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CS-W001157 4
Total: USD 88.00

2,5-Dimethoxy-4-methylbenzaldehyde

  • CAS No. 4925-88-6

  • Cat. No. CS-0153524
  • Purity≥98%
  • MDL No.MFCD02253192

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

2,5-Dimethoxy-4-methylbenzaldehyde|CS-0153524

Structure of 4925-88-6

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General Information

  • CAS No. 4925-88-6
  • Cat. No. CS-0153524
  • Purity ≥98%
  • MDL No. MFCD02253192
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₂O₃
  • Molecular Weight 180.20
  • Synonym(s) 2,5-Dimethoxy-4-methyl-benzaldehyde
  • SMILES CC1=C(C=C(C=O)C(=C1)OC)OC

Description

2,5-Dimethoxy-4-methylbenzaldehyde features a benzaldehyde core with ortho-methoxy and para-methyl substituents, delivering enhanced electron density and steric bulk. This configuration promotes stability and reactivity in electrophilic aromatic substitution and transition-metal-catalyzed coupling processes. The aldehyde functionality enables direct incorporation into complex molecular architectures via condensation or oxidation reactions.

Application

2,5-Dimethoxy-4-methylbenzaldehyde serves as a versatile building block in the synthesis of bioactive heterocycles and aromatic scaffolds. Its aldehyde functionality enables efficient imine formation and reductive amination, while the ortho-dimethoxy and methyl substituents provide enhanced stability and favorable electronic effects for electrophilic substitution. The compound exhibits excellent bench stability and is compatible with standard purification techniques, facilitating its use in medicinal chemistry campaigns and multi-step syntheses.

Synthesis

  • Route1
    • In-stock
      2,5-Dimethoxytoluene|CS-0153182
      24599-58-4
    • null|null
      93-61-8
    • ~87%
    • In-stock
      2,5-Dimethoxy-4-methylbenzaldehyde|CS-0153524
      4925-88-6

    References

    • Miyawaki, Akari; Kikuchi, Daisuke; Niki, Masu; Manabe, Yuki; Kanematsu, Makoto; Yokoe, Hiromasa; Yoshida, Masahiro; Shishido, Kozo Journal of Organic Chemistry, 2012 , vol. 77, # 18 p. 8231 - 8243
  • Route2
    • In-stock
      2,5-Dimethoxytoluene|CS-0153182
      24599-58-4
    • null|null
      68-12-2
    • ~78%
    • In-stock
      2,5-Dimethoxy-4-methylbenzaldehyde|CS-0153524
      4925-88-6

    References

    • Mehta, Goverdhan; Khan, Tabrez Babu; Sunil Kumar Tetrahedron Letters, 2010 , vol. 51, # 39 p. 5116 - 5119
  • Route3
    • In-stock
      2,5-Dihydroxy-4-methylbenzaldehyde|CS-0158445
      52010-89-6
    • null|null
      74-88-4
    • ~%
    • In-stock
      2,5-Dimethoxy-4-methylbenzaldehyde|CS-0153524
      4925-88-6

    References

    • Ravi Kumar; Behera, Manoranjan; Raghavulu; Jaya Shree; Yennam, Satyanarayana Tetrahedron Letters, 2012 , vol. 53, # 32 p. 4108 - 4113

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   35.53
  • LogP   1.82472
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   3

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