2,4,5-Trifluoro-3-methoxybenzoyl chloride

Base Information

• Chemical Name: 2,4,5-Trifluoro-3-methoxybenzoyl chloride
• CAS No.: 112811-66-2
• Molecular Formula: C8H4ClF3O2
• Molecular Weight: 224.567
• Hs Code.: 2918990090
• European Community (EC) Number: 629-469-5
• DSSTox Substance ID: DTXSID90379494
• Nikkaji Number: J1.630.038A
• Wikidata: Q72511329
• Mol file: 112811-66-2.mol

Synonyms:2,4,5-Trifluoro-3-methoxybenzoyl chloride;112811-66-2;3-methoxy-2,4,5-trifluorobenzoyl chloride;C8H4ClF3O2;2,4,5-trifluoro-3-methoxy-benzoyl chloride;Benzoyl chloride, 2,4,5-trifluoro-3-methoxy-;2,4,5-Trifluoro-3-me;SCHEMBL605762;DTXSID90379494;JVQSZTJTWSUJCR-UHFFFAOYSA-N;BCP29608;MFCD02682012;AKOS015889782;2,4,5-trifluoro-3-methoxybenzoylchloride;PS-10683;FT-0609799;2,4,5-Trifluoro-3-methoxybenzoyl chloride, 97%;A802658;A802659;J-507053;F2167-2338;3-Methoxy-2,4,5-trifluorobenzoyl chloride;Benzoyl chloride,2,4,5-trifluoro-3-methoxy-;1187318-54-2

Chemical Property of 2,4,5-Trifluoro-3-methoxybenzoyl chloride

Chemical Property:

• Vapor Pressure: 0.0704mmHg at 25°C
• Refractive Index: n20/D 1.503(lit.)
• Boiling Point: 229.2 °C at 760 mmHg
• Flash Point: 94.6 °C
• PSA: 26.30000
• Density: 1.472 g/cm³
• LogP: 2.49150
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 223.9851915
• Heavy Atom Count: 14
• Complexity: 227

Purity/Quality:

99% ^*data from raw suppliers

2,4,5-Trifluoro-3-methoxybenzoyl chloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34-36/37/38-20/21/22-14-29
• Safety Statements: 26-36/37/39-45-24/25-23-8-30

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C(=CC(=C1F)F)C(=O)Cl)F

Technology Process of 2,4,5-Trifluoro-3-methoxybenzoyl chloride

There total 9 articles about 2,4,5-Trifluoro-3-methoxybenzoyl chloride 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%

3-methoxy-2,4,5-trifluorobenzoic acid (112811-65-1) → 2,4,5-trifluoro-3-methoxybenzoyl chloride (112811-66-2)

Guidance literature:

With thionyl chloride; for 2h; Reflux;

DOI:10.1016/j.cclet.2013.04.047

Reference yield:

oxalyl dichloride (79-37-8) + 3-methoxy-2,4,5-trifluorobenzoic acid (112811-65-1) → 2,4,5-trifluoro-3-methoxybenzoyl chloride (112811-66-2)

Guidance literature:

With N,N-dimethyl-formamide; In dichloromethane; at 20 ℃; for 24h;

Reference yield:

methyl 3-methoxy-2,4,5-trifluorobenzoate (136897-64-8) → 2,4,5-trifluoro-3-methoxybenzoyl chloride (112811-66-2)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. NaOH / methanol

2: (COCl)2; DMF / CH₂Cl₂

With sodium hydroxide; oxalyl dichloride; N,N-dimethyl-formamide; In methanol; dichloromethane;

DOI:10.1021/jm0497895

upstream raw materials:

3-methoxy-2,4,5-trifluorobenzoic acid

methyl 3-methoxy-2,4,5-trifluorobenzoate

oxalyl dichloride

2,4,5-trifluoro-3-methoxy-benzamide

Downstream raw materials:

ethyl (2Z)-3-ethoxy-2-(2,4,5-trifluoro-3-methoxybenzoyl)acrylate

6,7-difluoro-1-(4-hydroxy-phenyl)-8-methoxy-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester

Refernces

• 1、 Chepyala, Naveenkumar R.,Durgi, Rajashaker R.,Tatini, Lakshmi K.,Subbaraju, Gottumukkala V.,Hindupur, Rama M.,Dhanvada, Muralimohan R.. "Quinolone dimers as potential antibacterial agents". . p. 637 - 643. Retrieved 2011.
• 2、 -. "Preparation method of 2,4,5-trifluoro-3-methoxybenzoyl chloride and intermediate thereof". Paragraph 0045; 0047; 0065-0094. . Retrieved 2020/07/02.
• 3、 -. "Synthesis method of gatifloxacin cyclic ester". Paragraph 0031; 0039; 0042; 0045; 0048; 0051; 0054;0072-0075. . Retrieved 2019/11/04.