Description
2,5-Dibromoterephthalaldehyde (CAS No. 63525-48-4) is a high-purity aromatic aldehyde compound with the molecular formula C8H4Br2O2. This dibrominated derivative of terephthalaldehyde is a valuable building block in organic synthesis, particularly in the preparation of advanced materials, pharmaceuticals, and ligands for metal-organic frameworks (MOFs). Its symmetrical structure and reactive aldehyde groups make it ideal for condensation reactions, Schiff base formation, and polymerization processes. Available in crystalline form, this compound is rigorously tested for purity (typically >97% by HPLC) and is packaged under inert conditions to ensure stability. Suitable for research and industrial applications, it is supplied with comprehensive analytical data including 1H NMR, 13C NMR, and MS spectra.
Properties
- CAS Number: 63525-48-4
- Complexity: 164
- IUPAC Name: 2,5-dibromoterephthalaldehyde
- InChI: InChI=1S/C8H4Br2O2/c9-7-1-5(3-11)8(10)2-6(7)4-12/h1-4H
- InChI Key: VSUKSWCSOBXUFG-UHFFFAOYSA-N
- Exact Mass: 291.85576
- Molecular Formula: C8H4Br2O2
- Molecular Weight: 291.92
- SMILES: C1=C(C(=CC(=C1Br)C=O)Br)C=O
- Topological: 34.1
- Monoisotopic Mass: 289.85780
- Synonyms: 2,5-dibromoterephthalaldehyde, 878-593-8, 63525-48-4, 2,5-DIBROMO-1,4-BENZENEDICARBOXALDEHYDE, MFCD11521314, 2,5-DIBROMOBENZENE-1,4-DICARBALDEHYDE, 1,4-Benzenedicarboxaldehyde, 2,5-dibromo-, YSZC178, SCHEMBL2237276, SCHEMBL11807340, DTXSID80493512, VSUKSWCSOBXUFG-UHFFFAOYSA-N, 2,5-Dibromo-1,4-diformylbenzene, AKOS016007564, DS-15193, FD144078, SY100820, DB-073335, CS-0060285, D5793, I11276
Application
2,5-Dibromoterephthalaldehyde serves as a key precursor in the synthesis of photoactive materials and organic semiconductors due to its electron-withdrawing bromine substituents. Researchers utilize it to construct conjugated polymers for OLEDs and photovoltaic devices. In medicinal chemistry, it acts as an intermediate for bioactive molecule development, particularly in kinase inhibitor scaffolds. Its bifunctional aldehyde groups also enable covalent modification of biomolecules in bioconjugation studies.
Safety and Hazards
GHS Hazard Statements
- H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
- H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
Precautionary Statements
- P264, P264+P265, P280, P302+P352, P305+P351+P338, P321, P332+P317, P337+P317, and P362+P364
Hazard Classes and Categories
- Skin Irrit. 2 (100%)
- Eye Irrit. 2 (100%)
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