19339-59-4

Basic information

• Product Name: 4-CHLOROPHENACYL THIOCYANATE
• Synonyms: 4-CHLOROPHENACYL THIOCYANATE;2-(4-CHLOROPHENYL)-2-OXOETHYL THIOCYANATE;1-(4-CHLOROPHENYL)-2-THIOCYANATOETHANONE;Thiocyanic acid 2-(4-chlorophenyl)-2-oxoethyl ester;β-Oxo-4-chlorophenethyl thiocyanate;4-Chlorophenacyl thiocyanate,98%;1-(4-chlorophenyl)-2-(cyanosulfanyl)ethan-1-one;4-Chlorophenacyl thiocyanate, 4'-Chloro-2-thiocyanatoacetophenone
• CAS NO: 19339-59-4
• Molecular Formula: C₉H₆ClNOS
• Molecular Weight: 211.67
• EINECS: 242-972-0
• Mol File: 19339-59-4.mol
• Article Data: 34

Chemical Properties

• Melting Point: 133-137 °C
• Boiling Point: 381.3 °C at 760 mmHg
• Flash Point: 184.4 °C
• Appearance: white to off-white needles or crystals
• Density: 1.35 g/cm³
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 4-CHLOROPHENACYL THIOCYANATE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-CHLOROPHENACYL THIOCYANATE(19339-59-4)
• EPA Substance Registry System: 4-CHLOROPHENACYL THIOCYANATE(19339-59-4)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 36/37/38-20/21/22
• Safety Statements: 36/37/39-26
• HazardClass: IRRITANT
• Hazardous Substances Data: 19339-59-4(Hazardous Substances Data)

Usage

Chemical Properties

white to off-white needles or crystals

InChI:InChI=1/C9H6ClNOS/c10-8-3-1-7(2-4-8)9(12)5-13-6-11/h1-4H,5H2

Upstream product

• 25917-49-1 1-(4-chlorophenyl)-2-(p-tolylsulfonyloxy)ethanone 
• 333-20-0 potassium thioacyanate 
• 99-91-2 para-chloroacetophenone 
• 1073-67-2 4-vinylbenzyl chloride 
• 1147550-11-5 ammonium thiocyanate 
• 937-20-2 p-chlorophenacyl chloride 
• 536-38-9 4-chlorobenzoylmethyl bromide 
• 540-72-7 sodium thiocyanide 
• 7677-24-9 trimethylsilyl cyanide 
• 51747-43-4 2-(4-chlorophenyl)-acrylic acid 
• 873-73-4 4-n-chlorophenylacetylene 
• 344790-87-0 1-butyl-3-methylimidazolium thiocyanate 
• 128228-95-5 3-trifluoromethyl-5-(2-thienyl)-pyrazol-1-thiocarboxamide 
• 1124-15-8 3,5-dimethyl-1H-pyrazole-1-carbothioamide 

Downstream Products

• 23998-06-3 4-(4-chloro-phenyl)-2,2'-diimino-3'-phenyl-2',3'-dihydro-[3,4']bithiazolyl-5'-carboxylic acid ethyl ester 
• 23998-08-5 4-(4-chloro-phenyl)-2,2'-diimino-3'-p-tolyl-2',3'-dihydro-[3,4']bithiazolyl-5'-carboxylic acid ethyl ester 
• 23998-07-4 4-(4-chloro-phenyl)-2,2'-diimino-3'-o-tolyl-2',3'-dihydro-[3,4']bithiazolyl-5'-carboxylic acid ethyl ester 
• 66373-65-7 1-(4-chloro-phenyl)-benzo[g]thiazolo[3,2-a]quinazolin-5-one 
• 65679-05-2 4-(4-chloro-phenyl)-3-naphthalen-2-yl-3H-thiazol-2-ylideneamine 
• 23998-09-6 4-(4-chloro-phenyl)-3'-(2-chloro-phenyl)-2,2'-diimino-2',3'-dihydro-[3,4']bithiazolyl-5'-carboxylic acid ethyl ester 
• 39564-86-8 2-bromo-4-(4-chlorophenyl)thiazole 
• 20725-25-1 1,3-bis(4-chlorophenyl)prop-2-en-1-one 
• 65679-11-0 3-(4-chloro-phenyl)-11H-benzo[f]thiazolo[3,2-a]quinazoline 
• 1077628-80-8 [4-(4-chloro-phenyl)-thiazol-2-yl]-[3-methoxy-4-(4-methyl-imidazol-1-yl)-phenyl]-amine 
• 1188304-56-4 5-(4-chlorophenyl)-2-imino-1,3-oxathiolane 
• 1257425-13-0 4-(4-chlorophenyl)-3-(pyridine-4-ylmethyl)thiazol-2(3H)imine 
• 312636-15-0 C₁₆H₁₁ClN₂O₂S 
• 1429933-97-0 dimethyl 5-(cyclohexylimino)-2-(4-chlorophenyl)-2-(thiocyanatomethyl)-2,5-dihydrofuran-3,4-dicarboxylate 

Relevant articles and documents

A task-specific ionic liquid [bmim]SCN for the conversion of alkyl halides to alkyl thiocyanates at room temperature

A new task-specific ionic liquid (TSIL), 1-n-butyl-3- methylimidazolium thiocyanate ([bmim]SCN), has been prepared and used for the first time as the medium as well as reactant for the synthesis of alkyl thiocyanates from the corresponding alkyl halides by thiocyanate-halide exchange at room temperature. The alkyl thiocyanate products can be easily isolated from the reaction mixture by simple extraction and the ionic liquid 1-n-butyl-3-methylimidazolium halide may be reused for the synthesis of the ionic liquid [bmim]SCN and recycled for further use.

α-Selective C(sp3)-H Thio/Selenocyanation of Ketones with Elemental Chalcogen

A facile method is disclosed for the synthesis of α-thio/selenocyanato ketones through regioselective C-H thio/selenocyanation of ketones. The advantages include the use of easily available starting materials, high efficiency, simple operation, and easy scale-up. Control experiments provide evidence that the reaction proceeded via a radical way, while kinetic isotope effect experiments reveal that the cleavage of the C-H bond serves as the rate-limiting step.

Boron-doped TiO2(B-TiO2): visible-light photocatalytic difunctionalization of alkenes and alkynes

Boron-doped TiO2(B-TiO2) was prepared, characterized, and successfully applied as a reusable, inexpensive, available, and heterogeneous nanophotocatalyst under visible light for a novel method of construction of phenacyl thiocyanate compounds from double or triple bonds. Impressive aspects of this project are obtaining the desired compounds in a short time, using a renewable energy source, and using a catalyst with easy extraction that is solvent-safe, and without the use of any oxidants, bases, and ligands, or harsh conditions. This is the first report of the construction of phenacyl thiocyanates through this photocatalytic method under visible light.