4-Fluoro-2-methylbenzoic acid

Base Information

• Chemical Name: 4-Fluoro-2-methylbenzoic acid
• CAS No.: 321-21-1
• Molecular Formula: C8H7FO2
• Molecular Weight: 154.141
• Hs Code.: 29163990
• European Community (EC) Number: 627-694-3
• DSSTox Substance ID: DTXSID40397486
• Nikkaji Number: J855.111A
• Wikidata: Q72474483
• Mol file: 321-21-1.mol

Synonyms:4-Fluoro-2-methylbenzoic acid;321-21-1;4-Fluoro-o-toluic Acid;2-methyl-4-fluorobenzoic acid;Benzoic acid, 4-fluoro-2-methyl-;MFCD04115880;4-Fluoro-2-methylbenzoicacid;4-fluoro-2-methyl-benzoic Acid;SCHEMBL543572;4-Fluoro-2-methyl benzoic acid;DTXSID40397486;KDXOONIQRUZGSY-UHFFFAOYSA-N;BCP24604;CK2191;4-Fluoro-2-methylbenzoic acid, 95%;AKOS005063937;AC-3980;FS-2198;SY006136;A1634;AM20061239;CS-0020153;F0559;FT-0631950;EN300-105632;AE-562/43053313;J-018641;J-515345;Z732710370

Chemical Property of 4-Fluoro-2-methylbenzoic acid

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 4.49mmHg at 25°C
• Melting Point: 168-172 °C(lit.)
• Refractive Index: 1.471
• Boiling Point: 265.6 °C at 760 mmHg
• PKA: 3.86±0.25(Predicted)
• Flash Point: 114.5 °C
• PSA: 37.30000
• Density: 1.258 g/cm³
• LogP: 1.83230
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: Insoluble in water
• 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:

99% ^*data from raw suppliers

4-Fluoro-2-methylbenzoic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xn,Xi
• Statements: 22-41
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C=CC(=C1)F)C(=O)O

Technology Process of 4-Fluoro-2-methylbenzoic acid

There total 18 articles about 4-Fluoro-2-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: 73.0%

carbon dioxide (124-38-9,18923-20-1) + C9H11FSi → 4-fluoro-2-methylbenzoic acid (321-21-1)

Guidance literature:

carbon dioxide; With bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; 1,3-bis-(2,6-diisopropylphenyl)-imidazol-2-ylidene; In 1,3,5-trimethyl-benzene; at 20 ℃; for 0.166667h; under 760.051 Torr; Schlenk technique;

C₉H₁₁FSi; In 1,3,5-trimethyl-benzene; at 160 ℃; for 20h; Schlenk technique;

DOI:10.1246/cl.171211

Reference yield: 64.0%

4-Fluorobenzoic acid (456-22-4) + methyl iodide (74-88-4) → 4-fluoro-3-methyl-benzoic acid (403-15-6) + 4-fluoro-2-methylbenzoic acid (321-21-1)

Guidance literature:

With N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; In tetrahydrofuran; 1.) -90 deg C, 30 min, 2.) -78 deg C;

Reference yield: 61.0%

2-Bromo-5-fluorotoluene (452-63-1) + carbon dioxide (124-38-9,18923-20-1) → 4-fluoro-2-methylbenzoic acid (321-21-1)

Guidance literature:

2-Bromo-5-fluorotoluene; With n-butyllithium; In diethyl ether; hexane; at -78 ℃; for 0.0833333h;

carbon dioxide; In diethyl ether; hexane; at 0 - 20 ℃; for 16h; pH=2;

upstream raw materials:

1-(4-fluoro-2-methylphenyl)ethanone

4-Fluorobenzoic acid

methyl iodide

4-chloro-2-methylbenzoic acid

Downstream raw materials:

5-(chlorosulfonyl)-4-fluoro-2-methylbenzoic acid

4-fluoro-2-methyl benzoic acid methyl ester

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

4-fluoro-2-methylbenzamide