2-Fluoro-3-methoxybenzoic acid

Base Information

• Chemical Name: 2-Fluoro-3-methoxybenzoic acid
• CAS No.: 137654-20-7
• Molecular Formula: C8H7FO3
• Molecular Weight: 170.14
• Hs Code.: 2918990090
• European Community (EC) Number: 630-179-6
• DSSTox Substance ID: DTXSID00392058
• Wikidata: Q72473994
• Mol file: 137654-20-7.mol

Synonyms:2-Fluoro-3-methoxybenzoic acid;137654-20-7;Benzoic acid, 2-fluoro-3-methoxy-;2-fluoro-3-methoxy benzoic acid;2-fluoro-3-methoxy-benzoic Acid;2-FLUORO-3-METHOXYBENZOICACID;SCHEMBL352148;DTXSID00392058;AVGWCJLTQZQLCN-UHFFFAOYSA-N;BCP25770;2-fluoro-3-(methyloxy)benzoic acid;MFCD02179621;AKOS005257324;AB11420;AC-3968;CS-W005198;FS-2142;BP-12684;2-fluoro-3-methoxybenzoic acid, AldrichCPR;AM20050575;BB 0258749;F1218;FT-0602247;EN300-97681;Z1201621660

Chemical Property of 2-Fluoro-3-methoxybenzoic acid

Chemical Property:

• Vapor Pressure: 0.000641mmHg at 25°C
• Melting Point: 157-160 °C
• Refractive Index: 1.524
• Boiling Point: 296.6 °C at 760 mmHg
• PKA: 3.15±0.10(Predicted)
• Flash Point: 133.2 °C
• PSA: 46.53000
• Density: 1.307 g/cm³
• LogP: 1.53250
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 170.03792224
• Heavy Atom Count: 12
• Complexity: 172

Purity/Quality:

97% ^*data from raw suppliers

2-Fluoro-3-methoxybenzoic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-22
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=CC(=C1F)C(=O)O

Technology Process of 2-Fluoro-3-methoxybenzoic acid

There total 3 articles about 2-Fluoro-3-methoxybenzoic 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: 92.0%

2-fluoro-3-methoxybenzaldehyde (103438-88-6) → 2-fluoro-3-methoxybenzoic acid (137654-20-7)

Guidance literature:

With sodium chlorite; sodium dihydrogenphosphate; dihydrogen peroxide; In water; acetonitrile; at 0 - 20 ℃;

DOI:10.1016/j.tetlet.2008.12.099

Reference yield: 78.0%

1-fluoro-2-methoxybenzene (321-28-8) + carbon dioxide (124-38-9,18923-20-1) → 2-fluoro-3-methoxybenzoic acid (137654-20-7)

Guidance literature:

1-fluoro-2-methoxybenzene; With n-butyllithium; N,N,N',N',N''-pentamethylethylenetriamine; In tetrahydrofuran; hexane; at -78 ℃; for 2h;

carbon dioxide; In tetrahydrofuran; hexane; at -78 - 20 ℃;

DOI:10.1021/jo062148s

Reference yield: 51.0%

1-fluoro-2-methoxybenzene (321-28-8) → 2-fluoro-3-methoxybenzoic acid (137654-20-7)

Guidance literature:

With n-butyllithium; potassium tert-butylate; In tetrahydrofuran; water;

upstream raw materials:

1-fluoro-2-methoxybenzene

carbon dioxide

2-fluoro-3-methoxybenzaldehyde

Downstream raw materials:

6-bromo-2-fluoro-3-methoxy-benzoic acid

7-fluoro-6-methoxylisoindolin-1-one

2-fluoro-3-methoxybenzaldehyde

Refernces

• 1、 Deichert, Julie A.,Mizufune, Hideya,Patel, Jignesh J.,Hurst, Timothy E.,Maheta, Ashish,Kitching, Matthew O.,Ross, Avena C.,Snieckus, Victor. "Expedient Pd-Catalyzed α-Arylation towards Dibenzoxepinones: Pivotal Manske's Ketone for the Formal Synthesis of Cularine Alkaloids". supporting information. p. 4693 - 4697. Retrieved 2020/05/08.
• 2、 Powers, James J.,Favor, David A.,Rankin, Trent,Sharma, Rashmi,Pandit, Chetan,Jeganathan, Azhwarsamy,Maiti, Samarendra N.. "Synthesis of methyl-, fluoro-, and chloro-substituted 6-hydroxyisoindolin-1-ones". supporting information; experimental part. p. 1267 - 1269. Retrieved 2009/09/05.