120681-05-2

Basic information

• Product Name: (E)-3-(2-FLUORO-PHENYL)-ACRYLOYL CHLORIDE
• Synonyms: (E)-3-(2-FLUORO-PHENYL)-ACRYLOYL CHLORIDE;3-(2-FLUORO-PHENYL)-ACRYLOYL CHLORIDE;(2E)-3-(2-fluorophenyl)acryloyl chloride;2-propenoyl chloride, 3-(2-fluorophenyl)-, (2E)-;(E)-3-(2-fluorophenyl)prop-2-enoyl chloride;3-(2-fluorophenyl)prop-2-enoyl chloride;ZINC02521287
• CAS NO: 120681-05-2
• Molecular Formula: C₉H₆ClFO
• Molecular Weight: 184.59
• Mol File: 120681-05-2.mol
• Article Data: 27

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (E)-3-(2-FLUORO-PHENYL)-ACRYLOYL CHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-3-(2-FLUORO-PHENYL)-ACRYLOYL CHLORIDE(120681-05-2)
• EPA Substance Registry System: (E)-3-(2-FLUORO-PHENYL)-ACRYLOYL CHLORIDE(120681-05-2)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 120681-05-2(Hazardous Substances Data)

Usage

Description

(E)-3-(2-FLUORO-PHENYL)-ACRYLOYL CHLORIDE is a chemical compound with the molecular formula C9H6ClFO, derived from acryloyl chloride and featuring a fluorine substituent on the phenyl ring. (E)-3-(2-FLUORO-PHENYL)-ACRYLOYL CHLORIDE is widely utilized in organic synthesis and chemical reactions for introducing the acryloyl chloride functionality into various organic molecules.

Uses

Used in Pharmaceutical Industry:
(E)-3-(2-FLUORO-PHENYL)-ACRYLOYL CHLORIDE is used as a reagent for the production of pharmaceuticals, as it aids in the synthesis of various medicinal compounds. Its unique structure allows for the creation of new drugs with potentially improved properties.
Used in Agrochemical Industry:
In the agrochemical sector, (E)-3-(2-FLUORO-PHENYL)-ACRYLOYL CHLORIDE is used as a reagent to produce agrochemicals, contributing to the development of novel pesticides and other agricultural products that can enhance crop protection and yield.
Used in Materials Science:
(E)-3-(2-FLUORO-PHENYL)-ACRYLOYL CHLORIDE is employed as a key intermediate in the synthesis of various materials, including those with specialized properties for use in different applications, such as coatings, adhesives, and composites.
Used in Research and Development:
(E)-3-(2-FLUORO-PHENYL)-ACRYLOYL CHLORIDE serves as a valuable building block in research and development, where it is used to prepare a wide range of functionalized molecules. Its versatility in organic synthesis makes it an essential tool for creating new compounds with diverse applications across various industries.

Upstream product

• 446-52-6 2-Fluorobenzaldehyde 
• 149733-71-1 (E)-3-(2-fluorophenyl)acrylaldehyde 
• 451-69-4 2-fluorocinnamic acid 
• 18944-77-9 2-fluorocinnamic acid 

Downstream Products

• 1350711-50-0 (4R)-4-benzyl-3-[(2E)-3-(2-fluorophenyl)prop-2-enoyl]-1,3-oxazolidin-2-one 
• 1350711-52-2 (4R)-4-benzyl-3-{[(1R,2R)-2-(2-fluorophenyl)-4-oxocyclohexyl]carbonyl}-1,3-oxazolidin-2-one 
• 1350711-55-5 (4R)-4-benzyl-3-{[(8R,9R)-8-(2-fluorophenyl)-3,3-dimethyl-1,5-dioxaspiro[5.5]undec-9-yl]carbonyl}-1,3-oxazolidin-2-one 
• 1350711-54-4 (1R,2R)-2-(2-fluorophenyl)-4-oxocyclohexanecarboxylic acid 
• 1350711-56-6 C₁₈H₂₃FO₄ 
• 1350711-59-9 methyl (1R,2R)-2-(2-fluorophenyl)-4-oxocyclohexanecarboxylate 
• 1350711-60-2 methyl (1R,2R,4S)-2-(2-fluorophenyl)-4-morpholin-4-ylcyclohexanecarboxylate 
• 1350711-62-4 methyl (1R,2R,4R)-2-(2-fluorophenyl)-4-morpholin-4-ylcyclohexanecarboxylate 
• 1350711-64-6 (1R,2R,4S)-2-(2-fluorophenyl)-4-morpholin-4-ylcyclohexanecarboxylic acid hydrochloride 
• 1350711-66-8 (1R,2R,4R)-2-(2-fluorophenyl)-4-morpholin-4-ylcyclohexanecarboxylic acid hydrochloride 
• 1186073-62-0 (E)-3-(2-fluoropheny)-N-[4-methyl-3-(4-pyridin-3-ylpyrimidin-2-ylamino)phenyl]acrylamide 
• 120680-76-4 2-[(E)-3-(2-Fluoro-phenyl)-acryloylamino]-3-phenyl-propionic acid 

