2-Chloro-5-fluorobenzoic acid

Base Information

• Chemical Name: 2-Chloro-5-fluorobenzoic acid
• CAS No.: 2252-50-8
• Molecular Formula: C7H4ClFO2
• Molecular Weight: 174.559
• Hs Code.: 29163990
• European Community (EC) Number: 630-275-8
• NSC Number: 190631
• DSSTox Substance ID: DTXSID40307282
• Nikkaji Number: J2.555.093E
• Wikidata: Q72450547
• Mol file: 2252-50-8.mol

Synonyms:2-Chloro-5-fluorobenzoic acid;2252-50-8;2-Chloro-5-fluorobenzoicacid;2-chloro-5-fluoro-benzoic acid;2-chloro-5-fluoro benzoic acid;MFCD00156967;NSC190631;SCHEMBL786240;DTXSID40307282;STK802600;AKOS005259289;AB04161;AC-3929;AM62233;BS-3947;CS-W002454;NSC 190631;NSC-190631;NCGC00330744-01;SY019215;2-Chloro-5-fluorobenzoic acid, AldrichCPR;A4822;C2088;FT-0634168;EN300-117645;AB01325247-02;Z1201619425

Chemical Property of 2-Chloro-5-fluorobenzoic acid

Chemical Property:

• Appearance/Colour: white crystalline powder
• Vapor Pressure: 0.00249mmHg at 25°C
• Melting Point: 147-149 °C
• Boiling Point: 275.3 °C at 760 mmHg
• PKA: 2.54±0.25(Predicted)
• Flash Point: 120.3 °C
• PSA: 37.30000
• Density: 1.477 g/cm³
• LogP: 2.17730
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: soluble in Methanol
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 173.9883852
• Heavy Atom Count: 11
• Complexity: 163

Purity/Quality:

99% ^*data from raw suppliers

2-Chloro-5-fluorobenzoic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 22-36/37/38
• Safety Statements: 22-24/25-37-26

MSDS Files:

Useful:

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

Technology Process of 2-Chloro-5-fluorobenzoic acid

There total 7 articles about 2-Chloro-5-fluorobenzoic 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: 60.0%

4-bromo-2-chloro-5-fluorobenzoic acid (177480-81-8) → 3-fluorobenzoic acid (455-38-9) + 2-chloro-5-fluoro-benzoic acid (2252-50-8)

Guidance literature:

With triethanolamine; C₃₃H₂₁IrN₃O₉S₃^(3-); In water; for 6h; Alkaline conditions; Inert atmosphere; Irradiation;

DOI:10.1039/c9sc04584h

Reference yield: 55.0%

4-bromo-2-chloro-5-fluorobenzoic acid (177480-81-8) → 2-chloro-5-fluoro-benzoic acid (2252-50-8)

Guidance literature:

With triethanolamine; C₃₃H₂₁IrN₃O₉S₃^(3-); In water; for 30h; Alkaline conditions; Inert atmosphere; Irradiation;

DOI:10.1039/c9sc04584h

Reference yield:

2-chloro-5-nitrobenzoic acid (2516-96-3) → 2-chloro-5-fluoro-benzoic acid (2252-50-8)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / Pd-C / acetic acid

2: aq. NaNO₂, HBF₄

With tetrafluoroboric acid; hydrogen; sodium nitrite; palladium on activated charcoal; In acetic acid;

DOI:10.1021/jo01062a067

upstream raw materials:

carbon dioxide

1-Chloro-4-fluorobenzene

2-chloro-5-aminobenzoic acid

2-chloro-5-nitrobenzoic acid

Downstream raw materials:

5-butoxy-2-chlorobenzoic acid

Refernces

• 1、 Mongin, Florence,Schlosser, Manfred. "Regioselective ortho-lithiation of chloro and bromo substituted fluoroarenes". . p. 6551 - 6554. Retrieved 2007/10/03.