2,4-Difluoro-3-methoxybenzoic acid

Base Information

• Chemical Name: 2,4-Difluoro-3-methoxybenzoic acid
• CAS No.: 178974-97-5
• Molecular Formula: C8H6F2O3
• Molecular Weight: 188.131
• Hs Code.: 2918990090
• European Community (EC) Number: 681-570-3
• DSSTox Substance ID: DTXSID90396323
• Wikidata: Q72463203
• Mol file: 178974-97-5.mol

Synonyms:2,4-Difluoro-3-methoxybenzoic acid;178974-97-5;2,4-difluoro-3-methoxylbenzoic acid;2,4-Difluoro-3-methoxy benzoic acid;SCHEMBL606872;DTXSID90396323;KWLIGHXPUYUTBH-UHFFFAOYSA-N;2,4-Difluoro-3-methoxybenzoicacid;3-Methoxy-2,4-difluorobenzoic acid;MFCD02258905;AKOS006344924;AC-3954;AM84627;Benzoic acid, 2,4-difluoro-3-methoxy-;AS-33126;D5309;FT-0643729;A19997;EN300-156344;J-011417;Z1201621729

Chemical Property of 2,4-Difluoro-3-methoxybenzoic acid

Chemical Property:

• Vapor Pressure: 0.000557mmHg at 25°C
• Melting Point: 193-195 °C
• Refractive Index: 1.504
• Boiling Point: 298.7 °C at 760 mmHg
• PKA: 3.09±0.10(Predicted)
• Flash Point: 134.5 °C
• PSA: 46.53000
• Density: 1.399 g/cm₃
• LogP: 1.67160
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: Insoluble in water.
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 188.02850037
• Heavy Atom Count: 13
• Complexity: 198

Purity/Quality:

2,4-Difluoro-3-methoxybenzoic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=CC(=C1F)C(=O)O)F
• Uses: 2,4-Difluoro-3-methoxybenzoic acid is used as a pharmaceutical intermediate.

Technology Process of 2,4-Difluoro-3-methoxybenzoic acid

There total 6 articles about 2,4-Difluoro-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: 51.0%

carbon dioxide (124-38-9,18923-20-1) + 2,6-difluorophenol (28177-48-2) + methyl iodide (74-88-4) → 2,4-difluoro-3-methoxy-benzoic acid (178974-97-5)

Guidance literature:

2,6-difluorophenol; methyl iodide; With potassium carbonate; In N,N-dimethyl-formamide; at 50 ℃;

carbon dioxide; With n-butyllithium; In tetrahydrofuran; at -78 ℃;

DOI:10.1021/jo061799l

Reference yield:

carbon dioxide (124-38-9,18923-20-1) + 1,3-difluoro-2-methoxybenzene (437-82-1) → 2,4-difluoro-3-methoxy-benzoic acid (178974-97-5)

Guidance literature:

1,3-difluoro-2-methoxybenzene; With lithium diisopropyl amide; In tetrahydrofuran; hexanes; at -78 ℃; for 0.5h;

carbon dioxide; In tetrahydrofuran; hexanes; at -78 - -20 ℃; for 0.5h;

With hydrogenchloride; water; In tetrahydrofuran; hexanes; pH=~ 2;

Reference yield:

3-Methoxy-2,4-difluoro-bromobenzene (221221-00-7) → 2,4-difluoro-3-methoxy-benzoic acid (178974-97-5)

Guidance literature:

upstream raw materials:

carbon dioxide

2,6-difluorophenol

methyl iodide

3-Methoxy-2,4-difluoro-bromobenzene

Downstream raw materials:

2,4-difluoro-3-methoxybenzamide

ethyl 2-(2,4-difluoro-3-methoxybenzoyl)-3-cyclopropylaminoacrylate

ethyl cyclopropyl-4-oxo-7-fluoro-8-methoxy-1,4-dihydroquinolin-3-carboxylate

1-cyclopropyl-1,4-dihydro-7-fluoro-8-methoxy-4-oxo-quinoline-3-carboxylic acid

Refernces

• 1、 -. "8-METHOXY-9H-ISOTHIAZOLO[5,4-B]QUINOLINE-3,4-DIONES AND RELATED COMPOUNDS AS ANTI-INFECTIVE AGENTS". Page/Page column 65-66. . Retrieved 2010/11/25.
• 2、 -. "Process for making certain benzoic acid compounds". Page column 12. . Retrieved 2010/01/30.