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3-METHOXY-4-METHYLBENZALDEHYDE

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3-METHOXY-4-METHYLBENZALDEHYDE Basic information

Product Name:
3-METHOXY-4-METHYLBENZALDEHYDE
Synonyms:
  • TIMTEC-BB SBB008620
  • 3-METHOXY-P-TOLUALDEHYDE
  • 3-METHOXY-4-METHYLBENZALDEHYDE
  • 4-methyl-3-methoxybenzaldehdye
  • Benzaldehyde, 3-Methoxy-4-Methyl-
  • 4-Formyl-2-methoxytoluene, 5-Formyl-2-methylanisole
  • Fr-2335
  • 4-Methyl-m-anisaldehyde
CAS:
24973-22-6
MF:
C9H10O2
MW:
150.17
Product Categories:
  • FINE Chemical & INTERMEDIATES
  • Aromatic Aldehydes & Derivatives (substituted)
  • Aldehydes
  • Phenyls & Phenyl-Het
  • Benzaldehyde
  • Adehydes, Acetals & Ketones
  • Anisoles, Alkyloxy Compounds & Phenylacetates
  • Phenyls & Phenyl-Het
Mol File:
24973-22-6.mol
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3-METHOXY-4-METHYLBENZALDEHYDE Chemical Properties

Melting point:
40.5-41.5
Boiling point:
246.2±20.0 °C(Predicted)
Density 
1.062±0.06 g/cm3(Predicted)
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
form 
powder
color 
Yellow to light beige
CAS DataBase Reference
24973-22-6(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36/37/39-45-22
HS Code 
29122990
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3-METHOXY-4-METHYLBENZALDEHYDE Usage And Synthesis

Chemical Properties

solid

Synthesis Reference(s)

Journal of Medicinal Chemistry, 32, p. 2210, 1989 DOI: 10.1021/jm00129a029

Synthesis

4685-50-1

24973-22-6

Dess-Martin periodinane (3 g, 7.07 mmol) was slowly added to a solution of (3-methoxy-4-methylphenyl)methanol (1 g, 6.57 mmol) in dichloromethane (35 mL) at 0 °C. The reaction mixture was stirred continuously at 0°C for 0.5 hours. Subsequently, a portion of the dichloromethane was concentrated under reduced pressure, and the reaction mixture was diluted with ether and washed sequentially with saturated sodium bicarbonate solution, sodium thiosulfate solution and water. The organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure to obtain 3-methoxy-4-methylbenzaldehyde in quantitative yield.

References

[1] Patent: WO2006/110668, 2006, A1. Location in patent: Page/Page column 65
[2] Journal of Medicinal Chemistry, 2012, vol. 55, # 15, p. 6948 - 6957
[3] Chemical and Pharmaceutical Bulletin, 1990, vol. 38, # 7, p. 1852 - 1856
[4] Journal of Medicinal Chemistry, 1989, vol. 32, # 9, p. 2210 - 2214
[5] Organic and Biomolecular Chemistry, 2015, vol. 13, # 37, p. 9564 - 9569

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