3,4,5-Trifluorobenzoic acid

CAS Number 121602-93-5

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

3,4,5-Trifluorobenzoic acid CAS 121602-93-5

A polyfluorinated benzoic acid building block

Applied as a transient directing group in catalytic C-H activation and a building block for APIs

Specifications | MSDS | Literature and Reviews

3,4,5-Trifluorobenzoic acid (CAS number 121602-93-5) is a benzoic acid derivative with three fluorine substituents at para- and meta-positions. 3,4,5-Trifluorobenzoic acid finds its application as a transient directing group in transition metal catalysed C-H activation reactions. The fluorine electron withdrawing groups contribute the ideal acidity to the carboxylic acid while no steric hindrance group is present at the ortho-positions. 3,4,5-Trifluorobenzoic acid assists the concerted metalation deprotonation as the C-H activation step, thus facilitating the catalytic cycle.

A salt of 3,4,5-trifluorobenzoic acid improves the solubility and permeability of naftopidil in benign prostatic hyperplasia treatment. 3,4,5-Trifluorobenzoic acid is also used as a synthetic building block for dibenzoate esters type anticancer drugs.

Multiple functional groups

For facile synthesis

Fluorinated benzoic 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	121602-93-5
Chemical Formula	C₇H₃F₃O₂
Full Name	3,4,5-Trifluorobenzoic acid
Molecular Weight	176.09 g/mol
Synonyms	N/A
Classification / Family	Fluorinated building block, APIs, Transiet directing groups, Reaction additives, C-H activation

Chemical Structure

Product Details

Purity	98%
Melting Point	T_m = 97 °C – 99 °C
Appearance	White crystals

MSDS Documentation

3,4,5-Trifluorobenzoic acid MSDS Sheet

Literature and Reviews

Pd^II-catalyzed C(alkenyl)-H activation facilitated by a transient directing group, M. Liu et al., Angew. Chem. Int. Ed., 61, e202203624(2022); DOI: 10.1002/anie.202203624.
Dibenzoate esters of cis-tetralin-2,3-diol as analogs of (−)-epigallocatechin gallate: synthesis and crystal structure of anticancer drug candidates, R. Rutherford et al., Acta Cryst., C76, 1085–1095(2020); DOI: 10.1107/S2053229620014916.
Fluorobenzoic acid coformers to improve the solubility and permeability of the BCS class IV drug naftopidil, M. Mannava et al., Chem. Commun., 58, 5582–5585(2022); DOI: 10.1039/D1CC07187D.

Transition metal-catalyzed double C_vinyl-H bond activation: synthesis of conjugated dienes, V. Maikhuri et al., Org. Biomol. Chem., 20, 9522(2022); DOI: 10.1039/d2ob01646j.