5-Fluoro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol

Name: 5-Fluoro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol
Brand: ChemScene
Availability: InStock
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CAS No. 1038828-32-8
Cat. No. CS-0041656
Purity≥97%
MDL No.MFCD16994248

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5-Fluoro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol|CS-0041656

Structure of 1038828-32-8

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Description

5-Fluoro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol features a boronate ester group that enables efficient Suzuki-Miyaura cross-coupling under mild conditions. The electron-withdrawing fluorine substituent enhances reactivity and stabilizes the arylboron moiety, while the tetramethylcyclopentadienone scaffold ensures excellent shelf stability and moisture tolerance. This compound serves as a reliable building block for functionalized biaryls in medicinal chemistry and materials science.

Application

5-Fluoro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol serves as a versatile boronate building block for Suzuki-Miyaura cross-coupling reactions. The ortho-fluorine substituent enables directed metalation and enhances regioselectivity in subsequent transformations. Its stability under ambient conditions and compatibility with diverse reaction partners facilitate efficient construction of biaryl scaffolds in medicinal chemistry and materials science applications.

General Information

CAS No. 1038828-32-8
Cat. No. CS-0041656
Purity ≥97%
MDL No. MFCD16994248
Storage RT, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₁₆BFO₃
Molecular Weight 238.06
Synonym(s) 4-fluoro-2-hydroxybenzeneboronic acid pinacol ester
SMILES OC1=CC(F)=CC=C1B2OC(C)(C)C(C)(C)O2

Computational Chemistry Data

TPSA 38.69
LogP 1.8305
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

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-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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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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5-Fluoro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol

CAS No. 1038828-32-8

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