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CS-W001157 4
Total: USD 88.00

N,N-Dimethyl-1-(4-nitrophenyl)methanamine

  • CAS No. 15184-96-0

  • Cat. No. CS-0151297
  • Purity≥97%
  • MDL No.MFCD00035956

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

N,N-Dimethyl-1-(4-nitrophenyl)methanamine|CS-0151297

Structure of 15184-96-0

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General Information

  • CAS No. 15184-96-0
  • Cat. No. CS-0151297
  • Purity ≥97%
  • MDL No. MFCD00035956
  • Storage RT, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₂N₂O₂
  • Molecular Weight 180.20
  • Synonym(s) N,N-Dimethyl-4-nitrobenzylamine
  • SMILES CN(C)CC1=CC=C(C=C1)[N+](=O)[O-]

Description

N,N-Dimethyl-1-(4-nitrophenyl)methanamine features a para-nitroaryl group paired with a tertiary dimethylamino moiety, creating a strong electron-donating system. This combination enhances reactivity in nucleophilic aromatic substitution and facilitates use in organic synthesis. The compound exhibits bench-stable handling characteristics and demonstrates good solubility in common organic solvents.

Application

N,N-Dimethyl-1-(4-nitrophenyl)methanamine serves as a versatile arylamine building block in synthetic organic chemistry, enabling efficient access to substituted anilines and heterocyclic scaffolds. Its dimethylamino group enhances nucleophilicity while the para-nitro substituent provides a robust handle for selective reduction or further functionalization. The compound exhibits good bench stability and facilitates straightforward purification, making it well-suited for multi-step synthesis and process development workflows.

Synthesis

  • Route1
    • N,N-Dimethyl-4-nitrobenzamide|CS-0207134
      7291-01-2
    • ~90%
    • In-stock
      N,N-Dimethyl-1-(4-nitrophenyl)methanamine|CS-0151297
      15184-96-0

    References

    • Hanada, Shiori; Tsutsumi, Emi; Motoyama, Yukihiro; Nagashima, Hideo Journal of the American Chemical Society, 2009 , vol. 131, # 41 p. 15032 - 15040
  • Route2
    • null|null
      124-40-3
    • null|null
      100-11-8
    • ~84%
    • In-stock
      N,N-Dimethyl-1-(4-nitrophenyl)methanamine|CS-0151297
      15184-96-0

    References

    • F2G LTD Patent: WO2006/123145 A1, 2006 ; Location in patent: Page/Page column 58 ;
  • Route3
    • In-stock
      4-Nitrobenzaldehyde|CS-W007577
      555-16-8
    • null|null
      124-40-3
    • ~92%
    • In-stock
      N,N-Dimethyl-1-(4-nitrophenyl)methanamine|CS-0151297
      15184-96-0

    References

    • Bhattacharyya, Sukanta Synthetic Communications, 2000 , vol. 30, # 11 p. 2001 - 2008

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-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   46.38
  • LogP   1.6564
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   3

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