α,α-Difluorophenylacetic acid

CAS Number 360-03-2

Chemistry Building Blocks, Fluorinated Building Blocks, Monomers, Non-Heterocyclic Building Blocks

α,α-Difluorophenylacetic acid CAS 360-03-2

A fluorinated phenylacetic acid building block

Used as a difluoromethylation reagent for pharmaceutical and agrochemical ingredients

Overview
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α,α-Difluorophenylacetic acid (CAS number 360-03-2) is a phenyl acetic acid with two fluorides on the benzylic carbon. The inductive effect of the difluoromethyl group increases the acidity of α,α-difluorophenylacetic acid. α,α-Difluorophenylacetic acid is primarily used to introduce benzylic difluoromethylene group to molecular scaffolds through radical decarboxylative reaction. The reaction begins with an oxidative decarboxylation with persulfate forming a difluorobenzyl radical that is stabilised by the benzene and fluorine groups. The addition is carried out by the attack of the radical species to the alkenes or imines. The decarboxylative reaction is versatile and can even be performed in an aqueous solution.

Multiple functional groups

For facile synthesis

Fluorinated phenylacetic acid building block

For organic synthesis, medicinal chemistry and biochemistry research

Worldwide shipping

Quick and reliable shipping

High purity

>98% High purity

General Information

CAS Number	360-03-2
Chemical Formula	C₈H₆F₂O₂
Full Name	α,α-Difluorophenylacetic acid
Molecular Weight	172.13 g/mol
Synonyms	2,2-Difluoro-2-phenylacetic acid
Classification / Family	Fluorinated building block, Decarboxylative reactions, APIs

Chemical Structure

Product Details

Purity	98%
Melting Point	T_m = 65 °C – 75 °C
Appearance	White crystals

MSDS Documentation

α,α-Difluorophenylacetic acid MSDS Sheet

Literature and Reviews

Photoinitiated decarboxylative C3-difluoroarylmethylation of quinoxalin-2(1H)-ones with potassium 2,2-difluoro-2-arylacetates in water, Y. Gao et al., RSC Adv., 10, 10559(2020); DOI: 10.1039/d0ra02059a.
Insight into the mechanism of phenylacetate decarboxylase (PhdB), a toluene-producing glycyl radical enzyme, A. Rodrigues et al., ChemBioChem, 21, 663–671(2020); DOI: 10.1002/cbic.201900560.
Synthesis of difluoroarymethyl-substituted benzimidazo[2,1-a]isoquinolin-6(5H)-ones under mild conditions, K. Sui et al., ACS Omega, 8, 7517–7528(2023); DOI: 10.1021/acsomega.2c06689.
Easy access to difluoromethylene-containing arene analogues through palladium-catalysed C-H olefination, Eur. J. Org. Chem., C. Shao et al., 2016(33), 5529–5538(2016); DOI: 10.1002/ejoc.201600954.

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