5-BROMO-2-CHLORO-PYRIDINE-3-CARBALDEHYDE
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5-BROMO-2-CHLORO-PYRIDINE-3-CARBALDEHYDE
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CAS No:
228251-24-9
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Formula:
C6H3BrClNO
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Chemical Name:
5-BROMO-2-CHLORO-PYRIDINE-3-CARBALDEHYDE
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Synonyms:
5-bromo-2-chloronicotinaldehyde (en);5-Bromo-2-chloropyridine-3-carboxaldehyde, 5-Bromo-2-chloro-3-formylpyridine;5-Bromo-2-chloro-3-pyridinecarboxaldehyde;5-BroMo-2-chloro-pyridine-3-carbaldehyde;3-Pyridinecarboxaldehyde,5-broMo-2-chloro-
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CAS No:
5-BROMO-2-CHLORO-PYRIDINE-3-CARBALDEHYDE Basic Attributes
220.46
218.908646
DTXSID00630508
2933399090
Safety Information
IRRITANT
NONH for all modes of transport
3
25
45
Xi,T
P301 + P310
H301
|Danger|H301 (95%): Toxic if swallowed [Danger Acute toxicity, oral]|P264, P270, P280, P301+P310, P305+P351+P338, P321, P330, P337+P313, P405, and P501|Aggregated GHS information provided by 40 companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
5-BROMO-2-CHLORO-PYRIDINE-3-CARBALDEHYDE Use and Manufacturing
To a (-78eC) cooled and stirred solution of methyl 5-bromo-2-chloronicotinate (10.0 g, 39.9 mmol) in DCM (100 mL) was added diBAL-H (43.9 mL, 43.9 mmol, 1.6 M in hexane) dropwise and then stirred for 2h at the same temperature. Reaction was quenched with 2M aqueous HCI (50 mL) and stirred for 30 min at room temperature. Reaction mixture was filtered through the celite. The layers were separated and the aqueous layer was extracted with ethyl acetate (2/1, 100 mL). The combined organic layer was washed with brine (100 mL), dried (Na2S04) and filtered. The filtrate was concentrated under vacuum and the crude product was purified by flash column chromatography (silica gel, 20-30percent EtOAc in hexane system as eluent) to afford 6.50 g (74percent) of the titled compound. 1HNMR (400 MHz, DMSO- d6) U10.19 (s, 1H), 8.86 (brs, 1H), 8.40 (brs, 1H); GCMS (m/z) 218.94(M)Preparation of S-bromo^-chloronicotinaldehyde (D-2-3).To a stirred solution of compound D-2-2 (25 g, 89.4 mmol) in dry THF (200 mL) was added LiAIH
Computed Properties
Molecular Weight:220.45
XLogP3:2
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:1
Exact Mass:218.90865
Monoisotopic Mass:218.90865
Topological Polar Surface Area:30
Heavy Atom Count:10
Complexity:133
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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5-BROMO-2-CHLORO-PYRIDINE-3-CARBALDEHYDE
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