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CS-W001157 4
Total: USD 88.00

4-Chloro-N,N-dimethylaniline

  • CAS No. 698-69-1

  • Cat. No. CS-0151319
  • Purity≥96%
  • MDL No.MFCD07780200

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

4-Chloro-N,N-dimethylaniline|CS-0151319

Structure of 698-69-1

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General Information

  • CAS No. 698-69-1
  • Cat. No. CS-0151319
  • Purity ≥96%
  • MDL No. MFCD07780200
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₀ClN
  • Molecular Weight 155.62
  • Synonym(s) p-N,N-Dimethylaminochlorobenzene
  • SMILES CN(C)C1=CC=C(C=C1)Cl

Description

4-Chloro-N,N-dimethylaniline is a bench-stable, electron-rich arylamine featuring a para-chloro substituent and dimethylamino group. This combination enhances its nucleophilicity and solubility in organic media, enabling efficient incorporation into coupling reactions and synthetic intermediates for pharmaceuticals and functional materials.

Application

4-Chloro-N,N-dimethylaniline serves as a versatile arylamine building block in pharmaceutical and agrochemical synthesis. Its electron-rich aromatic ring enables efficient Pd-catalyzed cross-coupling reactions, while the dimethylamino group provides strong resonance donation, enhancing reactivity in electrophilic substitutions. The chloro substituent offers a reliable handle for further functionalization via nucleophilic aromatic substitution or transition metal-mediated coupling. Bench-stable and readily purified by distillation or recrystallization, it functions effectively in multi-step synthetic sequences requiring high functional group tolerance and predictable regiochemistry.

Synthesis

  • Route1
    • null|null
      121-69-7
    • ~75%
    • In-stock
      4-Chloro-N,N-dimethylaniline|CS-0151319
      698-69-1

    References

    • Synthesis, , # 10 p. 868 - 870
  • Route2
    • null|null
      50-00-0
    • null|null
      106-47-8
    • ~89%
    • In-stock
      4-Chloro-N,N-dimethylaniline|CS-0151319
      698-69-1

    References

    • Bulletin of the Chemical Society of Japan, , vol. 76, # 1 p. 143 - 151
  • Route3
    • null|null
      124-38-9
    • In-stock
      4-Chloro-N-methylaniline|CS-W018297
      932-96-7
    • ~73%
    • In-stock
      4-Chloro-N,N-dimethylaniline|CS-0151319
      698-69-1

    References

    • Angewandte Chemie - International Edition, , vol. 52, # 36 p. 9568 - 9571 Angew. Chem., , vol. 125, # 36 p. 9747 - 9750,4

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   3.24
  • LogP   2.406
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   1

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