4-Bromo-2-ethynyl-1-fluorobenzene

Name: 4-Bromo-2-ethynyl-1-fluorobenzene
Brand: ChemScene
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CAS No. 657427-46-8
Cat. No. CS-0131526
Purity≥97%
MDL No.MFCD08703533

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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+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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4-Bromo-2-ethynyl-1-fluorobenzene|CS-0131526

Structure of 657427-46-8

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General Information

CAS No. 657427-46-8
Cat. No. CS-0131526
Purity ≥97%
MDL No. MFCD08703533
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₄BrF
Molecular Weight 199.02
Synonym(s) 5-Bromo-2-fluorophenylacetylene
SMILES FC1=CC=C(Br)C=C1C#C

Description

4-Bromo-2-ethynyl-1-fluorobenzene features a strategically positioned ethynyl group flanked by bromo and fluoro substituents, enabling efficient coupling in cross-coupling reactions. The electron-deficient aromatic core enhances reactivity in palladium-catalyzed transformations, while the terminal alkyne offers direct access to conjugated systems. This bench-stable, moisture-tolerant building block integrates seamlessly into complex molecular architectures.

Application

4-Bromo-2-ethynyl-1-fluorobenzene serves as a versatile building block in transition-metal-catalyzed cross-coupling reactions, enabling efficient construction of biaryl and heteroaryl scaffolds. The ortho-disubstituted aryl framework provides enhanced stability and predictable regiochemistry, while the terminal alkyne and halogen functionalities offer orthogonal reactivity for sequential functionalization. Its bench-stable nature and compatibility with palladium- and copper-mediated coupling protocols make it well-suited for medicinal chemistry and materials synthesis workflows.

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-P302+P352-P304+P340

Quality Control

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Computational Chemistry Data

TPSA 0
LogP 2.5695
H_Acceptors 0
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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4-Bromo-2-ethynyl-1-fluorobenzene

CAS No. 657427-46-8

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