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CS-W001157 4
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3-Chloro-N-methylaniline

  • CAS No. 7006-52-2

  • Cat. No. CS-0108516
  • Purity≥97%
  • MDL No.MFCD00052014

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

3-Chloro-N-methylaniline|CS-0108516

Structure of 7006-52-2

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General Information

  • CAS No. 7006-52-2
  • Cat. No. CS-0108516
  • Purity ≥97%
  • MDL No. MFCD00052014
  • Storage RT, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₈ClN
  • Molecular Weight 141.60
  • Synonym(s) N-Methyl-3-chlorobenzenamine
  • SMILES CNC1=CC=CC(Cl)=C1

Description

3-Chloro-N-methylaniline features a chlorinated aromatic ring paired with a methylaniline functionality, enabling direct incorporation into pharmaceutical intermediates and agrochemical scaffolds. This bench-stable derivative offers enhanced solubility and reactivity in electrophilic substitution processes compared to unsubstituted anilines, streamlining synthesis workflows in medicinal chemistry.

Application

3-Chloro-N-methylaniline serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling direct functionalization at the aromatic ring due to the electron-withdrawing chlorine and the N-methyl group’s moderate activating effect. Its bench-stable nature and compatibility with palladium-catalyzed coupling reactions facilitate efficient construction of complex heterocycles and biaryl scaffolds.

Synthesis

  • Route1
    • N-(3-chlorophenyl)formamide|CS-0560914
      139-71-9
    • ~92%
    • In-stock
      3-Chloro-N-methylaniline|CS-0108516
      7006-52-2

    References

    • Rosowsky, Andre; Forsch, Ronald A.; Queener, Sherry F. Journal of Medicinal Chemistry, 1995 , vol. 38, # 14 p. 2615 - 2620
  • Route2
    • null|null
      126799-85-7
    • ~53%
    • In-stock
      3-Chloro-N-methylaniline|CS-0108516
      7006-52-2

    References

    • Lopez, Francisco J.; Nitzan, Dov Tetrahedron Letters, 1999 , vol. 40, # 11 p. 2071 - 2074
  • Route3
    • In-stock
      1-Bromo-3-chlorobenzene|CS-W010720
      108-37-2
    • null|null
      74-89-5
    • ~10%
    • In-stock
      3-Chloro-N-methylaniline|CS-0108516
      7006-52-2

    References

    • Jiao, Jiao; Zhang, Xi-Ru; Chang, Ning-Hui; Wang, Jie; Wei, Jun-Fa; Shi, Xian-Ying; Chen, Zhan-Guo Journal of Organic Chemistry, 2011 , vol. 76, # 4 p. 1180 - 1183

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   12.03
  • LogP   2.3817
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   1

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