4-Fluoro-3-iodobenzoic acid

Base Information

• Chemical Name: 4-Fluoro-3-iodobenzoic acid
• CAS No.: 403-18-9
• Molecular Formula: C7H4FIO2
• Molecular Weight: 266.01
• Hs Code.: 2916310090
• DSSTox Substance ID: DTXSID00274507
• Nikkaji Number: J743.723D
• Wikidata: Q72483626
• Mol file: 403-18-9.mol

Synonyms:4-fluoro-3-iodobenzoic acid;403-18-9;Benzoic acid, 4-fluoro-3-iodo-;3-iodo-4-fluorobenzoic acid;4-fluoro-3-iodo-benzoic Acid;BUTTPARK 122;4-fluoro-3-iodobenzoicacid;SCHEMBL7756184;DTXSID00274507;IKSOHJRYPQRTLQ-UHFFFAOYSA-N;BCP26635;MFCD03788556;AKOS015919932;CS-W014591;PS-7330;4-fluoro-3-iodobenzoic acid, AldrichCPR;AM20050091;FT-0715580;A20338;EN300-107765;J-515371;Z1269207858

Chemical Property of 4-Fluoro-3-iodobenzoic acid

Chemical Property:

• Vapor Pressure: 3.59E-05mmHg at 25°C
• Melting Point: 176.6-177
• Boiling Point: 339.3oC at 760 mmHg
• PKA: 3.79±0.10(Predicted)
• Flash Point: 159oC
• PSA: 37.30000
• Density: 2.074g/cm3
• LogP: 2.12850
• Storage Temp.: 2-8°C(protect from light)
• Sensitive.: Light Sensitive
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 265.92401
• Heavy Atom Count: 11
• Complexity: 163

Purity/Quality:

99%, ^*data from raw suppliers

4-Fluoro-3-iodobenzoicacid ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi,T
• Statements: 25
• Safety Statements: 45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1C(=O)O)I)F

Technology Process of 4-Fluoro-3-iodobenzoic acid

There total 6 articles about 4-Fluoro-3-iodobenzoic 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: 86.0%

3-amino-4-fluorobenzoic acid (2365-85-7) → 3-iodo-4-fluorobenzoic acid (403-18-9)

Guidance literature:

3-amino-4-fluorobenzoic acid; With hydrogenchloride; sodium nitrite; In water; at -15 - -10 ℃; for 0.5h;

With potassium iodide; In water; at -5 - 20 ℃; for 3h;

DOI:10.1021/ml500423v

Reference yield: 82.0%

4-Fluorobenzoic acid (456-22-4) → 3-iodo-4-fluorobenzoic acid (403-18-9)

Guidance literature:

With 2,4,6,8-tetraiodo-2,4,6,8-tetraazabicyclo[3.3.0]octane-3,7-dione; In sulfuric acid; at 0 ℃; for 1h;

DOI:10.1016/S0040-4039(00)01624-5

Reference yield: 56.0%

4-Fluorobenzoic acid (456-22-4) → 4-fluoro-3,5-bisiodobenzoic acid + 3-iodo-4-fluorobenzoic acid (403-18-9)

Guidance literature:

4-Fluorobenzoic acid; With 2,2,6,6-tetramethylpiperidinyl-lithium; In tetrahydrofuran; hexane; at -50 ℃; for 3h;

With iodine; In tetrahydrofuran; hexane; at -50 ℃; for 1h;

DOI:10.1021/jo0483365

upstream raw materials:

4-fluoro-3-iodo-benzoic acid ethyl ester

4-Fluorobenzoic acid

1-fluoro-2-iodo-4-methylbenzene

3-amino-4-fluorobenzoic acid

Downstream raw materials:

methyl 4-fluoro-3-iodobenzoate

4-fluoro-3-iodobenzoyl chloride

C₂₀H₂₀F₄IN₃O

Refernces

• 1、 Billaud, Emilie M.F.,Maisonial-Besset, Aurélie,Rbah-Vidal, Latifa,Vidal, Aurélien,Besse, Sophie,Béquignat, Jean-Baptiste,Decombat, Caroline,Degoul, Fran?oise,Audin, Laurent,Deloye, Jean-Bernard,Dollé, Frédéric,Kuhnast, Bertrand,Madelmont, Jean-Claude,Tarrit, Sébastien,Galmier, Marie-Josèphe,Borel, Michèle,Auzeloux, Philippe,Miot-Noirault, Elisabeth,Chezal, Jean-Michel. "Synthesis, radiolabeling and preliminary in vivo evaluation of multimodal radiotracers for PET imaging and targeted radionuclide therapy of pigmented melanoma". supporting information. p. 818 - 838. Retrieved 2015/03/05.
• 2、 Chaikovskii,Funk,Filimonov,Petrenko,Kets. "Facile iodination of aromatic compounds having electron-withdrawing substituents. Generation of triiodine cation in the system tetra-N- iodoglycoluril-iodine-sulfuric acid". body text. p. 935 - 936. Retrieved 2009/06/08.