127404-66-4

Basic information

• Product Name: 4-(4-fluorophenyl)but-3-enoic acid
• Synonyms: 4-(4-fluorophenyl)but-3-enoic acid
• CAS NO: 127404-66-4
• Molecular Weight: 180.179
• Mol File: 127404-66-4.mol
• Article Data: 23

Chemical Properties

• CAS DataBase Reference: 4-(4-fluorophenyl)but-3-enoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(4-fluorophenyl)but-3-enoic acid(127404-66-4)
• EPA Substance Registry System: 4-(4-fluorophenyl)but-3-enoic acid(127404-66-4)

Safety Data

• Hazardous Substances Data: 127404-66-4(Hazardous Substances Data)

Upstream product

• 1117-71-1 methyl 4-bromocrotonate 
• 17151-47-2 tributyl(4-fluorophenyl)stannane 
• 107-93-7 (E)-but-2-enoic acid 
• 352-34-1 4-fluoro-1-iodobenzene 
• 124-38-9 carbon dioxide 
• 474937-32-1 3-(p-fluorophenyl)-2-propen-1-yl methyl carbonate 
• 141-82-2 malonic acid 
• 1736-67-0 4-fluorophenylacetaldehyde 
• 459-57-4 4-fluorobenzaldehyde 
• 36626-29-6 (2-carboxyethyl)triphenylphosphonium chloride 
• 349-88-2 4-Fluorobenzenesulfonyl chloride 
• 625-38-7 but-3-enoic acid 
• 2266-41-3 4-fluorobenzenesulfonylhydrazide 
• 27064-92-2 1-(3-chloro-1-propen-1-yl)-4-fluorobenzene 

Downstream Products

• 1613157-25-7 N-((2S,3R)-2-(4-fluorophenyl)-5-oxotetrahydrofuran-3-yl)-4-nitrobenzenesulfonamide 
• 1613157-17-7 tert-butyl (E)-4-(4-fluorophenyl)but-3-enoate 
• 703-67-3 6-fluoro-3,4-dihydronaphthalen-1(2H)-one 

Relevant articles and documents

A novel phenylsulfenylation of unsaturated acids or alcohols by methyl phenyl sulfoxide and substoichiometric (COCl)2

Phenylsulfenylation of unsaturated acids and alcohols has been achieved by methyl phenyl sulfoxide (PhSOCH3) and substoichiometric (COCl)2 in CH3CN. The corresponding cyclization products, lactones with a phenylthio group from unsaturated acids were obtained in mediate to good yields, whereas the cyclic ethers with a phenylthio group from unsaturated alcohols in relatively low yields. PhSOH was proposed to be the key active species for phenylsulfenylation, which was generated in situ by the reaction of PhSOCH3 with substiochiometric amount of (COCl)2. Anhydrous HCl could replace (COCl)2 in the reactions to give the comparable results.

Synthesis of Enantiopure ω-(4-Fluorophenyl)-6,11-Methylene Lipoxin B 4Methyl Ester

The synthesis of Lipoxin B 4analogues (LXB 4) to gain access to stabilized inflammation-resolving compounds is an active field of research. Focusing on variation and stabilization of the conjugated E, Z, E, E C6-C13 tetraene moiety of natural LXB 4, a methylene bridge introduced between C6 and C11 suppresses any Z / E isomerization of the C8-C9 olefin. Furthermore, rapid ω-oxidation (C20) should be avoided by replacing the C18-C20 segment by an aromatic moiety. Optically active C1-C12 building blocks were accessed from methyl cycloheptatriene-1-carboxylate (C6-C11, C21) and glutaryl chloride (C1-C5) as described earlier. The ω-segment was generated via a five-step sequence starting from 4-arylbutanoic acid. Horner key olefination enabled assembly of the carbon backbone. A final five-step sequence including a chelate Cram reduction of the unsaturated ketone moiety afforded the target ω-aryl 6,11-methylene-LXB 4methyl ester.

Intramolecular Cyclization of Vinyldiazoacetates as a Versatile Route to Substituted Pyrazoles

Vinyldiazo compounds undergo a thermal electrocyclization to form pyrazoles in yields of up to 95percent. The reactions are operationally simple, use readily available starting materials, require no intervention of a catalyst, and enable the synthesis of mono-, di- A nd tri-substituted pyrazoles. With the ability to produce highly substituted pyrazoles and the flexibility in installing various types of substituents, this method constitutes a new entry to this valuable heterocyclic scaffold and may be of interest to all branches of the chemical industry.