345-16-4

Basic information

• Product Name: 5-Fluorosalicylic acid
• Synonyms: BUTTPARK 34\01-09;5-FLUORO-2-HYDROBENZOIC ACID;5-fluoro-2-hydroxybenzoic;5-FLUORO-2-HYDROXYBENZOIC ACID;5-FLUOROSALICYLIC ACID;2-HYDROXY-5-FLUOROBENZOIC ACID;RARECHEM AL BE 0856;5-Fluoro-2-Hydroxy Benzoic Acid 5-Fluoro Sallicylic Acid 2-Hydroxy-5-Fluoro Benzoic Acid
• CAS NO: 345-16-4
• Molecular Formula: C₇H₅FO₃
• Molecular Weight: 156.11
• EINECS: 206-455-3
• Product Categories: Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;Acids & Esters;Fluorine Compounds;Phenols;Aryl Fluorinated Building Blocks;Building Blocks;C7;Carbonyl Compounds;Carboxylic Acids;Chemical Synthesis;Fluorinated Building Blocks;Organic Building Blocks;Organic Fluorinated Building Blocks;Other Fluorinated Organic Building Blocks;Fluorine series
• Mol File: 345-16-4.mol
• Article Data: 8

Chemical Properties

• Melting Point: 177-179 °C(lit.)
• Boiling Point: 307.4 °C at 760 mmHg
• Flash Point: 139.7 °C
• Appearance: light brown/
• Density: 1.3290 (estimate)
• Vapor Pressure: 0.0624mmHg at 25°C
• Refractive Index: 1.554
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: 2.68±0.10(Predicted)
• Water Solubility: Slightly soluble in water.
• BRN: 2209120
• CAS DataBase Reference: 5-Fluorosalicylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Fluorosalicylic acid(345-16-4)
• EPA Substance Registry System: 5-Fluorosalicylic acid(345-16-4)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38-37/38-36
• Safety Statements: 26-36-37/39
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 345-16-4(Hazardous Substances Data)

Usage

Chemical Properties

light yellow powder

Uses

5-Fluorosalicylic acid was used as internal standard in the quantification of salicylic acid.

Synthesis Reference(s)

Tetrahedron, 52, p. 23, 1996 DOI: 10.1016/0040-4020(95)00867-8

InChI:InChI=1/C6H3ClFNO2/c7-5-2-1-4(8)3-6(5)9(10)11/h1-3H

Upstream product

• 445-93-2 2-ethoxy-5-fluoro-benzoic acid 
• 394-04-7 5-fluoro-2-methoxybenzoic acid 
• 89-57-6 5-Aminosalicylic Acid 
• 394-32-1 1-(5-fluoro-2-hydroxyphenyl)ethan-1-one 
• 347-54-6 5-fluoro-2-hydroxybenzaldehyde 
• 2357-33-7 5-fluoro-2-hydroxy-benzyl alcohol 
• 124-38-9 carbon dioxide 
• 1998-90-9 2-acetoxy-5-fluoro benzyl acetate 
• 368422-23-5 5-fluoro-2-(methoxymethoxy)benzoic acid 
• 455-38-9 3-fluorobenzoic acid 
• 448-40-8 2-acetoxy-5-fluoro benzoic acid 
• 399-54-2 4-fluoro-2-methylanisole 
• 452-72-2 4-fluoro-2-methylphenol 
• 452-71-1 4-fluor-2-methylaniline 

Downstream Products

• 67127-05-3 5-fluoro-2-hydroxy-N-(1⁽²⁾H-tetrazol-5-yl)-benzamide 
• 391-92-4 methyl 5-fluoro-2-hydroxybenzoate 
• 90481-42-8 2-(benzo[d]thiazol-2-yl)-4-fluoro-phenol 
• 77068-04-3 4'-bromo-5-fluoro-2'-methylsalicylanilide 
• 77068-02-1 4'-chloro-5-fluoro-2'-methylsalicylanilide 
• 521272-34-4 N-(4-cyanophenyl)-5-fluoro-2-hydroxybenzamide 
• 4068-62-6 3-chloro-5-fluorosalicylic acid 
• 149428-79-5 5-fluoro-2-(2-phenylethoxy]benzyl Alcohol 
• 1000397-77-2 C₁₇H₁₈FNO₂ 
• 1232363-87-9 C₁₆H₂₃FN₂O₃ 
• 1273312-39-2 4-(5-fluoro-2-hydroxybenzamido)-2-(2-fluoro-4-methylphenyl)thiophene-3-carboxylic acid 
• 1273312-42-7 methyl 4-(5-fluoro-2-hydroxybenzamido)-2-(2-fluoro-4-methylphenyl)thiophene-3-carboxylate 
• 1401460-91-0 N-(3-ethoxyphenyl)-5-fluoro-2-hydroxybenzamide 
• 1644598-76-4 benzyl 2-(benzyloxy)-5-fluoro-3-nitrobenzoate 

Relevant articles and documents

A versatile approach for the synthesis of para -substituted arenes via palladium-catalyzed C-H functionalization and protodecarboxylation of benzoic acids

While a great number of ortho C-H functionalization reactions have been developed and several breakthroughs have been achieved in meta C-H activation, para C-H functionalization is still in its infancy stage. In this article, a versatile strategy for the synthesis of para-substituted arenes has been developed via a tandem process consisting of palladium-catalyzed C-H functionalization and subsequent copper-catalyzed protodecarboxylation of benzoic acids. Both electron-withdrawing and electron-donating functionalities can be introduced into the para positions of arenes bearing a variety of substituents.

A kinetic study into the hydrolysis of the ochratoxins and analogues by carboxypeptidase A

The hydrolyses of the ochratoxins and analogues by carboxypeptidase A were assessed. This was done by measuring the amount of phenylalanine formed with liquid chromatography coupled to tandem electrospray mass spectrometry. The kinetic data of ochratoxin A, ochratoxin B, and the synthetic bromo-ochratoxin B were compared to the values of a number of synthesized structure analogues, namely, ochratoxin A methyl ester, ochratoxin B methyl ester, N-(2-hydroxybenzoyl)phenylalanine, N-(5-chloro-2-hydroxybenzoyl)phenylalanine, N-(5-bromo-2-hydroxybenzoyl)phenylalanine, and N-(5-fluoro-2-hydroxybenzoyl)phenylalanine. The halogen-containing analogues had lower turnovers than their des-halo analogues. There are no substantial differences in the kinetic data between the different halogen-containing analogues.

Synthesis of 5-fluoro salicylic acid

A short synthesis of 5-fluoro salicylic acid starting from 4- fluorophenol is reported.