5-CHLOROPYRAZINE-2-CARBALDEHYDE
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5-CHLOROPYRAZINE-2-CARBALDEHYDE
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CAS No:
88625-24-5
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Formula:
C5H3ClN2O
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Chemical Name:
5-CHLOROPYRAZINE-2-CARBALDEHYDE
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Synonyms:
5-CHLOROPYRAZINE-2-CARBALDEHYDE;5-Chloro-2-pyrazinecarboxaldehyde;5-Chloropyrazine-2-carboxaldehyde;Pyrazinecarboxaldehyde, 5-chloro-;5-Chloro-pyrazinecarboxaldehyde
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CAS No:
5-CHLOROPYRAZINE-2-CARBALDEHYDE Basic Attributes
142.55
141.993393
1312995-182-4
DTXSID20617058
2933990090
Safety Information
P264, P280, P302+P352, P305+P351+P338, P321, P332+P313, P337+P313, P362
H315
|Warning|H302 (50%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 2 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
5-CHLOROPYRAZINE-2-CARBALDEHYDE Use and Manufacturing
Diisobutylaluminium hydride (1.0 M in toluene; 6.4 mL, 6.40 mmol) was added dropwise to a cooled solution of methyl 5-chloropyrazine-2-carboxylate (690 mg, 4.00 mmol) in THF (13.6 mL) at -55 °C. The reaction was stirred under these conditions for 1 hour and then quenched by addition of saturated aqueous NH4C1 (25 mL) and EtOAc (25 mL). An emulsion formed and 2N aqueous HC1 was added to clear the emulsion (5 mL). The layers were separated, and the aqueous layer was extracted with EtOAc. The organic layerwas washed with saturated aqueous sodium chloride, dried over magnesium sulfate and concentrated under reduced pressure. The resulting residue was purified by flash silica chromatography, elution gradient 0 to 50percent EtOAc in heptane. Product fractions were evaporated to dryness to afford 5-chloropyrazine-2-carbaldehyde (385 mg, 68percent) as a beige solid. ‘H NMR (500 MHz, CDC13, 27 °C) 8.75 (1H, d), 8.96 (1H, d), 10.15 (1H, d).To a solution of Intermediate 112A (2.00 g, 13.84 mmol) in CHCl3 (20 mL) was added active manganese dioxide (4.81 g, 55.3 mmol) and the resulting suspension was refluxed for 2 h. The reaction mixture was cooled to ambient temperature, filtered through Celite® and washed with CHCl
Computed Properties
Molecular Weight:142.54
XLogP3:0.5
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:1
Exact Mass:141.9933904
Monoisotopic Mass:141.9933904
Topological Polar Surface Area:42.8
Heavy Atom Count:9
Complexity:109
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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