3320-83-0

Basic information

• Product Name: 2-Chlorophenyl isocyanate
• Synonyms: o-chlorophenylcarbonimide;ISONYANIC ACID OCHLOROPHENYL ESTER;2-Chlorophenyl;2-CHLOROPHENYL ISOCYANATE 99%;2-CHLOROPHENYL ISOCYANATE;1-chloro-2-isocyanato-benzene;ISOCYANIC ACID 2-CHLOROPHENYL ESTER;O-CHLOROPHENYL ISOCYANATE
• CAS NO: 3320-83-0
• Molecular Formula: C₇H₄ClNO
• Molecular Weight: 153.57
• EINECS: 222-023-7
• Product Categories: Isocyanates;Nitrogen Compounds;Organic Building Blocks;Building Blocks;Chemical Synthesis;Nitrogen Compounds;Organic Building Blocks
• Mol File: 3320-83-0.mol
• Article Data: 35

Chemical Properties

• Melting Point: 2-4 °C
• Boiling Point: 83-84 °C (10 mmHg)
• Flash Point: 88 °C
• Appearance: clear colourless liquid
• Density: 1.273 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.58mmHg at 25°C
• Refractive Index: 1.5565-1.5585
• Solubility: Decomposes
• Water Solubility: Decomposes
• Sensitive: Moisture Sensitive/Lachrymatory
• BRN: 386478
• CAS DataBase Reference: 2-Chlorophenyl isocyanate(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Chlorophenyl isocyanate(3320-83-0)
• EPA Substance Registry System: 2-Chlorophenyl isocyanate(3320-83-0)

Safety Data

• Hazard Codes: T,C,N,T+
• Statements: 42-36/37/38-23/24/25-42/43-34-20/21/22-51/53-26
• Safety Statements: 45-38-36/37/39-28A-26-23-61-28
• RIDADR: 2206
• WGK Germany: 2
• TSCA: Yes
• HazardClass: 6.1
• PackingGroup: II
• Hazardous Substances Data: 3320-83-0(Hazardous Substances Data)

Usage

Description

2-Chlorophenyl isocyanate is a clear, colorless liquid that belongs to the class of isocyanate compounds. It is characterized by the presence of an isocyanate functional group, which is highly reactive and can readily form various types of chemical bonds with other molecules. This property makes it a versatile building block in the synthesis of a wide range of organic compounds.

Uses

Used in Photocatalytic Degradation Studies:
2-Chlorophenyl isocyanate is used as a standard to investigate the photocatalytic degradation of Monuron over TiO2 suspensions. In this application, it serves as a reference compound to evaluate the efficiency of the photocatalytic process in breaking down harmful pollutants, such as Monuron, a widely used herbicide.
Used in Pharmaceutical Synthesis:
In the pharmaceutical industry, 2-Chlorophenyl isocyanate is used in the preparation of 2-(2-chlorophenylamino)-3,5-dihydro-5,5-dimethyl-3-phenyl-6H-imidazo[1,2-b]-1,2,4-triazol-6-one. 2-Chlorophenyl isocyanate is a potential candidate for the development of new drugs, as it possesses a unique chemical structure that can be further modified to target specific biological pathways.
Used in Chemical Synthesis:
2-Chlorophenyl isocyanate is also utilized in the synthesis of pentenylated β-cyclodextrin chlorophenyl carbamates. These compounds are of interest in various fields, including agriculture and materials science, due to their potential applications as additives, stabilizers, or functional components in the development of new products.
Overall, 2-Chlorophenyl isocyanate is a valuable chemical intermediate with diverse applications across different industries, including environmental protection, pharmaceuticals, and materials science. Its unique chemical properties and reactivity make it an essential component in the development of new compounds and technologies.

Flammability and Explosibility

Nonflammable

InChI:InChI=1/C7H4ClNO/c8-6-3-1-2-4-7(6)9-5-10/h1-4H

Upstream product

• 53821-00-4 benzyl (2-chlorophenyl)carbamate 
• 141-43-5 ethanolamine 
• 75-44-5 phosgene 
• 95-51-2 o-chloroaniline 
• 201230-82-2 carbon monoxide 
• 88-73-3 2-Chloronitrobenzene 
• 137-04-2 2-chloroaniline hydrochloride 
• 168481-89-8 3,4-bis(2-chlorophenyl)-1,2,5-oxadiazole 2-oxide 
• 2905-23-9 2-chlorophenylsulfonyl chloride 
• 17512-69-5 2-chlorophenylhydroxamic acid 
• 609-66-5 2-chlorobenzamide 
• 530-62-1 1,1'-carbonyldiimidazole 
• 118-91-2 ortho-chlorobenzoic acid 
• 6961-82-6 2-chlorobenzenesulfonamide 

