Description
2-Bromo-5-bromomethylpyridine (CAS No. 101990-45-8) is a high-purity brominated pyridine derivative with the molecular formula C6H5Br2N. This versatile organic compound is characterized by its two reactive bromine substituents, making it a valuable intermediate in pharmaceutical synthesis, agrochemical production, and materials science. The compound’s IUPAC name is 2-bromo-5-(bromomethyl)pyridine, and it is supplied as a crystalline solid with guaranteed purity suitable for research and industrial applications. Its unique structure allows for selective functionalization at both the bromomethyl and pyridine ring positions, enabling diverse chemical transformations. Proper storage in a cool, dry environment under inert atmosphere is recommended to maintain stability.
Properties
- CAS Number: 101990-45-8
- Complexity: 87.1
- IUPAC Name: 2-bromo-5-(bromomethyl)pyridine
- InChI: InChI=1S/C6H5Br2N/c7-3-5-1-2-6(8)9-4-5/h1-2,4H,3H2
- InChI Key: CRRMIKBAPPOPNW-UHFFFAOYSA-N
- Exact Mass: 250.87682
- Molecular Formula: C6H5Br2N
- Molecular Weight: 250.92
- SMILES: C1=CC(=NC=C1CBr)Br
- Topological: 12.9
- Monoisotopic Mass: 248.87887
- Synonyms: 2-Bromo-5-bromomethylpyridine, 806-193-5, 2-Bromo-5-(bromomethyl)pyridine, 101990-45-8, Pyridine, 2-bromo-5-(bromomethyl)-, 2-Bromo-5-bromomethyl-pyridine, Pyridine, 2-bromo-5-(bromomethyl)- (9CI), 6-Bromo-3-pyridylmethyl bromide, MFCD11656267, SCHEMBL485115, 2-bromo-5-bromomethyl pyridine, 2-bromo-5-pyridylmethyl bromide, 6-bromo-3-(bromomethyl)pyridine, DTXSID40423714, (6-bromo-3-pyridyl)methyl bromide, AB8335, SBB075643, AKOS015892008, PB39393, AS-44887, Pyridine,2-bromo-5-(bromomethyl)-(9ci), DB-058741, EN300-84391
Application
2-Bromo-5-bromomethylpyridine serves as a key building block in medicinal chemistry for the synthesis of various drug candidates, particularly those targeting central nervous system disorders. In material science, it is utilized as a precursor for functionalized pyridine derivatives in polymer and coordination chemistry. The compound’s dual reactivity makes it valuable for cross-coupling reactions in catalytic processes and as an intermediate in the development of agricultural chemicals.
Safety and Hazards
GHS Hazard Statements
- H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
- H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
- H319 (98.5%): 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 (100%)
- Skin Irrit. 2 (100%)
- Eye Irrit. 2 (98.5%)
- STOT SE 3 (100%)
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