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CS-W001157 4
Total: USD 88.00

4-((Dimethylamino)methyl)benzaldehyde

  • CAS No. 36874-95-0

  • Cat. No. CS-0120710
  • Purity≥97%
  • MDL No.MFCD06800601

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

4-((Dimethylamino)methyl)benzaldehyde|CS-0120710

Structure of 36874-95-0

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General Information

  • CAS No. 36874-95-0
  • Cat. No. CS-0120710
  • Purity ≥97%
  • MDL No. MFCD06800601
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₃NO
  • Molecular Weight 163.22
  • Synonym(s) 4-Dimethylaminomethyl-benzaldehyde
  • SMILES O=CC1=CC=C(CN(C)C)C=C1

Description

4-((Dimethylamino)methyl)benzaldehyde features a para-dimethylaminomethyl group attached to a benzaldehyde core, delivering enhanced electron density and solubility in organic solvents. This configuration supports efficient coupling reactions and facilitates use in synthesizing fluorescent probes and bioactive heterocycles under standard conditions.

Application

4-((Dimethylamino)methyl)benzaldehyde serves as a versatile building block in medicinal chemistry, enabling efficient access to substituted benzimidazoles and other heterocyclic scaffolds via condensation reactions. The aldehyde group facilitates nucleophilic addition and reductive amination, while the dimethylaminomethyl moiety enhances solubility and acts as a directing group in electrophilic substitutions. Its bench-stable nature and compatibility with standard purification methods make it well-suited for multi-step synthesis workflows.

Synthesis

  • Route1
    • null|null
      217662-06-1
    • ~96%
    • In-stock
      4-((Dimethylamino)methyl)benzaldehyde|CS-0120710
      36874-95-0

    References

    • BIOMARIN PHARMACEUTICAL INC.; WANG, Bing; CHU, Daniel Patent: WO2011/130661 A1, 2011 ; Location in patent: Page/Page column 101 ;
  • Route2
    • null|null
      201230-82-2
    • 1-(4-Iodophenyl)-N,N-dimethylmethanamine|CS-0300307
      140621-52-9
    • ~88%
    • In-stock
      4-((Dimethylamino)methyl)benzaldehyde|CS-0120710
      36874-95-0

    References

    • Niu, Song-Lin; Massif, Cedrik; Ulrich, Gilles; Renard, Pierre-Yves; Romieu, Anthony; Ziessel, Raymond Chemistry - A European Journal, 2012 , vol. 18, # 23 p. 7229 - 7242
  • Route3

    References

    • Metysova, Jirina; Protiva, Miroslav Journal of Heterocyclic Chemistry, 1989 , vol. 26, p. 1325 - 1330

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-H312-H332
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P501

Quality Control

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Computational Chemistry Data

  • TPSA   20.31
  • LogP   1.5607
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   3

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