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| | 2,4-Dihydroxy-3-methylbenzaldehyde Basic information |
| Product Name: | 2,4-Dihydroxy-3-methylbenzaldehyde | | Synonyms: | 2,4-dihydroxy-3-methylbenzaldehyde;3-methyl-2,4-dihydroxybenzaldehyde;4-Formyl-2-methylresorcinol;Einecs 228-369-5;2,4-Dihydroxy-3-methylbenzaldehyd;2,4-Dihydroxy-3-meth;Benzaldehyde, 2,4-dihydroxy-3-methyl-;4-Hydroxy-3-methylsalicylaldehyde | | CAS: | 6248-20-0 | | MF: | C8H8O3 | | MW: | 152.15 | | EINECS: | 228-369-5 | | Product Categories: | | | Mol File: | 6248-20-0.mol |  |
| | 2,4-Dihydroxy-3-methylbenzaldehyde Chemical Properties |
| Melting point | 150 °C | | Boiling point | 345.7±12.0 °C(Predicted) | | density | 1.331±0.06 g/cm3(Predicted) | | storage temp. | under inert gas (nitrogen or Argon) at 2-8°C | | solubility | DMSO (Slightly), Methanol (Slightly) | | form | Solid | | pka | 7.93±0.23(Predicted) | | color | Light Orange to Light Red | | InChI | InChI=1S/C8H8O3/c1-5-7(10)3-2-6(4-9)8(5)11/h2-4,10-11H,1H3 | | InChIKey | AOPMHYFEQDBXPZ-UHFFFAOYSA-N | | SMILES | C(=O)C1=CC=C(O)C(C)=C1O | | LogP | 1.727 (est) | | EPA Substance Registry System | Benzaldehyde, 2,4-dihydroxy-3-methyl- (6248-20-0) |
| Safety Statements | 24/25 | | TSCA | TSCA listed | | HS Code | 29124990 |
| | 2,4-Dihydroxy-3-methylbenzaldehyde Usage And Synthesis |
| Uses | 4-Formyl-2-methylresorcinol is a reactant in the synthesis of 3-benzo[b]thiophenecoumarin, with potent anti-proliferative activity against breast cancer cell lines | | Synthesis | The general procedure for the synthesis of 3-methyl-2,4-dihydroxybenzaldehyde from 2,6-dihydroxytoluene and N,N-dimethylformamide was as follows: first, N,N-dimethylformamide (6.2 mL, 80.65 mmol) was mixed with phosphorochloride (8.1 mL, 88.61 mmol), followed by the addition of 2-methylresorcinol (5.0 g, 40.3 mmol ) and ethyl acetate (100 mL). The reaction mixture was stirred at room temperature for 2 hours. Upon completion of the reaction, the reaction solution was combined with ethyl acetate, the organic phase was dried with anhydrous sodium sulfate, filtered to remove the desiccant, and the filtrate was subsequently concentrated under reduced pressure. Finally, the target product 3-methyl-2,4-dihydroxybenzaldehyde (4.9 g, 79.9% yield) was purified by silica gel column chromatography. | | References | [1] Organic and Biomolecular Chemistry, 2005, vol. 3, # 12, p. 2305 - 2309
[2] Chemistry - An Asian Journal, 2010, vol. 5, # 1, p. 130 - 140
[3] Patent: CN106957279, 2017, A. Location in patent: Paragraph 0042; 0049; 0050; 0051
[4] Tetrahedron Letters, 2000, vol. 41, # 11, p. 1741 - 1745
[5] Angewandte Chemie - International Edition, 2017, vol. 56, # 42, p. 12888 - 12891 |
| | 2,4-Dihydroxy-3-methylbenzaldehyde Preparation Products And Raw materials |
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