3-Fluoro-4-methylbenzoic acid

Base Information

• Chemical Name: 3-Fluoro-4-methylbenzoic acid
• CAS No.: 350-28-7
• Molecular Formula: C8H7FO2
• Molecular Weight: 154.141
• Hs Code.: 29163990
• European Community (EC) Number: 206-498-8
• NSC Number: 56683
• DSSTox Substance ID: DTXSID50188529
• Nikkaji Number: J193.814B
• Wikidata: Q72474468
• Mol file: 350-28-7.mol

Synonyms:3-Fluoro-4-methylbenzoic acid;350-28-7;3-Fluoro-p-toluic acid;3-Fluoro-4-Methyl-Benzoic Acid;BENZOIC ACID, 3-FLUORO-4-METHYL-;MFCD00002490;EINECS 206-498-8;NSC56683;3-fluoro-tolic acid;3-fluoro4-methylbenzoic acid;SCHEMBL503345;3-Ffluoro-4-methylbenzoic acid;3-fluoro-4-methyl benzoic acid;DTXSID50188529;BBL100257;NSC 56683;NSC-56683;STL169011;3-Fluoro-4-methylbenzoic acid, 95%;AKOS001273036;AC-3978;BH-0441;CS-W001938;NCGC00338207-01;SY013052;AM20061092;F0552;FT-0615748;EN300-21709;AB00443495-03;J-019833;F2191-0051;Z104510124

Chemical Property of 3-Fluoro-4-methylbenzoic acid

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 0.00248mmHg at 25°C
• Melting Point: 169-171 °C(lit.)
• Boiling Point: 275.3 °C at 760 mmHg
• PKA: 4.03±0.10(Predicted)
• Flash Point: 120.3 °C
• PSA: 37.30000
• Density: 1.258 g/cm³
• LogP: 1.83230
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: soluble in Methanol
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 154.04300762
• Heavy Atom Count: 11
• Complexity: 158

Purity/Quality:

98% ^*data from raw suppliers

3-Fluoro-4-toluicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39-24/25-22-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=C(C=C(C=C1)C(=O)O)F
• Uses: 3-Fluoro-4-toluic Acid was used in the synthesis of cyclooxygenase selective and orally active antiinflammatory agents. It was also used to prepare benzamide derivatives as Bcr-Abl kinase inhibitors.

Technology Process of 3-Fluoro-4-methylbenzoic acid

There total 9 articles about 3-Fluoro-4-methylbenzoic 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: 100.0%

carbon dioxide (124-38-9,18923-20-1) + (3-fluoro-4-methylphenyl)magnesium bromide (185077-02-5) → 3-fluoro-4-methyl-benzoic acid (350-28-7)

Guidance literature:

carbon dioxide; (3-fluoro-4-methylphenyl)magnesium bromide; In tetrahydrofuran; at 20 ℃; under 3000.3 Torr; gas-liquid flow reactor assembly;

With polymer-supported sulfonic acid; In tetrahydrofuran;

DOI:10.1002/anie.201006618

Reference yield: 84.0%

2-fluoro-4-bromotoluene (51436-99-8) + carbon dioxide (124-38-9,18923-20-1) → 3-fluoro-4-methyl-benzoic acid (350-28-7)

Guidance literature:

carbon dioxide; With o-phenylenebis(diphenylphosphine); copper(II) acetate monohydrate; In 1,4-dioxane; at 65 ℃; for 0.333333h; Schlenk technique;

2-fluoro-4-bromotoluene; With palladium diacetate; triethylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; toluene; at 100 ℃; for 4h; Schlenk technique; Sealed tube;

DOI:10.1039/c8cc06820h

Reference yield: 84.0%

carbon monoxide (201230-82-2) + 2-fluoro-4-iodotoluene (39998-81-7) → 3-fluoro-4-methyl-benzoic acid (350-28-7)

Guidance literature:

With water; palladium diacetate; potassium carbonate; at 20 ℃; for 5h; under 760.051 Torr;

DOI:10.1055/s-0034-1380497

upstream raw materials:

4-methyl-3-nitrobenzoic acid

2-fluoro-1,4-dimethylbenzene

2-fluoro-4-bromotoluene

carbon dioxide

Downstream raw materials:

5-fluoro-4-methyl-2-nitrobenzoic acid

methyl 3-fluoro-4-methylbenzoate

3 -bromo-N-cyclopropyl-5-fluoro-4-methylbenzamide

N-cyclopropyl-3-fluoro-5-iodo-4-methylbenzamide

Refernces

• 1、 Paridala, Kumaraswamy,Lu, Sheng-Mei,Wang, Meng-Meng,Li, Can. "Tandem one-pot CO2 reduction by PMHS and silyloxycarbonylation of aryl/vinyl halides to access carboxylic acids". supporting information. p. 11574 - 11577. Retrieved 2018/10/31.
• 2、 Polyzos, Anastasios,O'Brien, Matthew,Petersen, Trine P.,Baxendale, Ian R.,Ley, Steven V.. "The Continuous-Flow Synthesis of Carboxylic Acids using CO2 in a Tube-In-Tube Gas Permeable Membrane Reactor". supporting information; experimental part. p. 1190 - 1193. Retrieved 2011/04/18.