2,4,5-Trifluoro-3-hydroxybenzoic acid methyl ester

Base Information

• Chemical Name: 2,4,5-Trifluoro-3-hydroxybenzoic acid methyl ester
• CAS No.: 137234-92-5
• Molecular Formula: C8H5F3O3
• Molecular Weight: 206.121
• Hs Code.: 2918290090
• DSSTox Substance ID: DTXSID90454275
• Wikidata: Q82275707
• Mol file: 137234-92-5.mol

Synonyms:137234-92-5;Methyl 2,4,5-trifluoro-3-hydroxybenzoate;2,4,5-Trifluoro-3-hydroxybenzoic acid methyl ester;SCHEMBL6644948;DTXSID90454275;RGYDATSCTAJHIZ-UHFFFAOYSA-N;AKOS009513135;Methyl2,4,5-trifluoro-3-hydroxybenzoate;BS-20812;methyl 3-hydroxy-2,4,5-trifluorobenzoate;FT-0770305;3-hydroxy-2,4,5-trifluorobenzoic acid methyl ester

Chemical Property of 2,4,5-Trifluoro-3-hydroxybenzoic acid methyl ester

Chemical Property:

• Vapor Pressure: 0.003mmHg at 25°C
• Boiling Point: 277.167°C at 760 mmHg
• Flash Point: 121.426°C
• PSA: 46.53000
• Density: 1.489g/cm³
• LogP: 1.59610
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 206.01907850
• Heavy Atom Count: 14
• Complexity: 224

Purity/Quality:

≥99% ^*data from raw suppliers

Methyl2,4,5-trifluoro-3-hydroxybenzoate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC(=C(C(=C1F)O)F)F

Technology Process of 2,4,5-Trifluoro-3-hydroxybenzoic acid methyl ester

There total 7 articles about 2,4,5-Trifluoro-3-hydroxybenzoic acid methyl ester 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: 91.0%

2,4,5-trifluoro-3-hydroxybenzoic acid (116751-24-7) + carbonic acid dimethyl ester (616-38-6) + methyl 3-methoxy-2,4,5-trifluorobenzoate (136897-64-8) → 2,4,5-trifluoro-3-hydroxybenzoic acid methyl ester (137234-92-5)

Guidance literature:

With potassium iodide; In N,N-dimethyl acetamide; water;

Reference yield: 80.0%

tri-n-butyl(vinyl)tin (7486-35-3) + 2,4,5-Trifluoro-3-trifluoromethanesulfonyloxy-benzoic acid methyl ester (147425-21-6) → 2,4,5-trifluoro-3-hydroxybenzoic acid methyl ester (137234-92-5) + 2,4,5-Trifluoro-3-vinyl-benzoic acid methyl ester (137235-02-0)

Guidance literature:

With 2,6-di-tert-butyl-4-methyl-phenol; lithium chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; for 12h; Heating;

DOI:10.1016/S0040-4039(00)60567-1

Reference yield: 79.0%

methanol (67-56-1) + 2,4,5-trifluoro-3-hydroxybenzoic acid (116751-24-7) → 2,4,5-trifluoro-3-hydroxybenzoic acid methyl ester (137234-92-5)

Guidance literature:

sulfuric acid; at 70 ℃; for 18h; Sealed tube; Heating / reflux;

upstream raw materials:

methanol

2,4,5-Trifluoro-3-hydroxy-benzoyl chloride

tri-n-butyl(vinyl)tin

2,4,5-Trifluoro-3-trifluoromethanesulfonyloxy-benzoic acid methyl ester

Downstream raw materials:

3-tert-butoxycarbonylmethoxy-2,4,5-trifluorobenzoic acid methyl ester

C₁₁H₇F₃N₂O₃S

C₂₉H₂₅F₃N₂O₉S₂

C₂₈H₂₃F₃N₂O₉S₂

Refernces

• 1、 -. "Antibacterial agents". . . Retrieved 2008/06/13.
• 2、 Turner, William R.,Suto, Mark J.. "3-Ethenyl, 3-Ethynyl, 3-Aryl, and 3-Cyclopropyl-2,4,5-Trifluorobenzoic Acids: Useful Intermediates In The Synthesis Of Quinolone Antibacterials". . p. 281 - 284. Retrieved 2007/10/02.