| Identification | Back Directory | [Name]
3-HYDROXY-4-METHYL-BENZALDEHYDE | [CAS]
57295-30-4 | [Synonyms]
3-hydroxy-4-methyl-benaldehyde
3-HYDROXY-4-METHYL-BENZALDEHYDE
Benzaldehyde, 3-hydroxy-4-Methyl-
N-[2-(dimethylamino)ethyl]-2-methylbenzamide | [Molecular Formula]
C8H8O2 | [MDL Number]
MFCD01632496 | [MOL File]
57295-30-4.mol | [Molecular Weight]
136.15 |
| Chemical Properties | Back Directory | [Melting point ]
73-74 °C | [Boiling point ]
252.4±20.0 °C(Predicted) | [density ]
1.175±0.06 g/cm3(Predicted) | [storage temp. ]
Inert atmosphere,2-8°C | [pka]
9.59±0.10(Predicted) | [Appearance]
Off-white to yellow Solid | [InChI]
InChI=1S/C8H8O2/c1-6-2-3-7(5-9)4-8(6)10/h2-5,10H,1H3 | [InChIKey]
DHVJHJQBQKKPNB-UHFFFAOYSA-N | [SMILES]
C(=O)C1=CC=C(C)C(O)=C1 |
| Hazard Information | Back Directory | [Synthesis]
General procedure for the synthesis of compounds (CAS:57295-30-4) from 5-(hydroxymethyl)-2-methylphenol: The product of step (i) (440.0 mg, 3.18 mmol) was dissolved in THF (4.4 mL) at room temperature, followed by addition of MnO2 (552.9 mg, 6.36 mmol). The reaction mixture was stirred at 50 °C for 6 hours. Upon completion of the reaction, the mixture was filtered through a diatomaceous earth pad to remove solid impurities. The filtrate was concentrated and the residue was purified by fast column chromatography to afford the target compound (CAS:57295-30-4) (46.1 mg, 11% yield) as a light yellow solid.1H NMR (CDCl3) δ: 9.90 (1H, s), 7.36 (1H, dd, J = 7.76, 1.44 Hz), 7.30 (1H, s ), 7.29 (1H, d, J = 5.52 Hz), 5.33 (1H, s), 2.33 (3H, s). | [Purification Methods]
Crystallise it from water or *C6H6 (m 71-71o). The O-methyl ether has m 45-46o (from Et2O/hexane). [Sedgwick & Allott J Chem Soc 2820 1923, Flitsch et al. Justus Liebigs Ann Chem 1413 1985, Beilstein 8 H 100, 8 II 103, 8 IV 368.] | [References]
[1] Patent: US2011/136801, 2011, A1. Location in patent: Page/Page column 44 |
|
|