Relevant articles and documents

Solution phase preparation of highly pure amide mixtures via in-situ chlorotrimethylsilane protection and activation

Coupling of 4-(4-aminophenyl)butyric acid 1 with acyl halides in both organic and aqueous media were found to produce large amount of oligomeric materials. By using an in situ chlorotrimethylsilane protection/activation procedure, these oligomers were sup

Investigating the Role of Weak Interactions to Explore the Polymorphic Diversity in Difluorinated Isomeric N-Phenylcinnamamides

A total of nine difluoro derivatives of N-phenylcinnamamides have been synthesized from fluoro-substituted cinnamic acids and anilines in order to investigate the formation of polymorphs arising due to the conformational flexibility around the amide and vinyl group. Among them, four compounds have been found to exist in multiple polymorphic forms, which includes concomitant polymorphism, solvatomorphism, and packing polymorphism, while the remaining five compounds display monomorphic behavior. Crystal structure analyses of all the forms belonging to these four compounds reveal that, although the molecules are primarily held by strong N-H?O hydrogen bonds, the relative interplay of weak C-H?F, C-H?O, C-H?π, and π?πinteractions allows the flexible molecules to adopt different orientations and exhibit polymorphism. These forms interestingly also display different thermal stabilities, and they have been quantified by intermolecular interaction topological analyses. The occurrence of different primary packing motifs in these crystal structures has been further investigated by the crystal structure prediction (CSP) computational method, wherein an energy landscape of an unsubstituted N-phenylcinnamamide was generated and a number of hypothetical structures were accessed with experimentally obtained crystal structures of its difluoro-substituted derivatives.

Synthesis and Biological Evaluation of Celastrol Derivatives with Improved Cytotoxic Selectivity and Antitumor Activities

Cdc37 associates kinase clients to Hsp90 and promotes the development of cancers. Celastrol, a natural friedelane triterpenoid, can disrupt the Hsp90-Cdc37 interaction to provide antitumor effects. In this study, 31 new celastrol derivatives, 2a - 2d , 3a - 3g , and 4a - 4t , were designed and synthesized, and their Hsp90-Cdc37 disruption activities and antiproliferative activities against cancer cells were evaluated. Among these compounds, 4f , with the highest tumor cell selectivity (15.4-fold), potent Hsp90-Cdc37 disruption activity (IC50= 1.9 μM), and antiproliferative activity against MDA-MB-231 cells (IC50= 0.2 μM), was selected as the lead compound. Further studies demonstrated 4f has strong antitumor activities both in vitro and in vivo through disrupting the Hsp90-Cdc37 interaction and inhibiting angiogenesis. In addition, 4f exhibited less toxicity than celastrol and showed a good pharmacokinetics profile in vivo. These findings suggest that 4f may be a promising candidate for development of new cancer therapies.

Design, Synthesis, Structure-Activity Relationship, Molecular Docking, and Herbicidal Evaluation of 2-Cinnamoyl-3-Hydroxycyclohex-2-en-1-one Derivatives as Novel 4-Hydroxyphenylpyruvate Dioxygenase Inhibitors

Cinnamic acid, isolated from cinnamon bark, is a natural product with excellent bioactivity, and it effectively binds with cyclohexanedione to form novel 4-hydroxyphenylpyruvate dioxygenase (HPPD) inhibitors. According to the active sub-structure combinat