14063-77-5

Usage

Uses

Used in Pharmaceutical Industry:
β,p-Dichlorobenzene-2-propenal is used as a key intermediate in the synthesis of various pharmaceuticals. Its unique chemical structure allows it to be a versatile building block for the development of new drugs with potential therapeutic applications.
Used in Dye Industry:
In the dye industry, β,p-Dichlorobenzene-2-propenal is utilized as a starting material for the production of various dyes. Its chemical properties enable the creation of dyes with specific color characteristics and stability, making it valuable for a range of applications, including textiles, plastics, and printing inks.
Used in Agrochemical Industry:
β,p-Dichlorobenzene-2-propenal is also employed in the agrochemical sector as a precursor for the synthesis of certain agrochemicals. Its reactivity and functional groups make it suitable for the development of compounds with pesticidal or herbicidal properties, contributing to crop protection and yield enhancement.

InChI:InChI=1/C9H6Cl2O/c10-8-3-1-7(2-4-8)9(11)5-6-12/h1-6H/b9-5-

Upstream product

• 99-91-2 para-chloroacetophenone 
• 68-12-2 N,N-dimethyl-formamide 
• 67382-35-8 (2E)-3-(dimethylamino)-1-(4-chlorophenyl)prop-2-en-1-one 
• 28587-05-5 3-dimethylamino-1(4-chloro-phenyl)-2-propen-1-one 
• 3724-43-4 Vilsmeier reagent 

Downstream Products

• 55679-85-1 p-Chlor-β-mercapto-zimtaldehyd 
• 55339-09-8 [(Z)-3-Chloro-3-(4-chloro-phenyl)-1-hydroxy-allyl]-phosphonic acid monoethyl ester 
• 117192-27-5 (β-Phenylaminovinyl)-(4-chlorphenyl)-thioketon 
• 78583-86-5 (E)-3-Chloro-3-(4-chloro-phenyl)-acrylonitrile 
• 797750-88-0 ethyl (2E,4Z)-5-chloro-5-(p-chlorophenyl)-2,4-pentadienoate 
• 56377-34-5 (Z)-3-chloro-3-(4-chlorophenyl)acrylic acid 
• 1374842-15-5 (2E,4Z)-1-(3-bromo-2-hydroxy-4,6-dimethoxyphenyl)-5-chloro-5-(4-chloro phenyl)penta-2,4-dien-1-one 
• 6237-59-8 hexamethyl benzenehexacarboxylate 
• 1315550-90-3 dimethyl 4,4''-dichloro-1,1':2',1''-terphenyl-4',5'-dicarboxylate 

Relevant academic research and scientific papers

Novel benzenesulfonamide-bearing pyrazoles and 1,2,4-thiadiazoles as selective carbonic anhydrase inhibitors

Two series comprising 20 novel benzenesulfonamides bearing thioureido-linked pyrazole 8 and amino-1,2,4-thiadiazole 10 were synthesized and assayed as human carbonic anhydrase (hCA) inhibitors against isoforms I and II as well as the tumor-associated isof

Base-Promoted Intermolecular Cyclization of Substituted 3-Aryl(Heteroaryl)-3-chloroacrylaldehydes and Tetrahydroisoquinolines: An Approach to Access Pyrrolo[2,1-a]isoquinolines

We have developed a new base-promoted intermolecular cascade cyclization reaction of substituted 3-aryl(heteroaryl)-3-chloroacrylaldehydes and tetrahydroisoquinolines in one pot. The reaction provides a facile and practical synthesis of pyrrolo[2,1-a]isoquinolines. A number of pyrrolo[2,1-a]isoquinolines were synthesized in moderate to high yields (up to 97%).

