Description
2,5-Dibromoisonicotinic acid (CAS No. 942473-59-8) is a high-purity brominated pyridine derivative with the molecular formula C6H3Br2NO2. This compound, also known as 2,5-dibromopyridine-4-carboxylic acid, is a versatile building block in organic synthesis and pharmaceutical research. Its unique structure, featuring two bromine atoms at the 2 and 5 positions and a carboxylic acid group at the 4 position, makes it an ideal intermediate for cross-coupling reactions, metal-catalyzed transformations, and the synthesis of heterocyclic compounds. This product is rigorously tested for purity and stability, ensuring reliable performance in demanding research applications. Available in various quantities, it is supplied with comprehensive analytical data including HPLC, NMR, and MS spectra.
Properties
- CAS Number: 942473-59-8
- Complexity: 165
- IUPAC Name: 2,5-dibromopyridine-4-carboxylic acid
- InChI: InChI=1S/C6H3Br2NO2/c7-4-2-9-5(8)1-3(4)6(10)11/h1-2H,(H,10,11)
- InChI Key: CLIZDLYBXIPXCR-UHFFFAOYSA-N
- Exact Mass: 280.85100
- Molecular Formula: C6H3Br2NO2
- Molecular Weight: 280.90
- SMILES: C1=C(C(=CN=C1Br)Br)C(=O)O
- Topological: 50.2
- Monoisotopic Mass: 278.85305
- Synonyms: 2,5-dibromoisonicotinic acid, 675-595-9, 942473-59-8, 2,5-Dibromopyridine-4-carboxylic acid, MFCD08741485, 2,5-Dibromo-isonicotinicacid, 2,5-BIBROMOISONICOTINIC ACID, SCHEMBL2249284, DTXSID90649942, CLIZDLYBXIPXCR-UHFFFAOYSA-N, CS-D0434, BBL103443, SBB065031, STL557253, AKOS005145604, AB48781, DS-14934, SY031474, DB-079837, EN300-159801, Z1269135997
Application
2,5-Dibromoisonicotinic acid is widely used as a key intermediate in the synthesis of pharmaceuticals, agrochemicals, and specialty chemicals. Its bromine substituents enable efficient participation in Suzuki-Miyaura and other palladium-catalyzed cross-coupling reactions. Researchers utilize this compound in the development of novel pyridine-based drug candidates and functional materials. It also serves as a precursor for the preparation of metal-organic frameworks (MOFs) and coordination polymers.
Safety and Hazards
GHS Hazard Statements
- H302 (33.3%): 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 (100%): 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 (33.3%)
- Skin Irrit. 2 (100%)
- Eye Irrit. 2A (100%)
- STOT SE 3 (100%)
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