| Identification | Back Directory | [Name]
5-Hydroxy-2-methoxybenzaldehyde | [CAS]
35431-26-6 | [Synonyms]
5-Hydroxy-2-methoxybenzaldehyde
2-Methoxy-5-hydroxybenzaldehyde
Benzaldehyde, 5-hydroxy-2-methoxy-
5-Hydroxy-2-methoxybenzaldehyde 95+%
5-Hydroxy-2-methoxybenzaldehyde ISO 9001：2015 REACH | [Molecular Formula]
C8H8O3 | [MDL Number]
MFCD03820046 | [MOL File]
35431-26-6.mol | [Molecular Weight]
152.15 |
| Chemical Properties | Back Directory | [Melting point ]
110-115 °C | [Boiling point ]
309.0±22.0 °C(Predicted) | [density ]
1.231±0.06 g/cm3(Predicted) | [storage temp. ]
under inert gas (nitrogen or Argon) at 2-8°C | [solubility ]
Acetone (Slightly), DMSO (Slightly) | [form ]
Solid | [pka]
9.73±0.18(Predicted) | [color ]
Light Brown to Dark Orange | [Stability:]
Air Sensitive |
| Hazard Information | Back Directory | [Synthesis Reference(s)]
The Journal of Organic Chemistry, 39, p. 2437, 1974 DOI: 10.1021/jo00930a032 | [Synthesis]
The general procedure for the synthesis of 5-hydroxy-2-methoxybenzaldehyde from 2-methoxy-5-(methoxymethoxy)benzaldehyde was as follows: to a solution of 2-methoxy-5-(methoxymethoxy)benzaldehyde (33.5 g, 0.17 mol, 1 eq.) in tetrahydrofuran (THF, 150 mL) was added 3N hydrochloric acid (HCl, 250 mL, 4.4 eq.). The reaction mixture was stirred at 50 °C for 1 h, subsequently cooled to room temperature and diluted with deionized water (500 mL). The mixture was neutralized to pH 7-8 with solid potassium carbonate (K2CO3). the light yellow solid product was collected by filtration, washed with deionized water and dried to afford 5-hydroxy-2-methoxybenzaldehyde (17.9 g, 74.6% yield) as a light yellow solid. The product was confirmed by NMR hydrogen spectrum (400 MHz, DMSO-d6): δ= 10.31 (s, 1H), 8.03 (s, 1H), 6.89 (s, 1H), 3.80 (s, 3H). Low resolution mass spectrometry (LRMS) showed the molecular ion peak (M+H+) m/z 154.0. | [References]
[1] Patent: WO2013/102142, 2013, A1. Location in patent: Paragraph 0193
[2] Patent: WO2013/102142, 2013, A1. Location in patent: Paragraph 0172 |
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