Unexpected tandem reaction of new type moritabaylis- Hillman adducts promoted by [HMIM]HSO4/NANO3 system

A tandem reaction of new type Baylis-Hillman adducts 1 was prompted by ionic liquid [Hmim]HSO4/NaNO3 system and the unexpected products 6-aryl-2H-pyran-3-carboxylates 2 and imidazolium salts 3 were efficiently formed via the rearrang

Synthesis, biological evaluation and in silico study of β-chloro vinyl chalcones as inhibitors of the TNF-α, IL-6 with anticancer and antioxidant activity

A series of novel β-chloro vinyl chalcones have been synthesized from substituted (Z)-3-chloro-3-phenylacraldehydes with 1-(3-bromo-2-hydroxyl-4,6- dimethoxyphenyl)ethanone by Claisen-Schmidt condensation reaction. Compounds were screened for anti-inflammatory, anticancer and antioxidant activity. Compounds 6a, 6d and 6f revealed promising anti-inflammatory activity (87-99 %) with less cytotoxicity (4-9 %) at 10 μM. Compounds 6a, 6d, 6e and 6f having significant anticancer activity (71-83 %). Bioavailability of compounds were checked by in vitro cytotoxicity and confirmed to be nontoxic. Structure activity relationship and in silico drug relevant properties of compounds revealed as potential candidates for future drug discovery study.

Synthesis of biaryl derivatives by using ruthenium-mediated [2+2+2] cyclotrimerization and Suzuki-Miyaura cross-coupling as key steps

Functionalized biaryl derivatives have been prepared by applying [2+2+2] cyclotrimerization with the aid of Grubbs first-generation catalyst (G-I). The trimerized products were subjected to the Suzuki-Miyaura cross-coupling reaction sequence to generate h

The application of (Z)-3-aryl-3-haloenoic acids to the synthesis of (Z)-5-benzylidene-4-arylpyrrol-2(5H)-ones

Studies directed at the synthesis of (Z)-5-benzylidene-4-arylpyrrol-2(5H)- ones from (Z)-3-aryl-3-haloenoic acids are described. The successful strategy relies on the preparation of (Z)-3-aryl-3-haloenoic acids from acetophenones through the corresponding

Efficient synthesis of a new type of baylis-hillman adducts and their stereoselective bromination

A new type of Baylis-Hillman adducts derived from chlorovinyl aldehydes were prepared via Vilsmeier reaction of ketones with a bis(trichloromethyl) carbonate (BTC)/DMF system to construct chlorovinyl aldehydes, followed by sonochemical Baylis-Hillman reaction under solvent-free conditions. The stereoselective bromination of these new compounds with a Br2-Ph3P system has been achieved efficiently with good to excellent yields under mild conditions. Copyright Taylor & Francis Group, LLC.

One-pot synthesis of new type aza- Baylis-Hillman adducts from chlorovinyl aldehydes under solvent-free condition

A series of new type aza- Baylis-Hillman adducts were prepared in moderate yields by one-pot treatment of chlorovinyl aldehydes, benzenesulfonamides and activated olefi ns under solvent-free condition. The chlorovinyl aldehydes were obtained via chlorofor

Synthesis and biological screening of a combinatorial library of β-chlorovinyl chalcones as anticancer, anti-inflammatory and antimicrobial agents

A combinatorial library of β-chlorovinyl chalcones (4) were synthesized by Claisen-Schmidt condensation reaction. Catalytic reaction of substituted 3-chloro-3-phenyl-propenal (2) and 1-(2,4-dimethoxy-phenyl)-ethanone or 1-(4-methoxy-phenyl)-ethanone (3) i

Synthesis and biological evaluation of β-chloro vinyl chalcones as inhibitors of TNF-α and IL-6 with antimicrobial activity

A series of β-chloro vinyl chalcones have been synthesized by Claisen-Schmidt condensation. β-chloro vinyl aldehyde has been synthesized by the Vilsmayer-Hack formylation reaction. The structures of the newly synthesized compounds were confirmed by 1H NMR, IR and Mass spectral analysis. All the compounds were evaluated for their anti-inflammatory activity (against TNF-α and IL-6) and antimicrobial (antibacterial and antifungal) activity. Compounds 5a, 5d, 5e, 5g and 5i exhibited promising activity against IL-6 with 58-83% inhibition at 10 μM concentration. None of the compound was found to be cytotoxic in CCK-8 cells at 10 μM concentration. Whereas compounds 5b, 5d, 5e and 5i showed very good antibacterial activity and compounds 5a, 5b, 5e and 5i showed good antifungal activity.