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CS-W001157 4
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3-Methoxy-5-methylbenzaldehyde

  • CAS No. 90674-26-3

  • Cat. No. CS-0153250
  • Purity≥97%
  • MDL No.MFCD11046639

*For research and further manufacturing use only, not for direct human use.

3-Methoxy-5-methylbenzaldehyde|CS-0153250

Structure of 90674-26-3

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General Information

  • CAS No. 90674-26-3
  • Cat. No. CS-0153250
  • Purity ≥97%
  • MDL No. MFCD11046639
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₀O₂
  • Molecular Weight 150.17
  • Synonym(s) 3-Methoxy-5-methylbenzaldehyd
  • SMILES CC1=CC(=CC(=C1)OC)C=O

Description

3-Methoxy-5-methylbenzaldehyde features a benzaldehyde core with strategically positioned methoxy and methyl groups that enhance electron density and solubility. This combination enables efficient incorporation into complex synthetic sequences, particularly in medicinal chemistry and materials science applications where tunable reactivity and stability are critical.

Application

3-Methoxy-5-methylbenzaldehyde serves as a versatile building block in medicinal chemistry and synthetic organic workflows, enabling efficient access to substituted aromatic scaffolds. Its ortho-directed electrophilic substitution pattern and compatible aldehyde functionality facilitate diverse transformations, including reductive amination, Grignard additions, and condensation reactions. Bench-stable and readily purified by recrystallization or flash chromatography, it functions effectively in multi-step syntheses requiring predictable regiochemistry and functional group tolerance.

Synthesis

  • Route1
    • (3-Methoxy-5-methylphenyl)methanol|CS-0153249
      119650-44-1
    • ~99%
    • In-stock
      3-Methoxy-5-methylbenzaldehyde|CS-0153250
      90674-26-3

    References

    • Tibrewal, Nidhi; Downey, Theresa E.; Van Lanen, Steven G.; Ul Sharif, Ehesan; O'Doherty, George A.; Rohr, Juergen Journal of the American Chemical Society, 2012 , vol. 134, # 30 p. 12402 - 12405
  • Route2
    • 1-(Bromomethyl)-3-methoxy-5-methylbenzene|CS-0685423
      106116-42-1
    • ~75%
    • In-stock
      3-Methoxy-5-methylbenzaldehyde|CS-0153250
      90674-26-3

    References

    • Paisdor, Bernd; Gruetzmacher, Hans-Friedrich; Kuck, Dietmar Chemische Berichte, 1988 , vol. 121, p. 1307 - 1314
  • Route3
    • In-stock
      1-Bromo-3-methoxy-5-methylbenzene|CS-W007784
      29578-83-4
    • null|null
      68-12-2
    • ~%
    • In-stock
      3-Methoxy-5-methylbenzaldehyde|CS-0153250
      90674-26-3

    References

    • BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BRENNEMAN, Jehrod Burnett; GINN, John; LOWE, Michael D.; SARKO, Christopher Ronald; TASBER, Edward S.; ZHANG, Zhonghua Patent: US2014/73629 A1, 2014 ; Location in patent: Paragraph 0262 ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   26.3
  • LogP   1.81612
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   2

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