3-Hydroxy-4-pyridinecarboxaldehyde
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3-Hydroxy-4-pyridinecarboxaldehyde
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CAS No:
1849-54-3
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Formula:
C6H5NO2
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Chemical Name:
3-Hydroxy-4-pyridinecarboxaldehyde
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Synonyms:
4-Pyridinecarboxaldehyde,3-hydroxy-;Isonicotinaldehyde,3-hydroxy-;3-Hydroxy-4-pyridinecarboxaldehyde;3-Hydroxy-4-pyridinealdehyde;4-Formyl-3-hydroxypyridine;3-Hydroxy-4-formylpyridine;3-Hydroxyisonicotinaldehyde;3-Hydroxypyridine-4-carbaldehyde
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CAS No:
Characteristics
50.2
0.5
1.327±0.06 g/cm3(Predicted)
126-128 °C
323.8±22.0 °C(Predicted)
149.6±22.3 °C
1.629
0.000135mmHg at 25°C
Safety Information
36/37/38
26-36/37/39-24/25
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, P501
H302
3-Hydroxy-4-pyridinecarboxaldehyde Use and Manufacturing
To a stirred solution of 3-methoxymethoxypyridine-4-carbaldehyde (11.0 g, 65.83 mmol) in THF (50 mL) was added 3N HC1 (100 mL) and stirred at 60 °C for 1 h. The reaction mixture was cooled under ice bath and pH was adjusted to 7 with solid KTo a stirred solution of 3-methoxymethoxypyridine-4-carbaldehyde (hg, 65.83 mmol) in THF (50 mL) was added 3N HC1 (100 mL) and stirred at 60°C for 1 hr. The reaction mixture was cooled under ice bath and pH was adjusted to 7 with solid K2C03. Resulting mixture was extracted with EtOAc (250 mL x 5). The organic layer was dried over sodium sulfate, concentrated under reduced pressure to afford 15g of crude which was purified by column chromatography using silica gel (100-200 mesh) and 23percent EtOAc/hexane as eluent to afford 4 g of 3-hydroxy-pyridine- 4-carbaldehyde as pale yellow solid. GC-MS: 123 (mlz), ‘H-NMR (DMSO-d6, 400 MHz): ö 11.04 (bs, 1H), 10.37 (s, 1H), 8.46 (s, 1H), 8.20 (d, 1H, J=4.88 Hz), 7.46 (d, 1H, J=4.88Hz). GC-FID:99.5 1percent.
Computed Properties
Molecular Weight:123.11
XLogP3:0.5
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:1
Exact Mass:123.032028402
Monoisotopic Mass:123.032028402
Topological Polar Surface Area:50.2
Heavy Atom Count:9
Complexity:105
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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3-Hydroxy-4-pyridinecarboxaldehyde
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