5-Fluorosalicylic acid

Base Information

• Chemical Name: 5-Fluorosalicylic acid
• CAS No.: 345-16-4
• Molecular Formula: C7H5FO3
• Molecular Weight: 156.113
• Hs Code.: 29182900
• European Community (EC) Number: 206-455-3
• NSC Number: 46619
• UNII: GDQ70COQ4K
• DSSTox Substance ID: DTXSID00188054
• Nikkaji Number: J31K
• Wikidata: Q72477019
• ChEMBL ID: CHEMBL229239
• Mol file: 345-16-4.mol

Synonyms:5-fluorosalicylic acid;5-FSA

Chemical Property of 5-Fluorosalicylic acid

Chemical Property:

• Appearance/Colour: light yellow powder
• Vapor Pressure: 0.0624mmHg at 25°C
• Melting Point: 177-179 °C(lit.)
• Refractive Index: 1.554
• Boiling Point: 307.4 °C at 760 mmHg
• PKA: 2.68±0.10(Predicted)
• Flash Point: 139.7 °C
• PSA: 57.53000
• Density: 1.492 g/cm³
• LogP: 1.22950
• Storage Temp.: Inert atmosphere,Room Temperature
• Water Solubility.: Slightly soluble in water.
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 156.02227218
• Heavy Atom Count: 11
• Complexity: 160

Purity/Quality:

98%,99%, ^*data from raw suppliers

5-Fluorosalicylic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38-37/38-36
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=C(C=C1F)C(=O)O)O
• Uses: 5-Fluorosalicylic acid was used as internal standard in the quantification of salicylic acid.

Technology Process of 5-Fluorosalicylic acid

There total 20 articles about 5-Fluorosalicylic 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: 90.0%

5-Aminosalicylic Acid (89-57-6) → 5-fluoro-2-hydroxybenzoic acid (345-16-4)

Guidance literature:

With pyridine hydrogenfluoride; sodium nitrite; 1.) O deg C, 20 min, 2.) 140 deg C, 1 h;

DOI:10.1016/0040-4020(95)00867-8

Reference yield: 62.0%

5-fluoro-2-hydroxybenzaldehyde (347-54-6) → 5-fluoro-2-hydroxybenzoic acid (345-16-4)

Guidance literature:

With potassium hydroxide; silver nitrate; In ethanol; water; at 20 ℃; for 8h;

DOI:10.1080/00397910008087335

Reference yield: 58.0%

5-fluoro-2-(methoxymethoxy)benzoic acid (368422-23-5) → 5-fluoro-2-hydroxybenzoic acid (345-16-4)

Guidance literature:

With boron trifluoride diethyl etherate; In methanol; at 25 ℃; for 15h;

DOI:10.1002/1099-0690(200108)2001:15<2911::AID-EJOC2911>3.0.CO;2-W

upstream raw materials:

2-ethoxy-5-fluoro-benzoic acid

5-fluoro-2-methoxybenzoic acid

5-Aminosalicylic Acid

1-(5-fluoro-2-hydroxyphenyl)ethan-1-one

Downstream raw materials:

ethyl 5-fluoro-2-hydroxybenzoate

3',5'-dichloro-2,4'-dihydroxy-5-fluorobenzanilide

C₁₃H₁₁FN₂O₂

C₁₃H₁₁FN₂O₂

Refernces

• 1、 Medeiros, Michelle,Souza, Bruno S.,Orth, Elisa S.,Brandao, Tiago A. S.,Rocha, Willian,Kirby, Anthony J.,Nome, Faruk. "The reaction of hydroxylamine with aspirin". scheme or table. p. 461 - 476. Retrieved 2011/10/05.
• 2、 Marzi, Elena,Mongin, Florence,Spitaleri, Andrea,Schlosser, Manfred. "Fluorophenols and (trifluoromethyl)phenols as substrates of site-selective metalation reactions: To protect or not to protect". . p. 2911 - 2915. Retrieved 2007/10/03.