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CS-W001157 4
Total: USD 88.00

1,2-Dichloro-4-methyl-5-nitrobenzene

  • CAS No. 7494-45-3

  • Cat. No. CS-0094457
  • Purity≥97%
  • MDL No.MFCD01109847

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

1,2-Dichloro-4-methyl-5-nitrobenzene|CS-0094457

Structure of 7494-45-3

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General Information

  • CAS No. 7494-45-3
  • Cat. No. CS-0094457
  • Purity ≥97%
  • MDL No. MFCD01109847
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅Cl₂NO₂
  • Molecular Weight 206.03
  • Synonym(s) 1,2-DICHLORO-4-METHYL-5-NITRO-BENZENE
  • SMILES O=[N+](C1=C(C)C=C(Cl)C(Cl)=C1)[O-]

Description

1,2-Dichloro-4-methyl-5-nitrobenzene features a highly electron-deficient aromatic core stabilized by strong inductive effects from the nitro and chloro groups. This configuration enables direct functionalization at the methyl position under mild conditions, making it ideal for constructing complex heterocycles and advanced intermediates in medicinal chemistry and agrochemical synthesis.

Application

1,2-Dichloro-4-methyl-5-nitrobenzene serves as a versatile building block in heterocyclic synthesis and medicinal chemistry. The ortho-dichloro substitution enables sequential palladium-catalyzed cross-coupling reactions, while the electron-withdrawing nitro group enhances electrophilicity for nucleophilic aromatic substitution. The methyl group provides a handle for oxidation or functionalization, and the compound exhibits bench stability, facilitating handling and purification in multi-step syntheses.

Synthesis

  • Route1
    • null|null
      95-75-0
    • ~93%
    • In-stock
      1,2-Dichloro-4-methyl-5-nitrobenzene|CS-0094457
      7494-45-3

    References

    • Gagliardi, Stefania; Nadler, Guy; Consolandi, Emanuela; Parini, Carlo; Morvan, Marcel; Legave, Marie-Noeelle; Belfiore, Pietro; Zocchetti, Andrea; Clarke, Geoffrey D.; James, Ian; Nambi, Ponnal; Gowen, Maxine; Farina, Carlo Journal of Medicinal Chemistry, 1998 , vol. 41, # 10 p. 1568 - 1573
  • Route2
    • 2,4,5-Trichloronitrobenzene|CS-0204672
      89-69-0
    • null|null
      996-82-7
    • ~61%
    • In-stock
      1,2-Dichloro-4-methyl-5-nitrobenzene|CS-0094457
      7494-45-3
    • In-stock
      1,4-Dichloro-2-methyl-5-nitrobenzene|CS-0245830
      7149-76-0

    References

    • Synthesis, , # 12 p. 1659 - 1661
  • Route3
    • null|null
      70343-10-1
    • ~%
    • In-stock
      1,2-Dichloro-4-methyl-5-nitrobenzene|CS-0094457
      7494-45-3

    References

    • Journal of Scientific and Industrial Research, , vol. 10 B, p. 140,143

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
Precautionary Statements : P264-P270-P330-P501

Quality Control

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Computational Chemistry Data

  • TPSA   43.14
  • LogP   3.21002
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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