3449-63-6

Basic information

• Product Name: 3-(4-fluorophenyl)glutaric acid
• Synonyms: 3-(4-fluorophenyl)glutaric acid;3-(4-Fluorophenyl)pentanedioic acid
• CAS NO: 3449-63-6
• Molecular Formula: C₁₁H₁₁FO₄
• Molecular Weight: 226.2010432
• EINECS: 222-373-0
• Mol File: 3449-63-6.mol
• Article Data: 19

Chemical Properties

• Boiling Point: 360.6°Cat760mmHg
• Flash Point: 171.9°C
• Appearance: /
• Density: 1.362g/cm³
• Vapor Pressure: 7.9E-06mmHg at 25°C
• Refractive Index: 1.549
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 3-(4-fluorophenyl)glutaric acid(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(4-fluorophenyl)glutaric acid(3449-63-6)
• EPA Substance Registry System: 3-(4-fluorophenyl)glutaric acid(3449-63-6)

Safety Data

• Hazardous Substances Data: 3449-63-6(Hazardous Substances Data)

Usage

General Description

3-(4-Fluorophenyl)glutaric acid, also known as 4-Fluorophenylglutaric acid, is a chemical compound with the molecular formula C10H9FO4. It is a white crystalline solid that is insoluble in water but soluble in organic solvents. 3-(4-Fluorophenyl)glutaric acid is used as an intermediate in the synthesis of pharmaceuticals and agrochemicals. It is also a building block for the production of various organic compounds. 3-(4-Fluorophenyl)glutaric acid has potential applications in the field of medicinal chemistry and is the subject of ongoing research for its potential therapeutic properties.

InChI:InChI=1/C11H11FO4/c12-9-3-1-7(2-4-9)8(5-10(13)14)6-11(15)16/h1-4,8H,5-6H2,(H,13,14)(H,15,16)

Upstream product

• 3449-43-2 2,6-Dihydroxy-2,6-bis-trifluormethyl-4-<4-fluor-phenyl>-tetrahydropyran-dicarbonsaeure-(3,5)-diethylester 
• 223513-93-7 diethyl 3-(4-fluorophenyl)pentanedioate 
• 459-32-5 4-fluorocinnamic acid 
• 459-57-4 4-fluorobenzaldehyde 
• 216690-15-2 dimethyl 3-(4-fluorophenyl)glutarate 
• 50737-52-5 ethyl 2-cyano-3-(4-fluorophenyl)acrylate 
• 1407597-82-3 tetramethyl-2-(4-fluorophenyl)propane-1,1,3,3-tetracarboxylate 
• 52927-40-9 dimethyl 2-(4-fluorobenzylidene)malonate 
• 125080-12-8 ethyl 4-fluorobenzalacetoacetate 
• 105-53-3 diethyl malonate 
• 420808-42-0 dimethyl 2-(4-fluorophenyl)-4-hydroxy-4-methyl-6-oxocyclohexane-1,3-dicarboxylate 
• 349446-90-8 2-(4-fluorophenyl)-1,1,3-trimethoxy carbonyl propane 
• 100891-10-9 methyl p-fluorocinnamate 
• 141-97-9 ethyl acetoacetate 

Downstream Products

• 511283-89-9 4-(4-fluorophenyl)-1-methylpiperidine-2,6-dione 
• 223513-93-7 diethyl 3-(4-fluorophenyl)pentanedioate 
• 1263798-90-8 5-(acetyloxy)-3-(4-fluorophenyl)pentanoic acid 
• 1263799-17-2 methyl 3-(4-fluorophenyl)-5-hydroxypentanoate 
• 1263799-46-7 5-(acetyloxy)-3-(4-fluorophenyl)pentyl 3,3,3-trifluoro-2-methoxy-2-phenylpropanoate 
• 223513-95-9 3-(4-fluorophenyl)pentane-1,5-diol 
• 1263798-25-9 3-(4-fluorophenyl)pentane-1,5-diyl diacetate 
• 1263798-57-7 (S)-3-(4-fluorophenyl)-5-hydroxypentyl acetate 
• 1263798-74-8 (R)-3-(4-fluorophenyl)-5-hydroxypentyl acetate 
• 1263798-41-9 (+/-)-3-(4-fluorophenyl)-5-hydroxypentyl acetate 
• 1263799-00-3 5-(acetyloxy)-3-(4-fluorophenyl)pentanoic acid 
• 216690-16-3 (3R)-methyl hydrogen 3-(4-fluorophenyl)pentane-1,5-dioate 
• 1224442-80-1 (R)-3-(4-fluorophenyl)-2-formylpentanedioic acid 1-methyl ester 
• 1220248-47-4 (S)-4-(4-fluorophenyl)-6-oxo-1,4,5,6-tetrahydropyridine-3-carboxylic acid methyl ester 

Relevant articles and documents

A phosphine-free iron complex-catalyzed synthesis of cycloalkanes: Via the borrowing hydrogen strategy

Herein we report a diaminocyclopentadienone iron tricarbonyl complex catalyzed synthesis of substituted cyclopentane, cyclohexane and cycloheptane compounds using the borrowing hydrogen strategy in the presence of various substituted primary and secondary 1,n diols as alkylating reagents. Deuterium labeling experiments confirm that the diols were the hydride source in this cascade process. This journal is

Stereoselective Synthesis of Cyclohexanes via an Iridium Catalyzed (5 + 1) Annulation Strategy

An iridium catalyzed method for the synthesis of functionalized cyclohexanes from methyl ketones and 1,5-diols is described. This process operates by two sequential hydrogen borrowing reactions, providing direct access to multisubstituted cyclic products with high levels of stereocontrol. This methodology represents a novel (5 + 1) strategy for the stereoselective construction of the cyclohexane core.

Cloning, expression and characterization of a new enantioselective esterase from a marine bacterium Pelagibacterium halotolerans B2T

An esterase, designated as PE8 (219 aa, 23.19 kDa), was cloned from a marine bacterium Pelagibacterium halotolerans B2T and overexpressed in Escherichia coli Rosetta, resulting an active, soluble protein which constituted 23.1% of the total cell protein content. Phylogenetic analysis of the protein showed it was a new member of family VI lipolytic enzymes. Biochemical characterization analysis showed that PE8 preferred short chain p-nitrophenyl esters (C2-C6), exhibited maximum activity toward p-nitrophenyl acetate, and was not a metalloenzyme. PE8 was an alkaline esterase with an optimal pH of 9.5 and an optimal temperature of 45 C toward p-nitrophenyl acetate. Furthermore, it was found that PE8 exhibited activity and enantioselectivity in the synthesis of methyl (R)-3-(4-fluorophenyl)glutarate ((R)-3-MFG) from the prochiral dimethyl 3-(4-fluorophenyl)glutarate (3-DFG). (R)-3-MFG was obtained in 71.6% ee and 73.2% yield after 36 h reaction under optimized conditions (0.6 M phosphate buffer (pH 8.0) containing 17.5% 1,4-dioxane under 30 C). In addition, PE8 was tolerant to extremely strong basic and high ionic strength solutions as it exhibited high activity even at pH 11.0 in 1 M phosphate buffer. Given its highly soluble expression, alkalitolerance, halotolerance and enantioselectivity, PE8 could be a promising candidate for the production of (R)-3-MFG in industry. The results also demonstrate the potential of the marine environment as a source of useful biocatalysts.