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

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

Downstream Products

• 2104-00-9 4-(4'-chloro)-phenyl-Δ-4-thiazolene-2-thione 
• 2103-98-2 4-(4-chlorophenyl)-2,3-dihydro-2-oxo-thiazole 
• 2103-96-0 2-chloro-4-(4-chlorophenyl)thiazole 
• 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 
• 128016-19-3 4-(4-Chlor-phenyl)-2-piperidino-thiazol 
• 82000-29-1 2-p-Chlorobenzoyl-5H-thiadiazolo<2,3-b>quinazoline-5-one 
• 344238-42-2 2-{2-[2-(4-Chloro-phenyl)-2-oxo-ethyl]-isothioureido}-4,5,6,7-tetrahydro-benzo[b]thiophene-3-carboxylic acid ethyl ester 
• 106527-70-2 1-(4-Chloro-phenyl)-7,9-dioxa-3-thia-4,10b-diaza-dicyclopenta[a,g]naphthalen-5-one 

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.

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.

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.