(2-Hydroxy-4-(trifluoromethyl)phenyl)boronic acid

Name: (2-Hydroxy-4-(trifluoromethyl)phenyl)boronic acid
Brand: ChemScene
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CAS No. 1072951-50-8
Cat. No. CS-0130749
Purity≥98%
MDL No.MFCD03094996

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(2-Hydroxy-4-(trifluoromethyl)phenyl)boronic acid|CS-0130749

Structure of 1072951-50-8

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General Information

CAS No. 1072951-50-8
Cat. No. CS-0130749
Purity ≥98%
MDL No. MFCD03094996
Storage RT, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₆BF₃O₃
Molecular Weight 205.93
Synonym(s) 2-Hydroxy-4-trifluoromethylphenylboronic acid
SMILES OB(C1=CC=C(C(F)(F)F)C=C1O)O

Description

This boronic acid features a trifluoromethyl group that enhances electron deficiency and stability, enabling efficient Suzuki-Miyaura coupling under standard conditions. The ortho-hydroxyl moiety promotes in situ activation and improves solubility in polar solvents, facilitating reaction progress in aqueous or mixed media.

Application

(2-Hydroxy-4-(trifluoromethyl)phenyl)boronic acid serves as a versatile building block for the synthesis of biaryl and heterocyclic scaffolds via palladium-catalyzed cross-coupling reactions. The ortho-hydroxyl group enables intramolecular coordination, enhancing reactivity in Suzuki-Miyaura couplings while maintaining bench stability and compatibility with diverse functional groups. Its trifluoromethyl substituent imparts enhanced metabolic stability and lipophilicity, making it valuable for medicinal chemistry applications requiring robust, electron-deficient aryl units.

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P233-P261-P264-P271-P280-P302+P352-P304+P340-P362-P405-P501

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Computational Chemistry Data

TPSA 60.69
LogP 0.0908
H_Acceptors 3
H_Donors 3
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Fluoride

Building Blocks Functional Group Boronic Acid And Its Ester

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

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(2-Hydroxy-4-(trifluoromethyl)phenyl)boronic acid

CAS No. 1072951-50-8

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