4-Methoxy-3-methylbenzaldehyde
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4-Methoxy-3-methylbenzaldehyde
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CAS No:
32723-67-4
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Formula:
C9H10O2
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Chemical Name:
4-Methoxy-3-methylbenzaldehyde
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Synonyms:
Benzaldehyde,4-methoxy-3-methyl-;p-Anisaldehyde,3-methyl-;4-Methoxy-3-methylbenzaldehyde;3-Methyl-4-methoxybenzaldehyde;4-Methoxy-3-tolualdehyde;3-Methyl-p-anisaldehyde;(4-Methoxy-3-methylphenyl)formaldehyde;3-Methyl-4-anisaldehyde
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CAS No:
Characteristics
26.3
2.2
Clear pale yellow to green liquid
1.082 g/cm3 @ Temp: 16 °C
80-85 °C
234 °F
1.542
Store in a cool, dry place. Keep container closed when not in use.
Safety Information
IRRITANT
NONH for all modes of transport
3
23-24/25
Stable under normal temperatures and pressures.
4-Methoxy-3-methylbenzaldehyde Use and Manufacturing
General procedure: To a solution of the hydroxy-methylbenzaldehyde (34 mg, 0.25 mmol) in anhydrous DMF (6.0 mL), K2CO3 (35 mg, 0.25 mmol) was added and the mixture was stirred at room temperaturefor 30 minutes. Then, methyl iodide (30 μL, 68 mg, 0.5 mmol) was added and the reaction was stirred at room temperatureovernight. The reaction was quenched by the additionof distilled water, and the aqueous phase was extracted threetimes with ethyl acetate. The combined organic phases weredried with MgSO4 and concentrated in vacuo. The residue waspurified by column chromatography on silica gel.Intermediate 60 3- (4-Hydroxy-phenyl)-2, 2-dimethyl-propionic acid methyl ester Step A 2-Methyl-4-anisaldehyde; A mixture of 2, 3-dimethylanisole (50g, 0.37 mol), Cu2+ sulfate pentahydrate (90 g, 0.36 mol), and potassium peroxydisulfate (301 g, 1.11 mol) in acetonitrile/water (1 : 1, 2.6 L) is stirred vigorously and heated to reflux for 30 minutes. The reaction is cooled to rt and extracted with CH2C12 (4L) and washed with water (2L). The layers are separated, and the aqueous layer is again extracted with CH2C12. The organic layers are combined and concentrated to afford about 55 g (-100percent) product, which is taken on as is. 1H-NMR (DMSO-d6): 10.05 (s, 1H), 7.78 (m, 1H), 6.95 (m, 1H), 6. 88 (s, 1H), 3.84 (s, 3H), 2.6 (s, 3H).
Computed Properties
Molecular Weight:150.17
XLogP3:2.2
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:2
Exact Mass:150.068079557
Monoisotopic Mass:150.068079557
Topological Polar Surface Area:26.3
Heavy Atom Count:11
Complexity:134
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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