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CS-W001157 4
Total: USD 88.00

2-(N,N-Dimethylamino)benzaldehyde

  • CAS No. 579-72-6

  • Cat. No. CS-0062404
  • Purity≥98%
  • MDL No.None

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

2-(N,N-Dimethylamino)benzaldehyde|CS-0062404

Structure of 579-72-6

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General Information

  • CAS No. 579-72-6
  • Cat. No. CS-0062404
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₁NO
  • Molecular Weight 149.19
  • Synonym(s) 2-(Dimethylamino)benzaldehyde
  • SMILES O=CC1=CC=CC=C1N(C)C

Description

2-(N,N-Dimethylamino)benzaldehyde features a para-dimethylamino group that enhances electron density at the aromatic ring, enabling efficient conjugation with nucleophiles. This electron-rich aldehyde integrates readily into Schiff base reactions and serves as a key building block in fluorescent probe design and transition metal catalysis. The dimethylamino moiety improves solubility in organic solvents while maintaining bench stability under standard conditions.

Application

2-(N,N-Dimethylamino)benzaldehyde serves as a versatile building block in synthetic organic chemistry, enabling efficient access to fluorescent probes and biologically active heterocycles. Its electron-rich aromatic core and aldehyde functionality facilitate robust condensation reactions, including Mannich and Schiff base formations, with excellent bench stability and straightforward purification. This compound functions as a key intermediate in the construction of advanced pharmaceutical scaffolds and dye systems.

Synthesis

  • Route1
    • In-stock
      2-Fluorobenzaldehyde|CS-W008891
      446-52-6
    • null|null
      124-40-3
    • ~91%
    • In-stock
      2-(N,N-Dimethylamino)benzaldehyde|CS-0062404
      579-72-6

    References

    • Castaing, Matthias; Wason, Sacha L.; Estepa, Beatriz; Hooper, Joel F.; Willis, Michael C. Angewandte Chemie - International Edition, 2013 , vol. 52, # 50 p. 13280 - 13283 Angew. Chem., 2013 , vol. 125, # 50 p. 13522 - 13525,4
  • Route2
    • null|null
      121-69-7
    • null|null
      68-12-2
    • ~78%
    • In-stock
      2-(N,N-Dimethylamino)benzaldehyde|CS-0062404
      579-72-6

    References

    • Gao, Aihong; Mu, Ying; Zhang, Jingshun; Yao, Wei European Journal of Inorganic Chemistry, 2009 , # 24 p. 3613 - 3621
  • Route3
    • [2-(dimethylamino)phenyl]methanol|CS-0216707
      4707-56-6
    • ~%
    • In-stock
      2-(N,N-Dimethylamino)benzaldehyde|CS-0062404
      579-72-6

    References

    • WO2013/142269 A1, ; Paragraph 0569; 0570; 0737; 0738 ;

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
Precautionary Statements : P261-P280-P304+P340-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   20.31
  • LogP   1.5651
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   2

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