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CS-W001157 4
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3-Chloro-5-methylaniline

  • CAS No. 29027-20-1

  • Cat. No. CS-W019843
  • Purity≥98%
  • MDL No.MFCD15527197

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

3-Chloro-5-methylaniline|CS-W019843

Structure of 29027-20-1

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General Information

  • CAS No. 29027-20-1
  • Cat. No. CS-W019843
  • Purity ≥98%
  • MDL No. MFCD15527197
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₈ClN
  • Molecular Weight 141.60
  • Synonym(s) 3-Chloro-5-methylbenzenamine; 3-Chloro-5-methylaniline; 3-Chloro-5-methylphenylamine; 3-Chloro-5-methyl-phenylamine
  • SMILES NC1=CC(C)=CC(Cl)=C1

Description

3-Chloro-5-methylaniline features a chlorinated aromatic ring with a methyl group positioned meta to the amine, delivering enhanced electron density and improved solubility in organic media. This substitution pattern supports efficient coupling reactions and facilitates incorporation into pharmaceutical intermediates and functional materials under standard conditions.

Application

3-Chloro-5-methylaniline serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling direct incorporation into heterocyclic scaffolds via electrophilic substitution or coupling reactions. Its ortho-chloro and meta-methyl groups provide predictable regioselectivity and enhanced stability under standard reaction conditions. The compound exhibits excellent bench stability and facilitates straightforward purification, making it well-suited for multi-step synthetic sequences requiring functional group tolerance and reliable reactivity.

Synthesis

  • Route1

    References

    • TAIVEX THERAPEUTICS CORPORATION; HUANG, Yu-Ling; CHUANG, Shih-Hsien; LEE, Ying-Shuan Eda; HUANG, Jiann-Jyh; LAU, Johnson Patent: WO2013/82324 A1, 2013 ; Location in patent: Paragraph 00358 ;
  • Route2
    • 2-Chloro-4-methyl-6-nitroaniline|CS-0153376
      5465-33-8
    • ~%
    • In-stock
      3-Chloro-5-methylaniline|CS-W019843
      29027-20-1

    References

    • Grella; Danso-Danquah; Safo; Joshi; Kister; Marden; Hoffman; Abraham Journal of Medicinal Chemistry, 2000 , vol. 43, # 25 p. 4726 - 4737
  • Route3
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      89-62-3
    • ~%
    • In-stock
      3-Chloro-5-methylaniline|CS-W019843
      29027-20-1

    References

    • Kovacic,P.; Gormish,J.F. Journal of the American Chemical Society, 1966 , vol. 88, # 16 p. 3819 - 3824

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-P305+P351+P338

Quality Control

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Computational Chemistry Data

  • TPSA   26.02
  • LogP   2.23062
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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