5399-30-4

Basic information

• Product Name: PHENACYL THIOCYANATE
• Synonyms: 2-Oxo-2-phenylethyl thiocyanate;PHENACYL THIOCYANATE;2-Phenyl-2-oxoethyl thiocyanate;Thiocyanic acid phenacyl ester;α-(Cyanothio)acetophenone;α-Thiocyanatoacetophenone;β-Oxophenethyl thiocyanate;thiocyanic acid (2-keto-2-phenyl-ethyl) ester
• CAS NO: 5399-30-4
• Molecular Formula: C₉H₇NOS
• Molecular Weight: 177.22
• EINECS: 604-604-1
• Mol File: 5399-30-4.mol
• Article Data: 75

Chemical Properties

• Melting Point: 74.1-74.6 °C
• Boiling Point: 331.5 °C at 760 mmHg
• Flash Point: 154.3 °C
• Appearance: /
• Density: 1.223 g/cm³
• Water Solubility: 349.4mg/L(22 oC)
• CAS DataBase Reference: PHENACYL THIOCYANATE(CAS DataBase Reference)
• NIST Chemistry Reference: PHENACYL THIOCYANATE(5399-30-4)
• EPA Substance Registry System: PHENACYL THIOCYANATE(5399-30-4)

Safety Data

• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 5399-30-4(Hazardous Substances Data)

Upstream product

• 333-20-0 potassium thioacyanate 
• 532-27-4 1-chloroacetophenone 
• 23051-17-4 2-thioureido-benzoic acid ethyl ester 
• 70-11-1 α-bromoacetophenone 
• 20187-61-5 mesyloxyacetophenone 
• 7257-94-5 1-phenyl-2-(p-tolylsulfonyloxy)ethanone 
• 1147550-11-5 ammonium thiocyanate 
• 100-42-5 styrene 
• 1124-15-8 3,5-dimethyl-1H-pyrazole-1-carbothioamide 
• 35290-52-9 2-[amino(thioxo)methyl]-5-methyl-2,3-dihydro-1H-3-pyrazolone 
• 64-17-5 ethanol 
• 7677-24-9 trimethylsilyl cyanide 
• 98-86-2 acetophenone 
• 492-38-6 2-phenylacrylic acid 

Downstream Products

• 109902-46-7 3-(4-nitro-phenyl)-4-phenyl-3H-thiazol-2-ylideneamine 
• 4224-87-7 4-methyl-chalcone 
• 75447-01-7 4-Phenyl-2-(4-sulfophenylamino)-thiazole 
• 58350-97-3 (4-phenyl-1,3-thiazol-2-yl)malononitrile 
• 1188304-54-2 2-imino-5-phenyl-1,3-oxathiolane 
• 1258795-44-6 4-phenyl-1-(4-phenylthiazol-2-yl)-1H-1,2,3-triazole 
• 1258795-45-7 2-(1-(4-phenylthiazol-2-yl)-1H-1,2,3-triazol-4-yl)pyridine 
• 1258795-46-8 3-(1-(4-phenylthiazol-2-yl)-1H-1,2,3-triazol-4-yl)pyridine 
• 1258795-47-9 1-(4-phenylthiazol-2-yl)-4-(thiophen-2-yl)-1H-1,2,3-triazole 
• 1258795-48-0 (1-(4-phenylthiazol-2-yl)-1H-1,2,3-triazol-4-yl)methyl (E)-cinnamate 
• 57516-16-2 2-bromo-4-phenyl-1,3-thiazole 
• 24959-20-4 trans-2-benzoyl-3-(4'-chlorophenyl)-1,1-dicyanocyclopropane 
• 94360-59-5 trans-2-benzoyl-3-(4'-methoxyphenyl)-1,1-dicyanocyclopropane 
• 94360-60-8 2-benzoyl-3-(4-bromophenyl)cyclopropane-1,1-dicarbonitrile 

Relevant articles and documents

A new stereoselective synthesis of 2-amino-4,5-dihydrothiophene-3- carbonitrile derivatives

A new stereoselective method for the synthesis of trans-isomers of 2-amino-4-aryl-5-benzoyl-4,5-dihydrothiophene-3-carbonitriles was proposed. The method involves base-catalyzed reactions of phenacyl thiocyanate with 3-(het)aryl-2-cyanoprop-2-enethioamides. (4R,5S/4S,5R)-2-Amino-5-benzoyl-4-(2- chlorophenyl)-4,5-ihydrothiophene-3-carbonitrile was structurally characterized by X-ray diffraction analysis.

Diiiodine/Potassium Persulfate Mediated Synthesis of 1,2,3-Thiadiazoles from N -Tosylhydrazones and a Thiocyanate Salt as a Sulfur Source under Transition-Metal-Free Conditions

A highly efficient method for the synthesis of 1,2,3-thiadiazoles has been developed by utilizing readily available tosylhydrazones and ammonium thiocyanate with ecofriendly EtOH as the solvent at room temperature. The reaction shows a wide scope of subst

Visible-light-promoted thiocyanation of sp2C-H bonds over heterogeneous graphitic carbon nitrides

Mesoporous graphitic carbon nitride (mpg-C3N4) has been developed as a metal-free heterogeneous photocatalyst for thiocyanation transformations. The reaction proceeds efficiently by utilizing air as a green oxidant under mild reaction conditions, which affords SCN-containing compounds in moderate to excellent yields. Meanwhile, the practicality of this protocol is further demonstrated by the reusability of the mpg-C3N4photocatalyst and the scaled-up reaction. Furthermore, detailed mechanistic studies clearly demonstrate the role of oxygen.

Visible-Light-Mediated Additive-Free Decarboxylative Ketonization Reaction of Acrylic Acids: An Access to α-Thiocyanate Ketones

Visible-light-mediated additive-free decarboxylative functionalization of acrylic acids has been developed. The reaction uses inexpensive organic dye 9,10-dicyanoanthracene as a photocatalyst and uses the ubiquitous dioxygen as both an oxygen source and an oxidant. Through this mild and environmentally friendly method, a series of important α-thiocyanate ketones can be generated from easily available acrylic acids and ammonium thiocyanate. In addition, the facile transformation of product α-thiocyanate ketones makes this method have great potential for application in organic and pharmaceutical chemistry.