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CS-W001157 4
Total: USD 88.00

3-Hydroxy-4-methylbenzaldehyde

  • CAS No. 57295-30-4

  • Cat. No. CS-W007074
  • Purity≥97%
  • MDL No.MFCD01632496

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

3-Hydroxy-4-methylbenzaldehyde|CS-W007074

Structure of 57295-30-4

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General Information

  • CAS No. 57295-30-4
  • Cat. No. CS-W007074
  • Purity ≥97%
  • MDL No. MFCD01632496
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₈O₂
  • Molecular Weight 136.15
  • Synonym(s) N-[2-(dimethylamino)ethyl]-2-methylbenzamide
  • SMILES O=CC1=CC=C(C)C(O)=C1

Description

3-Hydroxy-4-methylbenzaldehyde features a phenolic hydroxyl group and a methyl substituent positioned ortho to the aldehyde, enabling directional functionalization in synthesis. This electron-rich scaffold supports efficient coupling reactions and serves as a key intermediate in bioactive molecule construction under standard conditions.

Application

3-Hydroxy-4-methylbenzaldehyde serves as a versatile building block in synthetic organic chemistry, enabling the construction of bioactive heterocycles and pharmaceutical intermediates. Its ortho-hydroxyl and methyl groups provide enhanced reactivity in electrophilic substitution and facilitate efficient derivatization via oxidation, etherification, or condensation reactions. The aldehyde functionality offers broad compatibility in coupling processes, while the molecule exhibits good bench stability and straightforward purification by recrystallization or column chromatography.

Synthesis

  • Route1
    • 5-(Hydroxymethyl)-2-methylphenol|CS-0378445
      90953-62-1
    • ~10%
    • In-stock
      3-Hydroxy-4-methylbenzaldehyde|CS-W007074
      57295-30-4

    References

    • Dainippon Sumitomo Pharma Co. Ltd.; AstraZeneca AB Patent: US2011/136801 A1, 2011 ; Location in patent: Page/Page column 44 ;
  • Route2
    • null|null
      50-00-0
    • 5-(Hydroxymethyl)-2-methylphenol|CS-0378445
      90953-62-1
    • ~0%
    • null|null
      154550-07-9
    • In-stock
      3-Hydroxy-4-methylbenzaldehyde|CS-W007074
      57295-30-4

    References

    • Duan, Meili; Toney, Michael D. Synthetic Communications, 2005 , vol. 35, # 22 p. 2869 - 2874
  • Route3

    References

    • Synthetic Communications, , vol. 35, # 22 p. 2869 - 2874

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

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Computational Chemistry Data

  • TPSA   37.3
  • LogP   1.51312
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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