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CS-W001157 4
Total: USD 88.00

4-(2-(Dimethylamino)ethoxy)benzaldehyde

  • CAS No. 15182-92-0

  • Cat. No. CS-0130268
  • Purity≥98%
  • MDL No.None

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

4-(2-(Dimethylamino)ethoxy)benzaldehyde|CS-0130268

Structure of 15182-92-0

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General Information

  • CAS No. 15182-92-0
  • Cat. No. CS-0130268
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₅NO₂
  • Molecular Weight 193.24
  • Synonym(s) p-(2-(Dimethylamino)ethoxy)benzaldehyde
  • SMILES O=CC1=CC=C(C=C1)OCCN(C)C

Description

4-(2-(Dimethylamino)ethoxy)benzaldehyde features a para-substituted benzaldehyde core bearing a dimethylaminoethoxy side chain, delivering enhanced solubility and electron-donating character. This combination enables efficient coupling in transition metal-catalyzed cross-coupling reactions and facilitates incorporation into fluorescent probes or bioconjugation scaffolds under standard conditions.

Application

4-(2-(Dimethylamino)ethoxy)benzaldehyde serves as a versatile building block in medicinal chemistry, enabling efficient access to bioactive heterocycles and pharmaceutical intermediates. Its aldehyde functionality facilitates reductive amination, Ugi-type couplings, and condensation reactions, while the electron-donating dimethylaminoethoxy group enhances solubility and modulates electronic properties. The compound exhibits good bench stability and is amenable to standard purification techniques, supporting reliable integration into multi-step syntheses.

Synthesis

  • Route1
    • p-Hydroxybenzaldehyde Bisoprolol Impurity|CS-0229513
      123-08-0
    • null|null
      107-99-3
    • ~76%
    • In-stock
      4-(2-(Dimethylamino)ethoxy)benzaldehyde|CS-0130268
      15182-92-0

    References

    • Strohfeldt, Katja; Mueller-Bunz, Helge; Pampillon, Clara; Sweeney, Nigel J.; Tacke, Matthias European Journal of Inorganic Chemistry, 2006 , # 22 p. 4621 - 4628
  • Route2
    • null|null
      44929-30-8
    • p-Hydroxybenzaldehyde Bisoprolol Impurity|CS-0229513
      123-08-0
    • ~49%
    • In-stock
      4-(2-(Dimethylamino)ethoxy)benzaldehyde|CS-0130268
      15182-92-0

    References

    • L. MOLTENI and C. DEI FRATELLI ALITTI SOCIETA DI ESERCIZIO S.P.A Patent: WO2004/35590 A2, 2004 ; Location in patent: Page 20 ;
  • Route3
    • null|null
      6116-74-1
    • p-Hydroxybenzaldehyde Bisoprolol Impurity|CS-0229513
      123-08-0
    • ~%
    • In-stock
      4-(2-(Dimethylamino)ethoxy)benzaldehyde|CS-0130268
      15182-92-0

    References

    • Journal of the American Chemical Society, , vol. 128, # 16 p. 5488 - 5495

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   1.4395
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   5

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