(3,5-Difluoro-4-hydroxyphenyl)boronic acid

Name: (3,5-Difluoro-4-hydroxyphenyl)boronic acid
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CAS No. 1132666-81-9
Cat. No. CS-0096536
Molecule weight173.91
Purity≥97%
MDL No.MFCD17011981

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(3,5-Difluoro-4-hydroxyphenyl)boronic acid|CS-0096536

Structure of 1132666-81-9

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General Information

CAS No. 1132666-81-9
Cat. No. CS-0096536
Purity ≥97%
MDL No. MFCD17011981
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₅BF₂O₃
Molecular Weight 173.91
Synonym(s) 3,5-Difluoro-4-hydroxyphenylboronic acid
SMILES OB(C1=CC(F)=C(O)C(F)=C1)O

Description

This boronic acid features a difluorinated phenolic scaffold enabling robust Suzuki-Miyaura coupling under standard conditions. The ortho-hydroxyl group enhances reactivity and facilitates chelation in transition metal catalysis, while the electron-withdrawing fluorine substituents improve stability and modulate electrophilicity.

Application

(3,5-Difluoro-4-hydroxyphenyl)boronic acid serves as a versatile building block for Suzuki-Miyaura cross-coupling reactions, enabling efficient construction of fluorinated aryl scaffolds. The ortho-difluoro substitution enhances metabolic stability and modulates electronic properties in bioactive molecules. Its boronic acid functionality offers excellent bench stability, mild reaction conditions, and compatibility with diverse functional groups, facilitating rapid access to complex heterocycles and pharmaceutical intermediates.

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 : H302
Precautionary Statements : P261-P280-P304+P340-P405

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Computational Chemistry Data

TPSA 60.69
LogP -0.6498
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

Key Words

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(3,5-Difluoro-4-hydroxyphenyl)boronic acid

CAS No. 1132666-81-9

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