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CS-W001157 4
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4-(Dimethylaminomethyl)phenylamine

  • CAS No. 6406-74-2

  • Cat. No. CS-D1626
  • Purity≥98%
  • MDL No.MFCD00035953

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

4-(Dimethylaminomethyl)phenylamine|CS-D1626

Structure of 6406-74-2

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General Information

  • CAS No. 6406-74-2
  • Cat. No. CS-D1626
  • Purity ≥98%
  • MDL No. MFCD00035953
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₄N₂
  • Molecular Weight 150.22
  • Synonym(s) 4-Amino-N,N-dimethylbenzylamine; 4-[(N,N-Dimethylamino)methyl]aniline; N-(p-Aminobenzyl)dimethylamine; NSC 207808; Benzenemethanamine, 4-amino-N,N-dimethyl-
  • SMILES CN(C)CC1=CC=C(N)C=C1

Description

4-(Dimethylaminomethyl)phenylamine features a para-substituted aniline scaffold bearing a dimethylaminomethyl group, delivering enhanced electron-donating character. This configuration promotes strong fluorescence and facilitates conjugation in organic semiconductors and dye synthesis. The compound exhibits excellent solubility in common organic solvents and stability under ambient conditions, enabling straightforward incorporation into multi-step synthetic sequences.

Application

4-(Dimethylaminomethyl)phenylamine serves as a versatile building block in medicinal chemistry, enabling the construction of biologically active scaffolds through straightforward functional group interconversions. Its pendant dimethylamino group enhances solubility and provides a handle for further derivatization, while the aromatic amine facilitates coupling reactions. The compound exhibits good bench stability and is readily purified by standard chromatographic methods, making it well-suited for high-throughput synthesis and process development workflows.

Synthesis

  • Route1

    References

    • Murugesan, Dinakaran; Mital, Alka; Kaiser, Marcel; Shackleford, David M.; Morizzi, Julia; Katneni, Kasiram; Campbell, Michael; Hudson, Alan; Charman, Susan A.; Yeates, Clive; Gilbert, Ian H. Journal of Medicinal Chemistry, 2013 , vol. 56, # 7 p. 2975 - 2990
  • Route2

    References

    • Li, Yuehui; Molina De La Torre, Jesus A.; Grabow, Kathleen; Bentrup, Ursula; Junge, Kathrin; Zhou, Shaolin; Brueckner, Angelika; Beller, Matthias Angewandte Chemie - International Edition, 2013 , vol. 52, # 44 p. 11577 - 11580 Angew. Chem., 2013 , vol. 125, # 44 p. 11791 - 11794,4
  • Route3
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      100-11-8
    • ~%
    • In-stock
      4-(Dimethylaminomethyl)phenylamine|CS-D1626
      6406-74-2

    References

    • Journal of Medicinal Chemistry, , vol. 56, # 7 p. 2975 - 2990

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   29.26
  • LogP   1.3304
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   2

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