Description

2-Bromo-3-hydroxybenzaldehyde (CAS No. 196081-71-7) is a high-purity aromatic aldehyde compound with the molecular formula C₇H₅BrO₂. This specialized chemical features a bromo substituent at the 2-position and a hydroxyl group at the 3-position of the benzaldehyde ring, making it a valuable intermediate in organic synthesis and pharmaceutical research. The compound is supplied as a crystalline solid with ≥95% purity (HPLC) and is rigorously tested for consistency in quality and performance. Ideal for use in cross-coupling reactions, heterocyclic synthesis, and as a building block for bioactive molecules. Proper storage at 2-8°C in a tightly sealed container is recommended to maintain stability.

Properties

• CAS Number: 196081-71-7
• Complexity: 127
• IUPAC Name: 2-bromo-3-hydroxy-benzaldehyde
• InChI: InChI=1S/C7H5BrO2/c8-7-5(4-9)2-1-3-6(7)10/h1-4,10H
• InChI Key: OHXPHMPERMIICA-UHFFFAOYSA-N
• Exact Mass: 199.94729
• Molecular Formula: C7H5BrO2
• Molecular Weight: 201.02
• SMILES: C1=CC(=C(C(=C1)O)Br)C=O
• Topological: 37.3
• Monoisotopic Mass: 199.94729
• Synonyms: 2-Bromo-3-hydroxybenzaldehyde, 196081-71-7, Benzaldehyde, 2-bromo-3-hydroxy-, D9D2GQC4CZ, DTXSID30395411, DTXCID20346270, 690-823-7, 2-bromo-3-hydroxy-benzaldehyde, MFCD00092081, UNII-D9D2GQC4CZ, SCHEMBL150617, OHXPHMPERMIICA-UHFFFAOYSA-N, WHA08171, BBL103793, STL557603, AKOS015835133, AB03304, CS-W004712, PS-4864, SY025392, DB-065895, EN300-159951, Z1269217079

Application

2-Bromo-3-hydroxybenzaldehyde serves as a key precursor in the synthesis of pharmaceutical intermediates, particularly for antimicrobial and anti-inflammatory agents. Its reactive aldehyde and hydroxyl groups enable facile functionalization in palladium-catalyzed coupling reactions. Researchers also utilize this compound in the development of fluorescent probes and coordination complexes for material science applications.

Safety and Hazards

GHS Hazard Statements

• H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
• H312 (100%): Harmful in contact with skin [Warning Acute toxicity, dermal]
• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H332 (100%): Harmful if inhaled [Warning Acute toxicity, inhalation]
• H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]
• H410 (50%): Very toxic to aquatic life with long lasting effects [Warning Hazardous to the aquatic environment, long-term hazard]

Precautionary Statements

• P261, P264, P264+P265, P270, P271, P273, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P391, P403+P233, P405, and P501

Hazard Classes and Categories

• Acute Tox. 4 (100%)
• Acute Tox. 4 (100%)
• Skin Irrit. 2 (100%)
• Eye Irrit. 2A (100%)
• Acute Tox. 4 (100%)
• STOT SE 3 (100%)
• Aquatic Chronic 1 (50%)

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