Description

6-Bromo-3,4-dimethoxybenzaldehyde (CAS No. 5392-10-9) is a high-purity organic compound with the molecular formula C₉H₉BrO₃. This versatile aldehyde derivative features a bromo substituent at the 6-position and two methoxy groups at the 3- and 4-positions of the benzaldehyde ring, making it a valuable intermediate in synthetic organic chemistry. With a molecular weight of 229.07 g/mol, this crystalline solid exhibits excellent stability under standard laboratory conditions.

Our premium-grade 6-Bromo-3,4-dimethoxybenzaldehyde is rigorously tested to ensure ≥98% purity by HPLC analysis, making it ideal for pharmaceutical research, material science applications, and specialty chemical synthesis. The product is supplied in amber glass vials under inert atmosphere to guarantee long-term stability and prevent degradation.

Key applications include use as a building block for heterocyclic compounds, ligand synthesis in coordination chemistry, and as a precursor in the development of bioactive molecules. The compound’s unique electronic properties derived from its electron-donating methoxy groups and electron-withdrawing bromine atom make it particularly valuable for designing novel materials with tailored optoelectronic characteristics.

Properties

• CAS Number: 5392-10-9
• Complexity: 174
• IUPAC Name: 2-bromo-4,5-dimethoxy-benzaldehyde
• InChI: InChI=1S/C9H9BrO3/c1-12-8-3-6(5-11)7(10)4-9(8)13-2/h3-5H,1-2H3
• InChI Key: UQQROBHFUDBOOK-UHFFFAOYSA-N
• Exact Mass: 243.97351
• Molecular Formula: C9H9BrO3
• Molecular Weight: 245.07
• SMILES: COC1=C(C=C(C(=C1)C=O)Br)OC
• Topological: 35.5
• Monoisotopic Mass: 243.97351
• Synonyms: 6-Bromoveratraldehyde, 2-Bromo-4,5-dimethoxybenzaldehyde, 5392-10-9, 6-Bromo-3,4-dimethoxybenzaldehyde, 6-Bromoveratral, Veratraldehyde, 6-bromo-, AI3-31288, DTXSID60202200, 3,4-Dimethoxy-6-bromobenzaldehyde, NSC 3254, EINECS 226-390-4, DTXCID20124691, 226-390-4, uqqrobhfudbook-uhfffaoysa-n, Benzaldehyde, 2-bromo-4,5-dimethoxy-, MFCD00003301, CHEMBL2181109, NSC-3254, NSC3254, 2-Bromo-4,5-dimethoxybenzalehyde, 4,5-dimethoxy-2-bromobenzaldehyde, DX8K9VA6TF, 2-BROMO-4 pound not5-DIMETHOXYBENZALDEHYDE, 6-Bromoveratraldehyde, 98%, SCHEMBL515642, ALBB-001366, BCP04512, BBL022913, BDBM50398039, SBB003186, STK346964, AKOS000120549, CS-W012727, FB54840, JS-3025, NCGC00337524-01, AC-29780, SY020534, DB-024357, B2011, NS00044188, ST45169138, EN300-16159, F12563, AB00306239-03, AE-641/00770022, AE-641/30608008, Z53852786, 2-Bromo-4,5-dimethoxybenzaldehyde;6-Bromo-3,4-dimethoxybenzaldehyde

6-Bromo-3,4-dimethoxybenzaldehyde serves as a key intermediate in the synthesis of complex organic molecules, particularly in pharmaceutical research where it’s used to create potential drug candidates. The compound finds application in materials science for developing advanced organic semiconductors due to its electron-rich aromatic system. Researchers utilize this aldehyde in palladium-catalyzed cross-coupling reactions to construct more elaborate molecular architectures. It also serves as a precursor for synthesizing various heterocyclic compounds with potential biological activity.

Safety and Hazards

GHS Hazard Statements

• H315 (66.7%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (66.7%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (33.3%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Skin Irrit. 2 (66.7%)
• Eye Irrit. 2A (66.7%)
• STOT SE 3 (33.3%)

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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.