2123-27-5

Basic information

• Product Name: 2,4-dichlorostyrene
• Synonyms: 2,4-dichlorostyrene;1-Vinyl-2,4-dichlorobenzene;2,4-Dichloro-1-vinylbenzene;Benzene, 2,4-dichloro-1-ethenyl-
• CAS NO: 2123-27-5
• Molecular Formula: C₈H₆Cl₂
• Molecular Weight: 173.03924
• EINECS: 218-337-9
• Mol File: 2123-27-5.mol
• Article Data: 9

Chemical Properties

• Melting Point: 48.5°C (estimate)
• Boiling Point: 230.44°C (rough estimate)
• Flash Point: 96.5 °C
• Appearance: /
• Density: 1.2430
• Vapor Pressure: 0.0905mmHg at 25°C
• Refractive Index: 1.5828 (estimate)
• CAS DataBase Reference: 2,4-dichlorostyrene(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-dichlorostyrene(2123-27-5)
• EPA Substance Registry System: 2,4-dichlorostyrene(2123-27-5)

Safety Data

• Hazardous Substances Data: 2123-27-5(Hazardous Substances Data)

Usage

General Description

2,4-dichlorostyrene is a chemical compound that consists of a benzene ring with two chlorine atoms and an ethenyl group attached in the para position. It is a colorless liquid with a strong, sweet odor and is commonly used in the production of polymers and resins. 2,4-dichlorostyrene is considered to be toxic and may cause irritation to the skin, eyes, and respiratory tract upon exposure. It is also classified as a potential carcinogen and should be handled with caution. 2,4-dichlorostyrene is mainly used in industrial settings for the manufacturing of various plastic and polymer products.

InChI:InChI=1/C8H6Cl2/c1-2-6-3-4-7(9)5-8(6)10/h2-5H,1H2

Upstream product

• 1201-99-6 trans-2,4-dichlorocinnamic acid 
• 1475-13-4 2,4-dichloro-α-methylbenzyl alcohol 
• 81156-68-5 2,4-dichlorophenylethyl alcohol 
• 874-42-0 2,4-dichlorobenzaldeyhde 
• 2234-16-4 1-(2,4-dichlorophenyl)ethan-1-one 
• 16532-02-8 bromomethyldimethylsilyl chloride 
• 1779-49-3 Methyltriphenylphosphonium bromide 
• 2065-66-9 methyl-triphenylphosphonium iodide 

Downstream Products

• 121222-45-5 2,4-dichlorophenyl-1,2-ethanediol dinitrate 
• 72776-26-2 1,4-di(2,4-dichlorophenyl) butadiene 
• 1046403-92-2 5-[(E)-2-(2,4-dichloro-phenyl)-vinyl]-2-propionylamino-benzoic acid methyl ester 
• 1335126-62-9 (R)-((R)-1-phenyl-2,2,2-trichloroethyl) 2-(2,4-dichlorophenyl)aziridine-1-carboxylate 
• 2234-16-4 1-(2,4-dichlorophenyl)ethan-1-one 
• 68191-22-0 1-(2,4-dichlorophenyl)-2-iodo-1-ethanone 
• 31271-88-2 6-chloro-N-p-tolylsulfonylindole 
• 93534-20-4 1-(2, 4-dichlorophenyl)-2-phenylethan-1-one 

Relevant articles and documents

Design, synthesis of novel 4,5-dihydroisoxazole-containing benzamide derivatives as highly potent FtsZ inhibitors capable of killing a variety of MDR Staphylococcus aureus

Antibiotic resistance among clinically significant bacterial pathogens, such as methicillin-resistant Staphylococcus aureus (MRSA) and vancomycin-resistant S. aureus (VRSA) is becoming a prevalent threat to public health, and new antibacterial agents with novel mechanisms of action hence are in an urgent need. As a part of continuing effort to develop antibacterial agents, we rationally designed and synthesized two series of 4,5-dihydroisoxazol-5-yl and 4,5-dihydroisoxazol-3-yl-containing benzamide derivatives that targeted the bacterial cell division protein FtsZ. Evaluation of their activity against a panel of Gram-positive and -negative pathogens revealed that compound A16 possessing the 4,5-dihydroisoxazol-5-yl group showed outstanding antibacterial activity (MIC, ≤0.125–0.5 μg/mL) against various testing strains, including methicillin-resistant, penicillin-resistant and clinical isolated S. aureus strains. Besides, further mouse infection model revealed that A16 could be effective in vivo and non-toxic to Hela cells. Finally, a detailed discussion of structure-activity relationships was conducted, referring to the docking results. It is worth noting that substituting a 4,5-dihydroisoxazole ring for the isoxazole ring not only broadened the antibacterial spectrum but also resulted in a significant increase in antibacterial activity against S. aureus strains. Taken together, these results suggest a promising chemotype for the development of new FtsZ-targeting bactericidal agents.

Olefin-assisted iron-catalyzed alkylation of aryl chlorides

A selective and operationally simple ironcatalyzed cross-coupling of aryl chlorides with alkylmagnesium halides has been developed. The reaction tolerates various functional groups and exhibits high chemoselectivity even in the presence of aryl bromides. Mechanistic studies indicate the essential role of the olefin substituent for substrate activation. Competing polymerization and reduction are effectively suppressed.

Chlorostyrenes in iron-catalyzed biaryl coupling reactions

An effective protocol for iron-catalyzed biaryl syntheses by coupling chlorostyrenes with aryl Grignard reagents requires only mild reaction conditions and tolerates various functional groups. The underlying activation of deactivated aryl chlorides proceeds through a rate-determining coordination of the catalyst to the vinyl substituent and subsequent haptotropic migration along the conjugated πsystem to the site of C-Cl bond cleavage. Copyright