Downstream Products

• 105908-83-6 N-(2-chlorophenyl)morpholine-4-carboxamide 
• 20668-13-7 methyl N-(2-chlorophenyl)carbamate 
• 108871-74-5 (2-chloro-phenyl)-peroxycarbamic acid tert-butyl ester 
• 99585-05-4 N'-(2-chloro-phenyl)-N-formyl-N-methyl-urea 
• 4835-22-7 (2-chloro-phenyl)-carbamic acid-(4-chloro-but-2-ynyl ester) 
• 103859-14-9 (2-chloro-phenyl)-carbamic acid-(2-dimethylamino-ethyl ester) 
• 5255-70-9 ethyl N-(o-chlorophenyl) carbamate 
• 102007-94-3 N-(2-chloro-phenyl)-N'-(2-diethylamino-ethyl)-N'-phenyl-urea 
• 99513-97-0 (2-chloro-phenyl)-carbamic acid-(4-chloro-phenyl ester) 
• 582-44-5 3-(2-chlorophenyl)-1,1-dimethylurea 
• 10129-32-5 (2-chloro-phenyl)-thiocarbamic acid S-isopropyl ester 
• 19102-26-2 4-(2-chloro-phenyl)-1,1-dimethyl semicarbazide 
• 15441-94-8 N,N-diethyl-N'-(2-chlorophenyl)urea 
• 13208-22-5 N-(2-chloro-phenyl)-N'-(3,4-dichloro-phenyl)-urea 

Relevant articles and documents

Synthesis and structure-activity relationship study of pyrrolidine-oxadiazoles as anthelmintics against Haemonchus contortus

Parasitic roundworms (nematodes) are significant pathogens of humans and animals and cause substantive socioeconomic losses due to the diseases that they cause. The control of nematodes in livestock animals relies heavily on the use of anthelmintic drugs. However, their extensive use has led to a widespread problem of drug resistance in these worms. Thus, the discovery and development of novel chemical entities for the treatment of parasitic worms of humans and animals is needed. Herein, we describe our medicinal chemistry optimization efforts of a phenotypic hit against Haemonchus contortus based on a pyrrolidine-oxadiazole scaffold. This led to the identification of compounds with potent inhibitory activities (IC50 = 0.78–22.4 μM) on the motility and development of parasitic stages of H. contortus, and which were found to be highly selective in a mammalian cell counter-screen. These compounds could be used as suitable chemical tools for drug target identification or as lead compounds for further optimization.

Sulfonylurea dehydroabietate compound and preparation method and application thereof

The invention discloses a sulfonylurea dehydroabietate compound and a preparation method and application thereof. The compound has a chemical structural formula represented by a formula shown in the description, wherein R1 is 2-Br, 3-Br, 4-Br, 4-OCH3, 4-F, 2-CH3, 3-CH3, 4-CH3, 2-Cl, 3-Cl or H, and 2, 3 and 4 represent 2, 3 and 4 substituent sites on a benzene ring. The preparation method of the compound comprises the following steps synthesizing sulfonyl chloride dehydroabietate; synthesizing sulfonamide dehydroabietate; synthesizing substituted phenyl isocyanate; synthesizing N'-substituted phenyl-12-sulfonylurea dehydroabietate. The compound disclosed by the invention has better activity and low toxicity and provides a better lead compound for developing antitumor drugs.

Design, synthesis and structure-activity relationship of diaryl-ureas with novel isoxazol[3,4-b]pyridine-3-amino-structure as multi-target inhibitors against receptor tyrosine kinase

Inspired by that the multi-target inhibitors against receptor tyrosine kinases (RTKs) have significantly improved the effect of clinical treatment for cancer, and based on the chemical structure of Linifanib (ABT-869, Abbott), two series of diaryl-ureas with novel isoxazol[3,4-b]pyridine-3-amino-structure were designed and synthesized as multi-target inhibitors against RTKs. The preliminary biological evaluation showed that several compounds exhibited comparable potency with Linifanib. Compound S21 was identified as the most potent inhibitor against Fms-like tyrosine kinase 3 (FLT-3), kinase insert domain containing receptor (KDR) and platelet-derived growth factor receptor β (PDGFR-β) with its IC50 values were 4 nM, 3 nM and 8 nM respectively, it also showed potent inhibitory activities against several cancer cells.