2-Fluoro-4-hydroxybenzoic acid

CAS Number 65145-13-3

Chemistry Building Blocks, Fluorinated Building Blocks, Materials, Monomers

2-Fluoro-4-hydroxybenzoic acid CAS 65145-13-3

A fluorinated benzoic acid building block

Used as an intermediate for synthesising liquid crystals and APIs

Overview
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2-Fluoro-4-hydroxybenzoic acid (CAS number 65145-13-3), a para-hydroxybenzoic acid, carries a fluoride group at ortho-position. The para-positioning of carboxylic acid and hydroxy in 2-fluoro-4-hydroxybenzoic acid is preferred for synthesising mesogens used in liquid crystal. The long alkyl tail readily attaches to the molecule with alkyl bromide under basic condition. The ortho-positioned fluoride group introduces an additional intercalated smectic phase.

In cancer immunotherapy, an immunoadjuvant is synthesised with 2-fluoro-4-hydroxybenzoic acid and polyphosphorzene. The reaction initiates with a ring-opening polymerisation of hexachlorocyclotriphosphazene, followed by a nucleophilic substitution of the deprotonated phenoxide from 2-fluoro-4-hydroxybenzoic acid.

Multiple functional groups

For facile synthesis

Fluorinated hydroxybenzoic acid building block

For drug discovery, liquid crystals and biochemistry research

Worldwide shipping

Quick and reliable shipping

High purity

>98% High purity

General Information

CAS Number	65145-13-3
Chemical Formula	C₇H₅FO₃
Full Name	2-Fluoro-4-hydroxybenzoic acid
Molecular Weight	156.11 g/mol
Synonyms	4-Hydroxy-2-fluorobenzoic acid
Classification / Family	Fluorinated building blocks, Benzoic acid building blocks, Liquid crystals, APIs

Chemical Structure

Product Details

Purity	98%
Melting Point	T_m = 200 °C – 202 °C
Appearance	White powder

MSDS Documentation

2-Fluoro-4-hydroxybenzoic acid MSDS Sheet

Literature and Reviews

Synthesis and structure–activity relationship studies of derivatives of the dual aromatase–sulfatase inhibitor 4-{[(4-cyanophenyl)(4H-1,2,4-triazol-4-yl)amino]methyl}phenyl sulfamate, L. Woo et al., ChemMedChem, 8, 779–799(2013); DOI: 10.1002/cmdc.201300015.
New phase sequences in banana-shaped mesogens: influence of fluorine substituent in compounds derived from 2,7-dihydroxynaphthalene, A. Reddy et al., J. Mater. Chem., 14, 1936–1947(2004); DOI: 10.1039/B313295A.
Spontaneous formation of chiral macrostructures in achiral hockey-stick liquid crystals, A. Belaissaoui et al., Liq. Cryst., 40(6), 822–830(2013); DOI: 10.1080/02678292.2013.780268.
Fluorine-functionalized polyphosphazene immunoadjuvant: synthesis, solution behavior and in vivo potency, H. Tagad et al., Molecules, 28, 4218(2023); DOI: 10.3390/molecules28104218.

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