2-Chloro-4-fluoro-3-methyl-5-nitrobenzoic acid

Base Information

• Chemical Name: 2-Chloro-4-fluoro-3-methyl-5-nitrobenzoic acid
• CAS No.: 173315-56-5
• Molecular Formula: C₈H₅ClFNO₄
• Molecular Weight: 233.583
• DSSTox Substance ID: DTXSID201249269
• Mol file: 173315-56-5.mol

Synonyms:2-chloro-4-fluoro-3-methyl-5-nitrobenzoic acid;173315-56-5;2-chloro-4-fluoro-3-methyl-5-nitro-benzoic Acid;SCHEMBL9898314;VXVDKJNGNAJVGQ-UHFFFAOYSA-N;DTXSID201249269;YGA31556;MFCD23162137;SB75209;AS-67078;CS-0037508;2-chloro-4-fluoro-3-methyl-5-nitrobenzoicacid;W12087;2-Chloro-3-methyl-4-fluoro-5-nitro-benzoic acid

Chemical Property of 2-Chloro-4-fluoro-3-methyl-5-nitrobenzoic acid

Chemical Property:

• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 232.9891135
• Heavy Atom Count: 15
• Complexity: 282

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=C(C(=CC(=C1F)[N+](=O)[O-])C(=O)O)Cl

Technology Process of 2-Chloro-4-fluoro-3-methyl-5-nitrobenzoic acid

There total 4 articles about 2-Chloro-4-fluoro-3-methyl-5-nitrobenzoic 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: 100.0%

2-chloro-4-fluoro-3-methylbenzoic acid (173315-54-3) → 2-chloro-4-fluoro-3-methyl-5-nitrobenzoic acid (173315-56-5)

Guidance literature:

With sulfuric acid; nitric acid; In water; at 0 ℃; for 2h;

Reference yield:

2-chloro-6-fluorotoluene (443-83-4) → 2-chloro-4-fluoro-3-methyl-5-nitrobenzoic acid (173315-56-5)

Guidance literature:

Multi-step reaction with 3 steps

1: aluminum (III) chloride / dichloromethane / 2 h / 20 °C

2: bromine; sodium hydroxide / water; 1,4-dioxane / 1.5 h / 0 - 20 °C

3: sulfuric acid; nitric acid / 3 h / 20 °C / Cooling with ice

With aluminum (III) chloride; sulfuric acid; bromine; nitric acid; sodium hydroxide; In 1,4-dioxane; dichloromethane; water; 1: |Friedel-Crafts Acylation;

DOI:10.1016/j.ejmech.2016.04.032

Reference yield:

1-(2-chloro-4-fluoro-3-methylphenyl)ethanone → 2-chloro-4-fluoro-3-methyl-5-nitrobenzoic acid (173315-56-5)

Guidance literature:

Multi-step reaction with 2 steps

1: bromine; sodium hydroxide / water; 1,4-dioxane / 1.5 h / 0 - 20 °C

2: sulfuric acid; nitric acid / 3 h / 20 °C / Cooling with ice

With sulfuric acid; bromine; nitric acid; sodium hydroxide; In 1,4-dioxane; water;

DOI:10.1016/j.ejmech.2016.04.032

upstream raw materials:

2-chloro-6-fluorotoluene

acetyl chloride

2-chloro-4-fluoro-3-methylbenzoic acid

Downstream raw materials:

2-chloro-4-fluoro-3-methyl-5-nitrobenzoyl chloride

ethyl 2-(2-chloro-4-fluoro-3-methyl-5-nitrobenzoyl)-3-(dimethylamino)acrylate

7-Fluoro-1-(4-fluoro-phenyl)-8-methyl-6-nitro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester

7-Fluoro-1-(4-methoxy-phenyl)-8-methyl-6-nitro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester