10432-84-5

Basic information

• Product Name: 1-CHLORO-2-ISOCYANOBENZENE
• Synonyms: 1-CHLORO-2-ISOCYANOBENZENE;2-CHLOROPHENYLISOCYANIDE;2-CHLORPHENYLISOCYANIDE;Benzene, 1-chloro-2-isocyano- (9CI);Benzene,1-chloro-2-isocyano-
• CAS NO: 10432-84-5
• Molecular Formula: C₇H₄ClN
• Molecular Weight: 137.57
• Product Categories: ISONITRITE
• Mol File: 10432-84-5.mol
• Article Data: 11

Chemical Properties

• Melting Point: 28-32 °C(lit.)
• Flash Point: 200 °F
• Appearance: /
• CAS DataBase Reference: 1-CHLORO-2-ISOCYANOBENZENE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-CHLORO-2-ISOCYANOBENZENE(10432-84-5)
• EPA Substance Registry System: 1-CHLORO-2-ISOCYANOBENZENE(10432-84-5)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 10432-84-5(Hazardous Substances Data)

Usage

General Description

1-Chloro-2-isocyanobenzene is a chemical compound with the formula C7H4ClNO. It is a chlorinated derivative of isocyanobenzene and is primarily used in the production of other chemicals and pharmaceuticals. It is a colorless liquid with a pungent odor, and is classified as a hazardous substance. Exposure to 1-chloro-2-isocyanobenzene can cause irritation to the skin, eyes, and respiratory system, and may also have harmful effects on the liver and kidneys. It is important to handle and use this chemical with care and appropriate safety precautions.

Upstream product

• 5344-82-1 o-chlorophenylthiourea 
• 64-18-6 formic acid 
• 95-51-2 o-chloroaniline 
• 2740-81-0 2-chlorophenylisothiocyanate 
• 2596-93-2 2-chloro-N-phenylformamide 

Downstream Products

• 74739-55-2 N'-(2-Chloro-phenyl)-N,N-diethyl-formamidine 
• 890966-11-7 C₁₅H₁₂Cl₃N₃O₂ 
• 74755-73-0 (2-Chloro-phenyl)-[1-piperidin-1-yl-meth-(E)-ylidene]-amine 
• 74739-77-8 (2-Chloro-phenyl)-[1-pyrrolidin-1-yl-meth-(E)-ylidene]-amine 
• 74739-54-1 N'-(2-Chloro-phenyl)-N,N-diethyl-formamidine 
• 74739-66-5 [1-Aziridin-1-yl-meth-(E)-ylidene]-(2-chloro-phenyl)-amine 
• 74739-48-3 (E)-N-(2-chlorophenyl)-N,N-dimethylformamidine 
• 74407-98-0 N,N-dimethyl-N'-(2-chlorophenyl)formamidine 

Relevant articles and documents

Oxidation of arylthiourea by cetyltrimethylammonium dichromate

With a view to investigate the oxidation behaviors of cetyltrimethylammonium dichromate on multifunctional groups, some arylthioureas were subjected to oxidation, both in neutral and in acidic conditions. In neutral conditions, the products were found to be a mixture of corresponding urea and isonitrile. In acidic conditions, the products were corresponding ureas only. A probable mechanism was proposed for the formation of the product, wherein the first step involves coupling of-NH2 and-SH of one molecule to the-NH2 and-SH of another molecule, respectively, which is followed by removal of nitrogen and sulfur. The microwave irradiation resulted in great yield of isonitrile than urea in neutral conditions. Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications to view the free supplemental file. Copyright Taylor & Francis Group, LLC.

Design, synthesis and anticancer evaluation of 3-methyl-1H-indazole derivatives as novel selective bromodomain-containing protein 4 inhibitors

Bromodomain-containing Protein 4 (BRD4), an ‘epigenetic reader’, regulates chromatin structure and gene expression via recognizing and binding acetylated lysine in histones. BRD4 has become a therapeutic target for cancers because it promotes the expression of the tumor genes, such as c-Myc, NF-κB, and Bcl-2. In this study, a new series of 3-methyl-1H-indazole derivatives were designed via virtual screening and structure-based optimization. All compounds were synthesized and evaluated for their inhibitory activities to BRD4-BD1 and their antiproliferative effects in cancer cell lines. Among them, several compounds (such as 9d, 9u and 9w) exhibited strong BRD4-BD1 affinities and inhibition activities, and potently suppressed MV4;11 cancer cell line proliferation. Among them, compound 9d showed excellent selectivity for BRD4 and effectively suppressed c-Myc, the downstream protein of BRD4. This study provided new lead compounds for further biological evaluation on BRD4.

Visible-light-induced radical cascade cyclization of oxime esters and aryl isonitriles: Synthesis of cyclopenta[: B] quinoxalines

A visible-light-induced radical cascade cyclization of aryl isonitriles and cyclobutanone oxime esters for the synthesis of cyclopenta[b]quinoxalines has been accomplished for the first time. The key to the success of this process was the integration of the in situ-formed nitrile radical followed by the cascade radical isonitrile/nitrile insertion-cyclization. The easy introduction of substituents for both substrates and the high functional group tolerance of the reaction make it an efficient strategy to give various quinoxaline derivatives in moderate to good yields.

Silver-Catalyzed Chemoselective [4+2] Annulation of Two Isocyanides: A General Route to Pyridone-Fused Carbo- and Heterocycles

A silver-catalyzed chemoselective [4+2] annulation of aryl and heteroaryl isocyanides with α-substituted isocyanoacetamides was developed for the facile and efficient synthesis of 2-aminoquinolones, naphthyridines, and phenanthrolines. A mechanism for this multistep domino reaction is proposed on the basis of a13C-labeling experiment, according to which an unprecedented chemoselective heterodimerization of two different isocyanides generates an α-amidoketenimine intermediate, which undergoes 1,3-amino migration to form an α-imidoylketene, followed by 6 π electrocyclization.