CAS 56990-02-4 3,5-Dibromobenzaldehyde - Materials / Alfa Chemistry

NAVIGATION

3,5-Dibromobenzaldehyde

PRICE INQUIRY

Catalog Number

ACM56990024

CAS Number

56990-02-4

Product Name

3,5-Dibromobenzaldehyde

Structure

Category

Dendrimer Building Blocks

IUPAC Name

3,5-dibromobenzaldehyde

Molecular Weight

263.91g/mol

Molecular Formula

C7H4Br2O

Canonical SMILES

C1=C(C=C(C=C1Br)Br)C=O

InChI

InChI=1S/C7H4Br2O/c8-6-1-5(4-10)2-7(9)3-6/h1-4H

InChI Key

ZLDMZIXUGCGKMB-UHFFFAOYSA-N

Application

3,5-Dibromobenzaldehyde serves as an essential building block in the synthesis of various biologically active compounds, including antibacterials. This compound is particularly valuable for its application in the development of Aggregation-Induced Emission (AIE) luminogens, providing a novel approach that contrasts traditional methods reliant on AIE active cores. When converted into derivatives such as S1, S2, and S3, 3,5-Dibromobenzaldehyde exhibits enhanced quantum efficiency in solid film states compared to solution states, and these emissions can be adjusted by altering substituents on the DBB rings. This white or beige solid, with a melting point of 84-88°C and an estimated boiling point of 287.2±20.0°C, is insoluble in water and characterized by a density of 1.977±0.06 g/cm³. It plays a significant role in various chemical reactions and syntheses, including Suzuki-Miyaura cross-coupling reactions, the formation of blue fluorescent dye derivatives for organic light-emitting diodes, Sharpless kinetic resolution, synthesis of podophyllotoxin mimetic pyridopyrazoles for anticancer agents, allylic alkylation, and the creation of C2-symmetric biphosphine ligand I.

Complexity

117

Covalently-Bonded Unit Count

Exact Mass

263.86084g/mol

Formal Charge

Heavy Atom Count

Monoisotopic Mass

261.86289g/mol

Rotatable Bond Count

XLogP3

2.8