3-Bromo-5-(chloromethyl)isoxazole
[CAS# 124498-15-3]

Identification

• Classification: Organic raw materials >> Heterocyclic compound
• Name: 3-Bromo-5-(chloromethyl)isoxazole
• Molecular Formula: C₄H₃BrClNO
• Molecular Weight: 196.43
• CAS Registry Number: 124498-15-3
• EC Number: 640-193-4
• SMILES: C1=C(ON=C1Br)CCl

Safety Data

• Hazard Symbols: GHS07 Warning
• Hazard Statements: H315-H319-H335
• Precautionary Statements: P261-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P321-P332+P313-P337+P313-P362-P403+P233-P405-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Specific target organ toxicity - single exposure	STOT SE	3	H335
Skin irritation	Skin Irrit.	2	H315
Eye irritation	Eye Irrit.	2	H319
Skin corrosion	Skin Corr.	1B	H314
Acute toxicity	Acute Tox.	4	H302

• Transport Information: UN 3265

Discovory and Applicatios

3-Bromo-5-(chloromethyl)isoxazole is a compound known for its wide range of applications in medicinal chemistry and materials science. 3-Bromo-5-(chloromethyl)isoxazole is synthesized via a series of steps involving bromination and chloromethylation of isoxazole derivatives. The synthesis of this compound represents a major achievement in heterocyclic chemistry, providing a route to chlorination and bromination of isoxazole ring systems.

The molecular structure of 3-bromo-5-(chloromethyl)isoxazole features an isoxazole ring with the bromine at the 3-position and the chloromethyl group attached to the nitrogen atom. This structure confers it with specific chemical properties, such as moderate solubility in organic solvents, stability under standard laboratory conditions, and the potential for further functionalization via organic synthesis.

In medicinal chemistry, 3-bromo-5-(chloromethyl)isoxazole is a valuable scaffold for the development of pharmaceutical compounds. Its structural features enable modifications to enhance biological activity, improve pharmacokinetic properties, and optimize drug-receptor interactions. Researchers explore derivatives of this compound for potential applications in drug discovery programs targeting a variety of diseases, including cancer, inflammation, and central nervous system disorders.

In materials science, 3-bromo-5-(chloromethyl)isoxazole is used as a building block for the synthesis of advanced materials and polymers. Its reactive functional groups facilitate polymerization reactions and the creation of materials with tailored properties such as thermal stability, mechanical strength, and optical characteristics. Applications include the development of specialty coatings, adhesives, and functional materials for the electronics and aerospace industries.

3-bromo-5-(chloromethyl)isoxazole derivatives are explored in agrochemicals for their potential as herbicides, fungicides, and insecticides. These compounds exhibit selective toxicity against pests and weeds, aiding in the development of effective crop protection strategies and reducing environmental impact. Their stability and efficacy make them valuable tools in modern agricultural practices.

Further research on 3-bromo-5-(chloromethyl)isoxazole aims to expand its applications in nanotechnology, catalysis, and biomedical engineering. The focus is on optimizing synthetic routes, exploring novel derivatives, and studying its interaction mechanisms with biological systems. These advances are expected to uncover new applications and enhance the impact of this compound in various scientific disciplines.