Cas no 724746-23-0 (3-Bromo-4-(prop-2-en-1-yloxy)benzaldehyde)

3-Bromo-4-(prop-2-en-1-yloxy)benzaldehyde is a versatile aromatic aldehyde compound featuring both bromo and allyloxy functional groups. Its molecular structure, incorporating a reactive aldehyde group alongside a bromine substituent and an allyl ether linkage, makes it a valuable intermediate in organic synthesis. The compound is particularly useful in cross-coupling reactions, such as Suzuki or Heck couplings, due to the presence of the bromine atom. The allyloxy group further enhances its utility in derivatization and polymer chemistry. This compound is well-suited for applications in pharmaceuticals, agrochemicals, and material science, where precise functionalization and structural modification are required. Its stability and reactivity profile ensure consistent performance in synthetic workflows.
3-Bromo-4-(prop-2-en-1-yloxy)benzaldehyde structure
724746-23-0 structure
Product Name:3-Bromo-4-(prop-2-en-1-yloxy)benzaldehyde
CAS No:724746-23-0
MF:C10H9BrO2
MW:241.081262350082
CID:543837
PubChem ID:2716613
Update Time:2025-10-24

3-Bromo-4-(prop-2-en-1-yloxy)benzaldehyde Chemical and Physical Properties

Names and Identifiers

    • Benzaldehyde, 3-bromo-4-(2-propenyloxy)-
    • 3-bromo-4-prop-2-enoxybenzaldehyde
    • 3-Bromo-4-(prop-2-en-1-yloxy)benzaldehyde
    • Inchi: 1S/C10H9BrO2/c1-2-5-13-10-4-3-8(7-12)6-9(10)11/h2-4,6-7H,1,5H2
    • InChI Key: DHDSNZIXKSHPEM-UHFFFAOYSA-N
    • SMILES: BrC1C=C(C=O)C=CC=1OCC=C

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Additional information on 3-Bromo-4-(prop-2-en-1-yloxy)benzaldehyde

3-Bromo-4-(prop-2-en-1-yloxy)benzaldehyde: A Comprehensive Overview

3-Bromo-4-(prop-2-en-1-yloxy)benzaldehyde, also known by its CAS number 724746-23-0, is a versatile organic compound that has garnered significant attention in the fields of organic synthesis, materials science, and pharmacology. This compound is characterized by its unique structure, which combines a bromine atom at the 3-position of a benzene ring, an aldehyde group at the 4-position, and a propenyl ether substituent. The combination of these functional groups makes it a valuable building block in various chemical reactions and applications.

The synthesis of 3-Bromo-4-(prop-2-en-1-yloxy)benzaldehyde typically involves multi-step organic reactions, often starting from bromobenzaldehyde derivatives. Recent advancements in catalytic methods and green chemistry have enabled more efficient and environmentally friendly routes to this compound. For instance, researchers have explored the use of transition metal catalysts to facilitate coupling reactions, significantly improving yield and purity.

In terms of applications, 3-Bromo-4-(prop-2-en-1-yloxy)benzaldehyde has been widely used as an intermediate in the synthesis of complex aromatic compounds. Its aldehyde group makes it amenable to various condensation reactions, such as the aldol reaction and the Perkin reaction, which are crucial in the construction of polyaromatic systems. Additionally, the propenyl ether substituent introduces reactivity that can be exploited in Diels-Alder reactions, further expanding its utility in organic synthesis.

Recent studies have highlighted the potential of 3-Bromo-4-(prop-2-en-1-yloxy)benzaldehyde in drug discovery. Its structure provides a scaffold for developing bioactive molecules with potential anti-inflammatory, antioxidant, or anticancer properties. For example, researchers have reported that derivatives of this compound exhibit promising activity against certain cancer cell lines, suggesting its role as a lead compound in medicinal chemistry.

The versatility of 3-Bromo-4-(prop-2-en-1-yloxy)benzaldehyde extends to materials science as well. Its ability to undergo polymerization under specific conditions has led to its exploration as a monomer in the development of novel polymers with tailored properties. These polymers have potential applications in optoelectronics and advanced materials due to their unique electronic characteristics.

In conclusion, 3-Bromo-4-(prop-2-en-1-yloxy)benzaldehyde, with its CAS number 724746-23-0, stands as a pivotal compound in modern organic chemistry. Its diverse functional groups and reactivity make it an invaluable tool in synthesis, drug discovery, and materials science. As research continues to uncover new applications and efficient synthetic routes for this compound, its significance in both academic and industrial settings is expected to grow further.

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