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CS-W001157 4
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3,5-Dichloro-2-nitrobenzaldehyde

  • CAS No. 59178-12-0

  • Cat. No. CS-0060284
  • Purity≥98%
  • MDL No.None

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

3,5-Dichloro-2-nitrobenzaldehyde|CS-0060284

Structure of 59178-12-0

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General Information

  • CAS No. 59178-12-0
  • Cat. No. CS-0060284
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₃Cl₂NO₃
  • Molecular Weight 220.01
  • Synonym(s) 3,5-dichloro-6-nitrobenzaldehyde
  • SMILES C1=C(C=O)C(=C(C=C1Cl)Cl)[N+](=O)[O-]

Description

3,5-Dichloro-2-nitrobenzaldehyde features a nitro-substituted aromatic ring flanked by two chlorine atoms, delivering enhanced electrophilicity at the carbonyl center. This electron-deficient aldehyde integrates readily into multistep syntheses, particularly in pharmaceutical intermediates and functionalized heterocycle construction under standard conditions.

Application

3,5-Dichloro-2-nitrobenzaldehyde serves as a versatile building block in synthetic organic chemistry, enabling the construction of substituted heterocycles and pharmaceutical intermediates. Its electron-deficient aromatic core facilitates nucleophilic aromatic substitution, while the aldehyde and nitro groups provide orthogonal handles for sequential functionalization. The compound exhibits good bench stability and is compatible with standard purification protocols, making it well-suited for multi-step synthesis workflows in medicinal chemistry and process development.

Synthesis

  • Route1
    • 3,5-Dichlorobenzaldehyde Ixazomib  Impurity|CS-0228768
      10203-08-4
    • ~77%
    • In-stock
      3,5-Dichloro-2-nitrobenzaldehyde|CS-0060284
      59178-12-0

    References

    • Soll, Mark David; Hir de Fallois, Loic Patrick Le; Huber, Scot Kevin; Lee, Hyoung Ik; Wilkinson, Douglas Edward; Jacobs, Robert Toms; Beck, Brent Christopher Patent: US2010/125089 A1, 2010 ; Location in patent: Page/Page column 74 ;
  • Route2
    • null|null
      64-17-5
    • ~%
    • In-stock
      3,5-Dichloro-2-nitrobenzaldehyde|CS-0060284
      59178-12-0

    References

    • Ruggli; Zaeslin; Lang Helvetica Chimica Acta, 1938 , vol. 21, p. 1240,1247
  • Route3
    • null|null
      7664-93-9
    • null|null
      122947-54-0
    • ~%
    • In-stock
      3,5-Dichloro-2-nitrobenzaldehyde|CS-0060284
      59178-12-0

    References

    • Ruggli; Zaeslin; Lang Helvetica Chimica Acta, 1938 , vol. 21, p. 1240,1247

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H311-H331
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P361+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   60.21
  • LogP   2.7141
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   2

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