2-Bromo-3-fluorobenzeneboronic acid

Name: 2-Bromo-3-fluorobenzeneboronic acid
Brand: ChemScene
Availability: InStock
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CAS No. 731817-89-3
Cat. No. CS-0040510
Purity≥98%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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2-Bromo-3-fluorobenzeneboronic acid|CS-0040510

Structure of 731817-89-3

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General Information

CAS No. 731817-89-3
Cat. No. CS-0040510
Purity ≥98%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₅BBrFO₂
Molecular Weight 218.82
Synonym(s) Boronic acid, (2-bromo-3-fluorophenyl)- (9CI)
SMILES FC1=C(Br)C(B(O)O)=CC=C1

Description

This boronate moiety features a strategically positioned bromine and fluorine substituent on the benzene ring, enabling selective cross-coupling reactions. The ortho-halogen arrangement enhances reaction control in Suzuki-Miyaura protocols, while the bench-stable boronic acid functionality simplifies handling and integration into complex molecular architectures.

Application

2-Bromo-3-fluorobenzeneboronic acid serves as a versatile building block in palladium-catalyzed cross-coupling reactions, enabling efficient C–C bond formation under standard Suzuki-Miyaura conditions. The ortho-bromine and fluorine substituents provide orthogonal reactivity for sequential functionalization, while the boronic acid group ensures good bench stability and ease of purification. Its compatibility with diverse reaction partners makes it ideal for constructing complex aromatic scaffolds in medicinal chemistry and materials synthesis.

Synthesis

Route1
- In-stock
  
  1072-85-1
- 5419-55-6
- ~%
- In-stock
  
  731817-89-3
References
- MERCK SHARP and DOHME LIMITED Patent: WO2004/65388 A1, 2004 ; Location in patent: Page 49-50 ;

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 40.46
LogP 0.268
H_Acceptors 2
H_Donors 2
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Boronic Acid And Its Ester

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2-Bromo-3-fluorobenzeneboronic acid

CAS No. 731817-89-3

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