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CS-W001157 4
Total: USD 88.00

4-Dimethylamino-2-methoxybenzaldehyde

  • CAS No. 84562-48-1

  • Cat. No. CS-0009916
  • Molecule weight179.22
  • Purity≥97%
  • MDL No.MFCD00151814

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

4-Dimethylamino-2-methoxybenzaldehyde|CS-0009916

Structure of 84562-48-1

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General Information

  • CAS No. 84562-48-1
  • Cat. No. CS-0009916
  • Purity ≥97%
  • MDL No. MFCD00151814
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₃NO₂
  • Molecular Weight 179.22
  • Synonym(s) NSC 156544
  • SMILES O=CC1=CC=C(N(C)C)C=C1OC

Description

4-Dimethylamino-2-methoxybenzaldehyde features a strongly electron-donating dimethylamino group paired with a methoxy substituent, creating a highly activated aromatic ring ideal for nucleophilic addition reactions. This benzaldehyde derivative exhibits enhanced solubility in organic solvents and stability under standard bench conditions, enabling straightforward incorporation into complex molecular architectures.

Application

4-Dimethylamino-2-methoxybenzaldehyde serves as a versatile building block in medicinal chemistry and synthetic organic chemistry, enabling efficient access to biologically relevant heterocycles. Its electron-rich aromatic core and orthogonal functional groups—aldehyde, dimethylamino, and methoxy—facilitate diverse transformations including Mannich reactions, reductive aminations, and condensation processes. The compound exhibits good bench stability and ease of purification, making it well-suited for multi-step synthesis workflows.

Synthesis

  • Route1
    • null|null
      74-83-9
    • In-stock
      4-(Dimethylamino)-2-hydroxybenzaldehyde|CS-W002152
      41602-56-6
    • ~69%
    • In-stock
      4-Dimethylamino-2-methoxybenzaldehyde|CS-0009916
      84562-48-1

    References

    • Kim, Byung-Soon; Kashibuchi, Daisuke; Son, Young-A.; Kim, Sung-Hoon; Matsumoto, Shinya Dyes and Pigments, 2011 , vol. 90, # 1 p. 56 - 64
  • Route2
    • In-stock
      3-Methoxy-N,N-dimethylaniline|CS-0151327
      15799-79-8
    • null|null
      68-12-2
    • ~%
    • In-stock
      4-Dimethylamino-2-methoxybenzaldehyde|CS-0009916
      84562-48-1

    References

    • Journal of the Chemical Society, , p. 2237
  • Route3
    • In-stock
      3-Methoxy-N,N-dimethylaniline|CS-0151327
      15799-79-8
    • null|null
      68-12-2
    • ~%
    • In-stock
      4-Dimethylamino-2-methoxybenzaldehyde|CS-0009916
      84562-48-1
    • null|null
      99855-61-5

    References

    • Journal of the Chemical Society, , p. 2237

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   29.54
  • LogP   1.5737
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   3

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