5-Chloro-2-fluorobenzoic acid

Base Information

• Chemical Name: 5-Chloro-2-fluorobenzoic acid
• CAS No.: 394-30-9
• Molecular Formula: C7H4ClFO2
• Molecular Weight: 174.559
• Hs Code.: 2916399090
• European Community (EC) Number: 630-038-9
• DSSTox Substance ID: DTXSID60371425
• Nikkaji Number: J766.759K
• Wikidata: Q72450552
• Mol file: 394-30-9.mol

Synonyms:5-Chloro-2-fluorobenzoic acid;394-30-9;2-fluoro-5-chlorobenzoic acid;Benzoic acid, 5-chloro-2-fluoro-;5-chloro-2-fluoro-benzoic Acid;MFCD00665762;SCHEMBL283203;5-Chloro-2- fluorobenzoic acid;DTXSID60371425;WGAVMKXCDMQVNF-UHFFFAOYSA-N;BBL100255;STL169010;5-Chloro-2-fluorobenzoic acid, 97%;AKOS001274850;AB06694;BS-3949;CS-W002658;NCGC00337407-01;SY017058;A6598;AM20100040;C2094;FT-0620242;EN300-21731;AB01329667-02;W-202625;Z107365798

Chemical Property of 5-Chloro-2-fluorobenzoic acid

Chemical Property:

• Appearance/Colour: White crystaline powder
• Vapor Pressure: 0.00257mmHg at 25°C
• Melting Point: 152-157 °C(lit.)
• Boiling Point: 274.7 °C at 760 mmHg
• PKA: 2.90±0.10(Predicted)
• Flash Point: 120 °C
• PSA: 37.30000
• Density: 1.477 g/cm³
• LogP: 2.17730
• Storage Temp.: Refrigerator
• Solubility.: DMSO, 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

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

Safty Information:

• Pictogram(s): Xi, Xn
• Hazard Codes: Xi,Xn
• Statements: 36-37/38-36/37/38-20/21/22
• Safety Statements: 22-24/25-37-26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=C(C=C1Cl)C(=O)O)F
• Uses: 5-Chloro-2-fluorobenzoic Acid (cas# 394-30-9) is a compound useful in organic synthesis.

Technology Process of 5-Chloro-2-fluorobenzoic acid

There total 8 articles about 5-Chloro-2-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: 74.0%

carbon dioxide (124-38-9,18923-20-1) + 1-Chloro-4-fluorobenzene (352-33-0) → 5-chloro-2-fluorobenzoic acid (394-30-9)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane; cyclohexane; at -50 ℃; Flow reactor;

DOI:10.1021/op500213j

Reference yield:

anthranilic acid (118-92-3,159201-01-1,50816-84-7,80206-34-4,104809-47-4) → 5-chloro-2-fluorobenzoic acid (394-30-9)

Guidance literature:

Multi-step reaction with 2 steps

1: SO₂Cl₂ / diethyl ether

2: aq. NaNO₂, HBF₄

With tetrafluoroboric acid; sulfuryl dichloride; sodium nitrite; In diethyl ether;

DOI:10.1021/jo01062a067

Reference yield:

5-chloroanthranilic acid (635-21-2) → 5-chloro-2-fluorobenzoic acid (394-30-9)

Guidance literature:

With tetrafluoroboric acid; sodium nitrite;

DOI:10.1021/jo01062a067

upstream raw materials:

5-chloro-2-fluorotoluene

carbon dioxide

1-Chloro-4-fluorobenzene

5-chloroanthranilic acid

Downstream raw materials:

5-chloro-2-fluoro-benzoyl chloride

5-(5-chloro-2-fluoro-phenyl)-3-chloromethyl-[1,2,4]oxadiazole

methyl 5-chloro-2-fluorobenzoatone

C₁₂H₇ClFN₃

Refernces

• 1、 Mongin, Florence,Schlosser, Manfred. "Regioselective ortho-lithiation of chloro and bromo substituted fluoroarenes". . p. 6551 - 6554. Retrieved 2007/10/03.
• 2、 Gschwend,Hamdan. "Synthetic approaches to 9-chloro-7-(o-fluorophenyl)-5H-dibenz[c,e]azepine". . p. 3652 - 3657. Retrieved 2007/10/02.