3-Ethoxy-4-fluorophenylboronic acid

Name: 3-Ethoxy-4-fluorophenylboronic acid
Brand: ChemScene
Availability: InStock
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CAS No. 900174-65-4
Cat. No. CS-0038629
Purity≥98%
MDL No.MFCD09475831

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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3-Ethoxy-4-fluorophenylboronic acid|CS-0038629

Structure of 900174-65-4

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General Information

CAS No. 900174-65-4
Cat. No. CS-0038629
Purity ≥98%
MDL No. MFCD09475831
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₁₀BFO₃
Molecular Weight 183.97
Synonym(s) 3-Ethoxy-4-fluorobenzeneboronic Acid (contains varying amounts of Anhydride)
SMILES CCOC1=C(C=CC(=C1)B(O)O)F

Description

3-Ethoxy-4-fluorophenylboronic acid features a boronic acid group conjugated to an electron-deficient aromatic ring, enabling efficient Suzuki-Miyaura coupling under standard conditions. The para-fluoro and ortho-ethoxy substituents enhance reactivity while maintaining bench-stability and moisture tolerance. This compound integrates seamlessly into complex molecular architectures requiring precise C–C bond formation.

Application

3-Ethoxy-4-fluorophenylboronic acid serves as a reliable building block for Suzuki-Miyaura cross-coupling reactions, enabling efficient C–C bond formation under mild conditions. The ethoxy group enhances solubility and stability, while the fluorine substituent offers orthogonal reactivity in multi-step syntheses. Its bench-stable nature and compatibility with diverse functional groups make it ideal for constructing complex aryl scaffolds in medicinal chemistry and materials science applications.

Synthesis

Route1
- 900174-64-3
- ~71%
- In-stock
  
  900174-65-4
References
- Bristol-Myers Squibb Company Patent: US2007/3539 A1, 2007 ; Location in patent: Page/Page column 69 ; US 20070003539 A1

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 -0.0958
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 3

Other Classifications

Building Blocks Functional Group Ether

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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3-Ethoxy-4-fluorophenylboronic acid

CAS No. 900174-65-4

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