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CS-W001157 4
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5-Methyl-2-nitrobenzaldehyde

  • CAS No. 5858-28-6

  • Cat. No. CS-0040718
  • Purity≥98%
  • MDL No.MFCD08703362

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

5-Methyl-2-nitrobenzaldehyde|CS-0040718

Structure of 5858-28-6

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General Information

  • CAS No. 5858-28-6
  • Cat. No. CS-0040718
  • Purity ≥98%
  • MDL No. MFCD08703362
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₇NO₃
  • Molecular Weight 165.15
  • Synonym(s) None
  • SMILES O=CC1=CC(C)=CC=C1[N+]([O-])=O

Description

5-Methyl-2-nitrobenzaldehyde features a para-nitro group flanked by a methyl substituent and an aldehyde functionality, enabling its use in cross-coupling reactions and as a building block for functionalized aromatics. The electron-deficient aromatic ring enhances reactivity in nucleophilic addition processes.

Application

5-Methyl-2-nitrobenzaldehyde serves as a versatile building block in synthetic organic chemistry, enabling efficient access to substituted heterocycles and functionalized aromatic systems. Its ortho-nitro and aldehyde groups exhibit complementary reactivity, facilitating sequential transformations such as condensations, reductions, and cyclizations under mild conditions. The methyl group enhances lipophilicity and provides a site for further functionalization. This compound demonstrates excellent bench stability and compatibility with standard purification techniques, making it well-suited for iterative synthesis workflows in medicinal chemistry and materials development.

Synthesis

  • Route1

    References

    • Tsuchiya, Naoki; Matsumoto, Yoshiyuki; Saitou, Hiroshi; Mizuno, Tsuyoshi Patent: US2004/10004 A1, 2004 ; Location in patent: Page 22 ;
  • Route2
    • null|null
      218623-11-1
    • ~99%
    • In-stock
      5-Methyl-2-nitrobenzaldehyde|CS-0040718
      5858-28-6

    References

    • Heravi, Majid M.; Oskooie, Hossein A.; Sangsefidi, Ladan; Ghassemzadeh, Mitra; Tabar-Hydar, Koroush Phosphorus, Sulfur and Silicon and the Related Elements, 2002 , vol. 177, # 12 p. 2843 - 2846
  • Route3
    • null|null
      79-37-8
    • In-stock
      (5-Methyl-2-nitrophenyl)methanol|CS-0098720
      66424-92-8
    • ~99%
    • In-stock
      5-Methyl-2-nitrobenzaldehyde|CS-0040718
      5858-28-6

    References

    • TEIJIN LIMITED Patent: EP1249450 A1, 2002 ;

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

Quality Control

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Computational Chemistry Data

  • TPSA   60.21
  • LogP   1.71572
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   2

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