Description

5-Bromo-2-chlorobenzaldehyde (CAS No. 189628-37-3) is a high-purity halogenated benzaldehyde derivative with the molecular formula C₇H₄BrClO. This compound is a valuable building block in organic synthesis, particularly in pharmaceutical and agrochemical research. Its unique structure, featuring both bromo and chloro substituents on the aromatic ring, enables selective functionalization for the development of complex molecules. Available in >98% purity (HPLC), it is supplied as a crystalline solid with strict quality control to ensure batch-to-batch consistency. Ideal for Suzuki couplings, nucleophilic additions, and as a precursor for heterocyclic compounds. Store under inert conditions at 2-8°C to maintain stability.

Properties

• CAS Number: 189628-37-3
• Complexity: 129
• IUPAC Name: 5-bromo-2-chloro-benzaldehyde
• InChI: InChI=1S/C7H4BrClO/c8-6-1-2-7(9)5(3-6)4-10/h1-4H
• InChI Key: DPKKRQAEYWOISP-UHFFFAOYSA-N
• Exact Mass: 217.91341
• Molecular Formula: C7H4BrClO
• Molecular Weight: 219.46
• SMILES: C1=CC(=C(C=C1Br)C=O)Cl
• Topological: 17.1
• Monoisotopic Mass: 217.91341
• Synonyms: 5-bromo-2-chlorobenzaldehyde, 189628-37-3, DTXSID90442450, DTXCID90393271, 805-124-6, 2-chloro-5-bromobenzaldehyde, BENZALDEHYDE, 5-BROMO-2-CHLORO-, 5-bromo-2-chloro-benzaldehyde, MFCD08445659, SCHEMBL155042, SCHEMBL6897410, DPKKRQAEYWOISP-UHFFFAOYSA-N, 5-bromanyl-2-chloranyl-benzaldehyde, BCP24595, SC5025, AKOS010077450, Benzaldehyde, 5-?bromo-?2-?chloro-, AC-5042, CS-W019803, PS-7885, 5-Bromo-2-chlorobenzaldehyde, AldrichCPR, SY021850, DB-029078, B4756, EN300-57017, Z871801788

Application

5-Bromo-2-chlorobenzaldehyde serves as a key intermediate in the synthesis of biologically active compounds, including kinase inhibitors and antimicrobial agents. It is widely used in cross-coupling reactions (e.g., Buchwald-Hartwig amination) to construct pharmacophores. Researchers employ this aldehyde in the development of liquid crystal materials and organic electronic components due to its planar aromatic core. Its reactivity also makes it suitable for constructing fused ring systems in medicinal chemistry programs.

Safety and Hazards

GHS Hazard Statements

• H302 (50%): Harmful if swallowed [Warning Acute toxicity, oral]
• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (75%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Acute Tox. 4 (50%)
• Skin Irrit. 2 (100%)
• Eye Irrit. 2A (100%)
• STOT SE 3 (75%)

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