3-Bromo-5-methylisoxazole

Name: 3-Bromo-5-methylisoxazole
Brand: ChemScene
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CAS No. 25741-97-3
Cat. No. CS-W018569
Purity≥96%
MDL No.MFCD06660140

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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 25741-97-3

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Description

3-Bromo-5-methylisoxazole is a halogenated isoxazole featuring a methyl group at the 5-position and a bromine substituent at the 3-position. This electron-deficient heterocycle serves as a valuable building block in synthetic organic chemistry, particularly for transition-metal-catalyzed cross-coupling reactions. The molecule combines good stability with reactive handles, enabling efficient integration into complex molecular architectures under mild conditions.

Application

3-Bromo-5-methylisoxazole serves as a versatile building block in medicinal chemistry, enabling efficient late-stage functionalization via palladium-catalyzed cross-coupling reactions. The bromine substituent provides high reactivity in Suzuki, Stille, and Negishi couplings, while the methyl group enhances metabolic stability and modulates electronic properties. Its bench-stable nature and compatibility with diverse reaction conditions make it ideal for constructing complex heterocyclic scaffolds in API development.

General Information

CAS No. 25741-97-3
Cat. No. CS-W018569
Purity ≥96%
MDL No. MFCD06660140
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₄H₄BrNO
Molecular Weight 161.99
Synonym(s) Isoxazole, 3-bromo-5-methyl- (6CI,7CI,8CI,9CI)
SMILES CC1=CC(Br)=NO1

Computational Chemistry Data

TPSA 26.03
LogP 1.74552
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 0

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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Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Isoxazole compounds

Key Words

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3-Bromo-5-methylisoxazole

CAS No. 25741-97-3

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