Methyl 4-chloro-2-fluorobenzoate

Base Information

• Chemical Name: Methyl 4-chloro-2-fluorobenzoate
• CAS No.: 148893-72-5
• Molecular Formula: C₈H₆ClFO₂
• Molecular Weight: 188.586
• Hs Code.: 2916399090
• European Community (EC) Number: 673-938-7
• DSSTox Substance ID: DTXSID00374930
• Nikkaji Number: J734.070B
• Wikidata: Q82163500
• Mol file: 148893-72-5.mol

Synonyms:Methyl 4-chloro-2-fluorobenzoate;148893-72-5;methyl4-chloro-2-fluorobenzoate;4-Chloro-2-fluoro-benzoic acid methyl ester;Benzoic acid, 4-chloro-2-fluoro-, methyl ester;MFCD04038392;SCHEMBL1350185;DTXSID00374930;FBSXNLLHWUMFEW-UHFFFAOYSA-N;AKOS005215811;PS-8433;SY037166;2-Fluoro-4-chlorobenzoic acid methyl ester;4-chloro-2-fluorobenzoic acid methyl ester;A3263;CS-0065296;J-008531;J-514938

Chemical Property of Methyl 4-chloro-2-fluorobenzoate

Chemical Property:

• Vapor Pressure: 0.0736mmHg at 25°C
• Refractive Index: 1.51
• Boiling Point: 228.4 °C at 760 mmHg
• Flash Point: 96.1 °C
• PSA: 26.30000
• Density: 1.314 g/cm³
• LogP: 2.26570
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 188.0040353
• Heavy Atom Count: 12
• Complexity: 174

Purity/Quality:

98% ^*data from raw suppliers

Methyl4-chloro-2-fluorobenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=C(C=C(C=C1)Cl)F

Technology Process of Methyl 4-chloro-2-fluorobenzoate

There total 6 articles about Methyl 4-chloro-2-fluorobenzoate 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: 82.9%

methanol (67-56-1) + 4-chloro-2-fluorobenzoic acid (446-30-0) → 4-chloro-2-fluorobenzoic acid methyl ester (148893-72-5)

Guidance literature:

With thionyl chloride; at 0 - 60 ℃; for 2h;

Reference yield: 64.0%

methanol (67-56-1) + carbon monoxide (201230-82-2) + 1,4-dichloro-2-fluorobenzene (348-59-4) → 1,4-dimethyl 2-fluorobenzene-1,4-dicarboxylate (5292-47-7) + 4-chloro-2-fluorobenzoic acid methyl ester (148893-72-5)

Guidance literature:

carbon monoxide; 1,4-dichloro-2-fluorobenzene; With potassium carbonate; In methanol; for 0.5h; under 760.051 Torr;

methanol; With potassium tetracarbonylcobaltate; at 61 ℃; chemoselective reaction; Further stages;

DOI:10.1016/j.jfluchem.2009.10.010

Reference yield: 27.0%

methyl 4-chloro-2-nitrobenzoate (42087-80-9) → 3-Nitrochlorobenzene (121-73-3) + 4-chloro-2-fluorobenzoic acid methyl ester (148893-72-5)

Guidance literature:

With potassium fluoride; tetraphenylphosphonium bromide; In sulfolane; at 220 ℃; for 0.5h; Product distribution; other chloronitroaromatic compounds, other reagents and solvents, var. temp. and time;

DOI:10.1016/S0022-1139(00)80394-2

upstream raw materials:

methyl 4-chloro-2-nitrobenzoate

methanol

carbon monoxide

1,4-dichloro-2-fluorobenzene

Downstream raw materials:

3-(4-chloro-2-fluorophenyl)-3-oxopropanenitrile

methyl 4-cyano-2-fluorobenzoate

4-ethyl-2-fluorobenzoic acid

Refernces

• 1、 -. "Aminoheteroaryl benzamides as kinase inhibitors". . . Retrieved 2016/02/15.
• 2、 Beaumont, Andrew J.,Clark, James H.,Boechat, Nubia A.. "Selective fluorodenitration of chloronitroaromatics". . p. 25 - 30. Retrieved 2007/10/02.