5731-10-2

Basic information

• Product Name: 4'-FLUORO-BIPHENYL-4-CARBOXYLIC ACID
• Synonyms: 4-BIPHENYL-4'-FLUORO-CARBOXYLIC ACID;4'-FLUORO-1,1'-BIPHENYL-4-CARBOXYLIC ACID;4'-FLUORO-BIPHENYL-4-CARBOXYLIC ACID;4-(4-FLUOROPHENYL)BENZOIC ACID;AKOS BAR-0028;AKOS B025021;[1,1'-BIPHENYL]-4-CARBOXYLIC ACID, 4'-FLUORO-;CHEMBRDG-BB 4400446
• CAS NO: 5731-10-2
• Molecular Formula: C₁₃H₉FO₂
• Molecular Weight: 216.21
• Product Categories: Biphenyls;pharmacetical;C13 to C42+;Carbonyl Compounds;Carboxylic Acids
• Mol File: 5731-10-2.mol
• Article Data: 36

Chemical Properties

• Melting Point: 235-240 °C
• Boiling Point: 369.4 °C at 760 mmHg
• Flash Point: 177.2 °C
• Appearance: /
• Density: 1.261 gcm/³
• Storage Temp.: -20°C Freezer
• Solubility: DMSO (Slightly), Methanol (Slightly)
• PKA: 4.14±0.10(Predicted)
• CAS DataBase Reference: 4'-FLUORO-BIPHENYL-4-CARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 4'-FLUORO-BIPHENYL-4-CARBOXYLIC ACID(5731-10-2)
• EPA Substance Registry System: 4'-FLUORO-BIPHENYL-4-CARBOXYLIC ACID(5731-10-2)

Safety Data

• Hazard Codes: Xn,N,Xi
• Statements: 22-36/37/38-51/53
• Safety Statements: 26-60-61
• WGK Germany: 2
• HazardClass: IRRITANT
• Hazardous Substances Data: 5731-10-2(Hazardous Substances Data)

Usage

General Description

4'-Fluoro-biphenyl-4-carboxylic acid is a chemical compound with the molecular formula C13H9FO2. It is a derivative of biphenyl, containing a fluorine atom and a carboxylic acid functional group. 4'-FLUORO-BIPHENYL-4-CARBOXYLIC ACID has applications in organic synthesis and pharmaceutical research, and it can be used as a building block for the synthesis of various organic molecules. It is known for its potential pharmacological and therapeutic properties, and its structure is of interest to researchers in the development of pharmaceuticals and agrochemicals. Additionally, the fluorine atom in its structure contributes to its unique chemical and physical properties, making it an important molecule for study and application in various scientific fields.

Upstream product

• 124-38-9 carbon dioxide 
• 10540-37-1 4-fluoro-4'-iodo-1,1'-biphenyl 
• 456-22-4 4-Fluorobenzoic acid 
• 130387-74-5 4-fluorophenylmagnesium chloride 
• 15290-29-6 4-(trimethylsilyl)benzoic acid 
• 225916-39-2 2-(4-fluorophenyl)-5,5-dimethyl-1,3,2-dioxaborinane 
• 98-80-6 phenylboronic acid 
• 460-00-4 1-Bromo-4-fluorobenzene 
• 60992-98-5 4-(4-fluorophenyl)benzaldehyde 
• 1765-93-1 4-fluoroboronic acid 
• 74-11-3 para-chlorobenzoic acid 
• 619-67-0 4-Hydrazinobenzoic acid 
• 352-34-1 4-fluoro-1-iodobenzene 
• 72093-43-7 4-methyl-4'-fluorobiphenyl 

Downstream Products

• 406233-14-5 N-(4'-fluorobiphenyl-4-carbonyl)-4-(2-hydroxyethylamino)-3-nitrobenzenesulfonamide 
• 591217-82-2 methyl 4-({[(4'-fluoro[1,1'-biphenyl]-4-yl)carbonyl]amino}methyl)benzoate 
• 1359844-10-2 2-(4’-fluoro-[1,1’-biphenyl]-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 1442120-36-6 2-({1-[(4'-fluorobiphenyl-4-yl)carbonyl]piperidin-4-yl}methyl)-4-methyl-N-(2,2,2-trifluoroethyl)-2H-indazole-5-carboxamide 
• 147497-56-1 (4'-Fluoro-biphenyl-4-yl)-methanol 

Relevant articles and documents

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.].

Gold-Catalyzed Oxidative Biaryl Cross-Coupling of Organometallics

-

Design, synthesis, and structure-activity relationship studies of L-amino alcohol derivatives as broad-spectrum antifungal agents

To discover broad spectrum antifungal agents, two strategies were applied, and a novel class of L-amino alcohol derivatives were designed and synthesized. 3-F substituted compounds 14i, 14n, 14s and 14v exhibited excellent antifungal activities with broad antifungal spectra against C. albicans and C. tropicalis, with MIC values in the range of 0.03–0.06 μg/mL, and against A. fumigatus and C. neoformans, with MIC values in the range of 1–2 μg/mL. Notably, Compounds 14i, 14n, 14s and 14v also displayed moderate activities against fluconazole-resistance strains 17# and CaR that were isolated from AIDS patients. Moreover, only compounds in the S-configuration showed antifungal activity. Preliminary mechanistic studies showed that the potent antifungal activity of compound 14v stemmed from inhibition of C. albicans CYP51. Compounds 14n and 14v were almost nontoxic to mammalian A549 cells, and their stability in human plasma was excellent.