4-Fluoro-3-methoxybenzeneboronic acid

Name: 4-Fluoro-3-methoxybenzeneboronic acid
Brand: ChemScene
Availability: InStock
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CAS No. 854778-31-7
Cat. No. CS-W003444
Purity≥97%
MDL No.MFCD08056358

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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4-Fluoro-3-methoxybenzeneboronic acid|CS-W003444

Structure of 854778-31-7

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General Information

CAS No. 854778-31-7
Cat. No. CS-W003444
Purity ≥97%
MDL No. MFCD08056358
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₈BFO₃
Molecular Weight 169.95
Synonym(s) boronic acid, B-(4-fluoro-3-methoxyphenyl)-
SMILES COc1cc(ccc1F)B(O)O

Description

4-Fluoro-3-methoxybenzeneboronic acid features a strategically positioned boronic acid group flanked by electron-withdrawing fluorine and electron-donating methoxy substituents, enabling selective cross-coupling reactivity in Suzuki-Miyaura transformations. The ortho-fluoro substitution enhances stability under basic conditions while maintaining high functional group tolerance. This bench-stable reagent integrates efficiently into complex molecule synthesis workflows, particularly for pharmaceutical intermediates requiring precise stereochemical control and metabolic resistance.

Application

4-Fluoro-3-methoxybenzeneboronic acid serves as a versatile building block in Suzuki-Miyaura cross-coupling reactions, enabling efficient C–C bond formation under mild conditions. Its ortho-fluoro and meta-methoxy substituents provide predictable regiochemistry and enhanced stability during storage and handling. The boronic acid functionality exhibits excellent functional group tolerance and facilitates straightforward purification, making it well-suited for the synthesis of biaryl scaffolds in pharmaceutical and agrochemical research.

Synthesis

Route1
- In-stock
  
  103291-07-2
- ~35%
- In-stock
  
  854778-31-7
References
- Bristol-Myers Squibb Company Patent: US2007/3539 A1, 2007 ; Location in patent: Page/Page column 71 ; US 20070003539 A1
Route2
- 1033691-66-5
- ~%
- In-stock
  
  854778-31-7
References
- Journal of Organic Chemistry, , vol. 73, # 12 p. 4662 - 4670

Safety Information

Download SDS

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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Computational Chemistry Data

TPSA 49.69
LogP -0.4859
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Boronic Acid And Its Ester

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Chemical Synthesis Organometallic Reagents Organoboron Boronic Acids and Derivatives

Key Words

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4-Fluoro-3-methoxybenzeneboronic acid

CAS No. 854778-31-7

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