10540-36-0

Basic information

• Product Name: 4'-FluoroBiphenyl-4-carBoxylicacidethylester
• Synonyms: 4'-FluoroBiphenyl-4-carBoxylicacidethylester;4-Biphenylcarboxylic acid, 4'-fluoro-, ethyl ester (7CI,8CI);ethyl 4'-fluorobiphenyl-4-carboxylate;[1,1'-Biphenyl]-4-carboxylic acid, 4'-fluoro-, ethyl ester;4-Biphenylcarboxylicacid,4'-fluoro-,ethylester
• CAS NO: 10540-36-0
• Molecular Formula: C₁₅H₁₃FO₂
• Molecular Weight: 244.2609232
• Mol File: 10540-36-0.mol
• Article Data: 16

Chemical Properties

• Melting Point: 64.6-65.4℃
• Boiling Point: 349.6°Cat760mmHg
• Flash Point: 159.7°C
• Appearance: /
• Density: 1.145g/cm³
• CAS DataBase Reference: 4'-FluoroBiphenyl-4-carBoxylicacidethylester(CAS DataBase Reference)
• NIST Chemistry Reference: 4'-FluoroBiphenyl-4-carBoxylicacidethylester(10540-36-0)
• EPA Substance Registry System: 4'-FluoroBiphenyl-4-carBoxylicacidethylester(10540-36-0)

Safety Data

• Hazardous Substances Data: 10540-36-0(Hazardous Substances Data)

Usage

General Description

4'-FluoroBiphenyl-4-carboxylic acid ethyl ester is a chemical compound that belongs to the biphenyl carboxylic acid ester class. It is a derivative of biphenyl, which is a type of aromatic hydrocarbon. The compound contains a fluoro group and an ethyl ester functional group attached to the biphenyl core. It is commonly used as an intermediate in the synthesis of various organic compounds, including pharmaceuticals and agrochemicals. The chemical has potential applications in the fields of medicine, agriculture, and materials science due to its unique structural properties and reactivity. Additionally, it may have uses in research and development for the creation of new chemical entities.

Upstream product

• 1765-93-1 4-fluoroboronic acid 
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• 94-09-7 p-aminoethylbenzoate 
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• 130387-74-5 4-fluorophenylmagnesium chloride 
• 824-80-6 sodium 4-fluorobenzenesulfinate 
• 294210-67-6 ethyl 4-(tributylstannyl)benzoate 
• 460-00-4 1-Bromo-4-fluorobenzene 
• 5798-75-4 Ethyl 4-bromobenzoate 
• 17151-47-2 tributyl(4-fluorophenyl)stannane 
• 371-15-3 p-fluorothioanisole 
• 462-06-6 fluorobenzene 

Downstream Products

• 5731-10-2 4'-fluoro-biphenyl-4-carboxylic acid 
• 406232-64-2 4-chloro-N-(4′-fluorobiphenyl-4-ylcarbonyl)-3-nitrobenzenesulfonamide 

Relevant articles and documents

Suzuki-Miyaura reaction catalyzed by graphene oxide supported palladium nanoparticles

Pd supported on polyamine modified graphene oxide (GO-NH 2-Pd2 +) was fabricated for the first time. The prepared catalyst was characterized by transmission electron microscopy, X-ray diffraction spectroscopy, X-ray photoelectron spectroscopy and infrared spectroscopy. The catalytic activity of the prepared catalyst was investigated by employing Suzuki-Miyaura coupling reaction as a model reaction. A series of biphenyl compounds were synthesized through the Suzuki-Miyaura reaction using GO-NH2-Pd2 + as catalyst. The yields of the products were in the range from 71% to 95%. The catalyst can be readily recovered and reused at least 10 consecutive cycles without significant loss its catalytic activity.

A general palladium-catalyzed cross-coupling of aryl fluorides and organotitanium (IV) reagents

Pd(OAc)2/1-[2-(di-tert-butylphosphanyl)phenyl]-4-methoxy-piperidine was demonstrated to effectively catalyze cross-coupling of aryl fluoride and aryl(alkyl) titanium reagent. Both electron-deficient and electron-rich aryl fluoride can react effectively with nucleophile and provide extensive functional groups tolerance. 2-Arylated product was realized by selective activation of the C–F bond. Graphic abstract: [Figure not available: see fulltext.].

Stannylation of Aryl Halides, Stille Cross-Coupling, and One-Pot, Two-Step Stannylation/Stille Cross-Coupling Reactions under Solvent-Free Conditions

Solvent-free protocols for palladium-catalyzed stannylation of aryl halides, Stille cross-coupling, and one-pot, two-step stannylation/Stille cross-coupling (SSC) are reported for the first time. (Het)aryl halides bearing acceptor, donor, as well as sterically demanding substituents are stannylated and/or coupled in high yields. The reactions are catalyzed by conventional palladium(II) acetate/PCy3 [Pd(OAc)2/PCy3] under air, using available base CsF, and without the use of high purity reagents. The developed synthetic procedures are versatile, robust, and easily scalable. The absence of solvent, and the elimination of isolation procedures of aryl stannanes makes the SSC protocol simple, step economical, and highly efficient for the synthesis of biaryls in a one-pot two-step procedure.

Palladium-Catalyzed Cross-Coupling of Unactivated Aryl Sulfides with Arylzinc Reagents under Mild Conditions

Cross-coupling of general aryl alkyl sulfides with arylzinc reagents proceeds smoothly, even at room temperature or below, with a palladium-N-heterocyclic carbene (NHC) catalyst. When combined with reactions that are unique to organosulfurs, that is, the SNAr sulfanylation or Pummerer reaction, the cross-coupling offers interesting transformations that are otherwise difficult to achieve. An alkylsulfanyl group is preferentially converted whilst leaving the tosyloxy and chloro intact, which expands the variety of orthogonal cross-coupling.