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CS-W001157 4
Total: USD 88.00

4-(Dimethylamino)-2-hydroxybenzaldehyde

  • CAS No. 41602-56-6

  • Cat. No. CS-W002152
  • Purity≥98%
  • MDL No.MFCD00027419

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

4-(Dimethylamino)-2-hydroxybenzaldehyde|CS-W002152

Structure of 41602-56-6

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General Information

  • CAS No. 41602-56-6
  • Cat. No. CS-W002152
  • Purity ≥98%
  • MDL No. MFCD00027419
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₁NO₂
  • Molecular Weight 165.19
  • Synonym(s) p-(Dimethylamino)salicylaldehyde
  • SMILES CN(C1=CC(O)=C(C=O)C=C1)C

Description

4-(Dimethylamino)-2-hydroxybenzaldehyde features a conjugated system bridging an electron-rich dimethylamino group and a phenolic hydroxyl, enabling strong fluorescence and pH-sensitive emission. This scaffold integrates readily into dye architectures and chelating platforms, offering enhanced solubility and stability under standard conditions.

Application

4-(Dimethylamino)-2-hydroxybenzaldehyde serves as a versatile building block in the synthesis of functionalized heterocycles and fluorescent probes. Its ortho-hydroxyl and para-dimethylamino groups enable intramolecular cyclization and strong electron donation, facilitating efficient condensation reactions. The aldehyde functionality supports reliable imine formation and Grignard additions, while the compound exhibits good bench stability and ease of purification—ideal for iterative synthetic sequences in medicinal chemistry and materials science applications.

Synthesis

  • Route1
    • null|null
      68-12-2
    • In-stock
      3-Dimethylaminophenol|CS-W003974
      99-07-0
    • ~99%
    • In-stock
      4-(Dimethylamino)-2-hydroxybenzaldehyde|CS-W002152
      41602-56-6

    References

    • Takakura, Hideo; Sasakura, Kiyoshi; Ueno, Tasuku; Urano, Yasuteru; Terai, Takuya; Hanaoka, Kenjiro; Tsuboi, Takashi; Nagano, Tetsuo Chemistry - An Asian Journal, 2010 , vol. 5, # 9 p. 2053 - 2061
  • Route2
    • null|null
      3724-43-4
    • In-stock
      3-Dimethylaminophenol|CS-W003974
      99-07-0
    • ~%
    • In-stock
      4-(Dimethylamino)-2-hydroxybenzaldehyde|CS-W002152
      41602-56-6

    References

    • Barrio, Jorge R.; Petric, Andre J.; Satyamurthy, Nagichettiar; Kepe, Vladimir; Small, Gary W. Patent: US2007/53831 A1, 2007 ; Location in patent: Page/Page column 11 ;
  • Route3
    • null|null
      122-51-0
    • In-stock
      3-Dimethylaminophenol|CS-W003974
      99-07-0
    • ~65%
    • In-stock
      4-(Dimethylamino)-2-hydroxybenzaldehyde|CS-W002152
      41602-56-6

    References

    • Akiyama, Shuzo; Akimoto, Hiroyuki; Nakatsuji, Shin'ichi; Nakashima, Kenichiro Bulletin of the Chemical Society of Japan, 1985 , vol. 58, # 8 p. 2192 - 2196

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   40.54
  • LogP   1.2707
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   2

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