3-Fluorophenylacetic acid

Base Information

• Chemical Name: 3-Fluorophenylacetic acid
• CAS No.: 331-25-9
• Molecular Formula: C8H7FO2
• Molecular Weight: 154.141
• Hs Code.: 29163900
• European Community (EC) Number: 206-360-7
• NSC Number: 88344
• UNII: 4CP7BU47LD
• DSSTox Substance ID: DTXSID0059821
• Nikkaji Number: J193.761H
• Wikidata: Q72475637
• ChEMBL ID: CHEMBL136104
• Mol file: 331-25-9.mol

Synonyms:3-Fluorophenylacetic acid;331-25-9;2-(3-fluorophenyl)acetic acid;Benzeneacetic acid, 3-fluoro-;(3-fluorophenyl)acetic acid;m-Fluorophenylacetic acid;Acetic acid, (m-fluorophenyl)-;(m-Fluorophenyl)acetic acid;3-Fluorophenlacetic acid;3-Fluorophenyl acetic acid;MFCD00004331;4CP7BU47LD;EINECS 206-360-7;NSC 88344;NSC-88344;m-Fluorophenyl acetic acid;UNII-4CP7BU47LD;SCHEMBL9113;3-fluoro phenyl acetic acid;NCIOpen2_001447;Benzeneacetic acid, m-fluoro-;CHEMBL136104;DTXSID0059821;3-Fluorophenylacetic acid, 98%;Acetic acid, (3-fluorophenyl)-;NSC88344;STL169002;AKOS000120663;AB00361;AC-2510;BS-3850;CS-W004799;SY001712;A5915;AM20060016;F0216;FT-0615743;EN300-20998;A22000;AC-509/25002041;W-106787;2-[(4-ETHOXYPHENYL)METHYL]HEXAHYDRO-1H-AZEPINE;2-(3-Fluorophenyl)acetic acid;Z104486030

Chemical Property of 3-Fluorophenylacetic acid

Chemical Property:

• Appearance/Colour: White to pale yellow or light beige crystalline
• Vapor Pressure: 0.00808mmHg at 25°C
• Melting Point: 42-44 °C(lit.)
• Boiling Point: 256.1 °C at 760 mmHg
• PKA: 4.10±0.10(Predicted)
• Flash Point: 108.7 °C
• PSA: 37.30000
• Density: 1.272 g/cm³
• LogP: 1.45280
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: Slightly soluble in chloroform and methanol. Insoluble in water.
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 154.04300762
• Heavy Atom Count: 11
• Complexity: 147

Purity/Quality:

99% ^*data from raw suppliers

3-Fluorophenylacetic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 38-36/37/38
• Safety Statements: 22-24/25-36-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)F)CC(=O)O
• Uses: 3-Fluorophenylacetic acid has been used as building block to synthesize the pentaamine and bis-heterocyclic libraries. It is also used as a medicine intermediates. 3-Fluorophenylacetic acid has been used as building block to synthesize the pentaamine and bis-heterocyclic libraries.

Technology Process of 3-Fluorophenylacetic acid

There total 20 articles about 3-Fluorophenylacetic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 96.0%

carbon dioxide (124-38-9,18923-20-1) + m-fluorobenzyl chloride (456-42-8) → (3-fluorophenyl)acetic acid (331-25-9)

Guidance literature:

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; manganese; palladium diacetate; magnesium chloride; In N,N-dimethyl-formamide; for 12h; under 760.051 Torr; Inert atmosphere; Schlenk technique;

DOI:10.1002/cctc.201500724

Reference yield: 82.0%

carbon monoxide (201230-82-2) + m-fluorobenzyl chloride (456-42-8) → (3-fluorophenyl)acetic acid (331-25-9)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; tetraethylammonium chloride; sodium hydroxide; In 5,5-dimethyl-1,3-cyclohexadiene; at 80 ℃; for 20h; under 11251.1 Torr; regioselective reaction; Autoclave;

DOI:10.1177/1747519819876202

Reference yield: 78.0%

carbon dioxide (124-38-9,18923-20-1) + (3-fluorophenyl)methyl methyl carbonate → (3-fluorophenyl)acetic acid (331-25-9)

Guidance literature:

carbon dioxide; (3-fluorophenyl)methyl methyl carbonate; With dmap; (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate; caesium carbonate; N-ethyl-N,N-diisopropylamine; 1,2-bis-(diphenylphosphino)ethane; bis(dibenzylideneacetone)-palladium⁽⁰⁾; at 100 ℃; for 6h; Irradiation; Sealed tube;

With hydrogenchloride;

DOI:10.1002/cssc.202102095

upstream raw materials:

3-fluorophenylacetonitrile

methanol

1-Naphthylmethyl 3-fluorophenylacetate

m-Fluoro-ω-diazoacetophenon

Downstream raw materials:

2-(3-fluorophenyl)ethanol

5-Methyl-2-(3-fluor-phenyl)-1,3-indandion

(3-fluorophenyl)acetaldehyde cyanohydrin

N-{[4-(3,4-Dichlorobenzyl)morpholin-2-yl]methyl}-2-(3-fluorophenyl)acetamide

Refernces

• 1、 Mao, Zuoxi,Liu, Lijun,Zhang, Yang,Yuan, Jifeng. "Efficient Synthesis of Phenylacetate and 2-Phenylethanol by Modular Cascade Biocatalysis". . p. 2676 - 2679. Retrieved 2020/06/03.
• 2、 Wu, Shuke,Zhou, Yi,Seet, Daniel,Li, Zhi. "Regio- and Stereoselective Oxidation of Styrene Derivatives to Arylalkanoic Acids via One-Pot Cascade Biotransformations". . p. 2132 - 2141. Retrieved 2017/06/23.