5-Bromobenzo[d]isoxazole

Name: 5-Bromobenzo[d]isoxazole
Brand: ChemScene
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CAS No. 837392-65-1
Cat. No. CS-W009036
Purity≥98%
MDL No.MFCD06659644

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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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Structure of 837392-65-1

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General Information

CAS No. 837392-65-1
Cat. No. CS-W009036
Purity ≥98%
MDL No. MFCD06659644
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₄BrNO
Molecular Weight 198.02
Synonym(s) 5-Bromo-1,2-benzisoxazole
SMILES BrC1=CC2=C(ON=C2)C=C1

Description

5-Bromobenzo[d]isoxazole is a halogenated heterocycle featuring a bromine atom at the 5-position of a fused benzo[d]isoxazole core. This electron-deficient scaffold integrates readily into cross-coupling reactions, offering high stability and compatibility with palladium-catalyzed transformations. The bromine moiety serves as a reactive handle for diversification, enabling efficient access to functionalized biaryl systems under standard conditions.

Application

5-Bromobenzo[d]isoxazole serves as a versatile building block for transition-metal-catalyzed cross-coupling reactions, enabling efficient access to substituted biaryl and heteroaryl architectures. The bromine substituent exhibits high reactivity in palladium-catalyzed couplings under standard conditions, with excellent functional group tolerance and bench stability. Its rigid, planar isoxazole core provides structural integrity and predictable electronic properties, making it ideal for constructing pharmacophoric scaffolds in medicinal chemistry and materials science applications.

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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Computational Chemistry Data

TPSA 26.03
LogP 2.5903
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Benzoisoxazole compounds

Key Words

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5-Bromobenzo[d]isoxazole

CAS No. 837392-65-1

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