iron(II) chloride catalyzes the decarboxylation as well as a subsequent trifluoromethylation of organothiocyanates, resulting in a straightforward synthesis of trifluoromethyl thioethers. The KCN byproduct is absorbed by iron(II) with formation of nontoxic potassium hexacyanoferrate. An analogous trifluoromethylation of aldehydes with trifluoroacetate underlines the synthetic potential of such iron-catalyzed decarboxylative trifluoromethylations.

Transition-metal-free cross-coupling of thioethers with aryl(cyano)iodonium triflates: A facile and efficient method for the one-pot synthesis of thiocyanates

A novel transition-metal-free cross-coupling method for the one-step synthesis of thiocyanates via the C-S bond cleavage of readily available thioethers with aryl(cyano)-iodonium triflates as the cyanating agent is developed. This process features relatively broad substrate scopes, less-toxic hypervalent iodine reagents, mild operating conditions, excellent functional group compatibilities, and affords various thiocyanates in moderate to good yields. This journal is