3-Bromo-2-methylpyridine
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3-Bromo-2-methylpyridine
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CAS No:
38749-79-0
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Formula:
C6H6BrN
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Chemical Name:
3-Bromo-2-methylpyridine
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Synonyms:
3-BROMO-2-METHYLPYRIDINE;3-BROMO-2-PICOLINE;2-METHYL-3-BROMOPYRIDINE;Pyridine, 3-bromo-2-methyl-;3-bromo-2-methylpridine;3-Bromo-5-fluoro-2-methoxypyrdine 2-METHYL-3-BROMOPYRIDINE 98+%;3-BROMO-2-METHYLPYRIDINE (3-BROMO-2-PICOLINE)
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CAS No:
Safety Information
IRRITANT
3
22-37/38-41-36/37/38-20/21/22
26-36/39-36-36/37/39
Xn,Xi
Irritant
P261-P280-P305 + P351 + P338
H302-H315-H318-H335
|Danger|H302 (95.65%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P310, P312, P321, P322, P330, P332+P313, P337+P313, P362, P363, P403+P233, P405, and P501|Aggregated GHS information provided by 46 companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
3-Bromo-2-methylpyridine Use and Manufacturing
Reference Example 182 3-bromo-2-methylpyridine; 2-Methylpyridine (46.6 g) was added dropwise to aluminum chloride (200 g) and the mixture was stirred at 100° C. To a mixture was added dropwise bromine (40.0 g) at the same temperature over 1 hr, and the mixture was further stirred for 30 min. After cooling, the reaction mixture was poured into ice water, concentrated hydrochloric acid was added until the mixture was acidified. The obtained solution was washed with ethyl acetate, and the aqueous layer was basified with a 8 mol/L aqueous sodium hydroxide solution. After extraction with diethyl ether, the extract was washed with saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: hexane-diethyl ether=10:1) to give the title compound as a colorless oil (yield 5.09 g, 12percent).
It can be converted into the corresponding pyridine formaldehyde by NBS geminal dibromation reaction and subsequent hydrolysis reaction initiated by peroxide.
Computed Properties
Molecular Weight:172.02
XLogP3:1.9
Hydrogen Bond Acceptor Count:1
Exact Mass:170.96836
Monoisotopic Mass:170.96836
Topological Polar Surface Area:12.9
Heavy Atom Count:8
Complexity:74.9
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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