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CS-W001157 4
Total: USD 88.00

6-Chloro-3-nitroaniline

  • CAS No. 6283-25-6

  • Cat. No. CS-W020076
  • Purity≥97%
  • MDL No.MFCD00007668

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

6-Chloro-3-nitroaniline|CS-W020076

Structure of 6283-25-6

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General Information

  • CAS No. 6283-25-6
  • Cat. No. CS-W020076
  • Purity ≥97%
  • MDL No. MFCD00007668
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅ClN₂O₂
  • Molecular Weight 172.57
  • Synonym(s) 1-Amino-2-chloro-5-nitrobenzene; 2-Chloro-5-nitroaniline; 2-Chloro-5-nitrobenzenamine; 2-Chloro-5-nitrophenylamine; 5-Nitro-2-chloroaniline; 2-chloro-5-nitro aniline
  • SMILES NC1=CC([N+]([O-])=O)=CC=C1Cl

Description

6-Chloro-3-nitroaniline features a chlorinated aromatic ring paired with electron-withdrawing nitro and amino groups, enabling selective coupling in heterocyclic synthesis. This bench-stable derivative integrates readily into pharmaceutical intermediates and advanced materials, offering predictable reactivity under standard conditions.

Application

6-Chloro-3-nitroaniline serves as a versatile intermediate in the synthesis of pharmaceuticals and agrochemicals, enabling efficient construction of substituted heterocycles. Its ortho-chloro and meta-nitro groups provide complementary reactivity for sequential functionalization, while the aniline core supports palladium-catalyzed couplings and nitro group reductions. Bench-stable and readily purified by recrystallization, it facilitates scalable, high-yield transformations in multi-step syntheses.

Synthesis

  • Route1

    References

    • Verma, Sanny; Saran, Sandeep; Jain, Suman L. Applied Catalysis A: General, 2014 , vol. 472, p. 178 - 183
  • Route2
    • null|null
      97-00-7
    • ~59%
    • In-stock
      4-Chloro-3-nitroaniline|CS-W017580
      635-22-3
    • In-stock
      6-Chloro-3-nitroaniline|CS-W020076
      6283-25-6

    References

    • Theodoridis; Manfredi; Krebs Tetrahedron Letters, 1990 , vol. 31, # 43 p. 6141 - 6144
  • Route3
    • null|null
      95-51-2
    • ~74%
    • In-stock
      6-Chloro-3-nitroaniline|CS-W020076
      6283-25-6

    References

    • Ramana; Malik; Parihar Tetrahedron Letters, 2004 , vol. 45, # 47 p. 8681 - 8683

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06,GHS08,GHS09
Signal Word : Danger
UN#: 2237
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H300-H310+H330-H373-H411
Precautionary Statements : P260-P264-P273-P280-P284

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Computational Chemistry Data

  • TPSA   69.16
  • LogP   1.8304
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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