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CS-W001157 4
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2,3-Dichlorobenzonitrile

  • CAS No. 6574-97-6

  • Cat. No. CS-W017634
  • Purity≥97%
  • MDL No.MFCD00016372

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

2,3-Dichlorobenzonitrile|CS-W017634

Structure of 6574-97-6

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General Information

  • CAS No. 6574-97-6
  • Cat. No. CS-W017634
  • Purity ≥97%
  • MDL No. MFCD00016372
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₃Cl₂N
  • Molecular Weight 172.01
  • Synonym(s) Benzonitrile, 2,3-dichloro-; 2,3-Dichlorobenzonitrile
  • SMILES C1=CC=C(C(=C1C#N)Cl)Cl

Description

2,3-Dichlorobenzonitrile features a dual chloro substitution at the ortho positions relative to the nitrile group, enhancing its electron-withdrawing character and stability under standard conditions. This configuration supports direct functionalization in cross-coupling reactions and facilitates integration into pharmaceutical intermediates requiring halogenated aromatic motifs.

Application

2,3-Dichlorobenzonitrile serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient introduction of nitrile and ortho-dichloro substituents into complex molecular architectures. Its stability under standard reaction conditions facilitates electrophilic substitution, nucleophilic aromatic substitution, and transition-metal-catalyzed coupling reactions. The molecule's defined electronic profile and compatibility with diverse functional groups make it a reliable intermediate for constructing heterocyclic scaffolds and API precursors.

Synthesis

  • Route1

    References

    • Abbott Laboratories Patent: US5597823 A1, 1997 ; US 5597823 A
  • Route2
    • null|null
      544-92-3
    • null|null
      608-27-5
    • ~%
    • In-stock
      2,3-Dichlorobenzonitrile|CS-W017634
      6574-97-6

    References

    • US6639072 B1, ; Page/Page column 7 ;
  • Route3
    • (E)-2,3-dichlorobenzaldehyde oxime|CS-0452536
      4414-54-4
    • ~93%
    • In-stock
      2,3-Dichlorobenzonitrile|CS-W017634
      6574-97-6

    References

    • Moussa, Ziad; Ahmed, Saleh A.; ElDouhaibi, Ahmad S.; Al-Raqa, Shaya Y. Tetrahedron Letters, 2010 , vol. 51, # 14 p. 1826 - 1831

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

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Computational Chemistry Data

  • TPSA   23.79
  • LogP   2.86508
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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