2-Chloro-4-fluoro-3-methylbenzoic acid

Base Information

• Chemical Name: 2-Chloro-4-fluoro-3-methylbenzoic acid
• CAS No.: 173315-54-3
• Molecular Formula: C8H6ClFO2
• Molecular Weight: 188.586
• Hs Code.: 2916399090
• DSSTox Substance ID: DTXSID701282167
• Wikidata: Q106902646
• Mol file: 173315-54-3.mol

Synonyms:2-chloro-4-fluoro-3-methylbenzoic acid;173315-54-3;Benzoic acid, 2-chloro-4-fluoro-3-methyl-;MFCD11846444;2-chloro-4-fluoro-3-methyl-benzoic Acid;SCHEMBL105995;AMY8887;DBMUFFHLBXKTDM-UHFFFAOYSA-N;DTXSID701282167;AKOS024438282;2-Chloro-4-fluoro-3-methylbenzoicAcid;2-chloro-3-methyl-4-fluoro-benzoic acid;2-Chloro-4-fluoro-3-methyl benzoic acid;AS-33371;SY240149;CS-0153673;EN300-761793;A881783;Z1255416559

Chemical Property of 2-Chloro-4-fluoro-3-methylbenzoic acid

Chemical Property:

• Melting Point: 186-189℃
• Boiling Point: 284.6±35.0 °C(Predicted)
• PKA: 2.99±0.28(Predicted)
• PSA: 37.30000
• Density: 1.403±0.06 g/cm3(Predicted)
• LogP: 2.48570
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 188.0040353
• Heavy Atom Count: 12
• Complexity: 186

Purity/Quality:

98% ^*data from raw suppliers

2-Chloro-4-fluoro-3-methylbenzoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C=CC(=C1Cl)C(=O)O)F
• Uses: It is used in the synthesis and Antibacterial Evaluation of 6-Amino-8-methylquinolones.

Technology Process of 2-Chloro-4-fluoro-3-methylbenzoic acid

There total 3 articles about 2-Chloro-4-fluoro-3-methylbenzoic 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: 63.9%

1-(2-chloro-4-fluoro-3-methylphenyl)ethanone → 2-chloro-4-fluoro-3-methylbenzoic acid (173315-54-3)

Guidance literature:

With bromine; sodium hydroxide; In 1,4-dioxane; water; at 0 - 20 ℃; for 1.5h;

DOI:10.1016/j.ejmech.2016.04.032

Reference yield:

2-chloro-6-fluorotoluene (443-83-4) → 2-chloro-4-fluoro-3-methylbenzoic acid (173315-54-3)

Guidance literature:

Multi-step reaction with 2 steps

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

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

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

DOI:10.1016/j.ejmech.2016.04.032

Reference yield:

2-chloro-6-fluorotoluene (443-83-4) + acetyl chloride (75-36-5) → 2-chloro-4-fluoro-3-methylbenzoic acid (173315-54-3)

Guidance literature:

With sodium hydroxide; aluminium trichloride; bromine; Yield given. Multistep reaction; 1.) a) 40 deg C, b) RT, 2 h, 2.) H₂O, dioxane, RT, 1 h;

DOI:10.1021/jm950558v

upstream raw materials:

2-chloro-6-fluorotoluene

acetyl chloride

Refernces

• 1、 Li, Dong-Dong,Chen, Wei-Lin,Xu, Xiao-Li,Jiang, Fen,Wang, Lei,Xie, Yi-Yue,Zhang, Xiao-Jin,Guo, Xiao-Ke,You, Qi-Dong,Sun, Hao-Peng. "Structure-based design and synthesis of small molecular inhibitors disturbing the interaction of MLL1-WDR5". supporting information. p. 1 - 8. Retrieved 2016/05/10.
• 2、 Cecchetti, Violetta,Fravolini, Arnaldo,Lorenzini, Maria Cristina,Tabarrini, Oriana,Terni, Patrizia,Xin, Tao. "Studies on 6-aminoquinolones: Synthesis and antibacterial evaluation of 6-amino-8-methylquinolones". . p. 436 - 445. Retrieved 2007/10/03.