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CS-W001157 4
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2-Methyl-5-nitrobenzaldehyde

  • CAS No. 16634-91-6

  • Cat. No. CS-W019422
  • Purity≥98%
  • MDL No.MFCD03840506

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

2-Methyl-5-nitrobenzaldehyde|CS-W019422

Structure of 16634-91-6

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General Information

  • CAS No. 16634-91-6
  • Cat. No. CS-W019422
  • Purity ≥98%
  • MDL No. MFCD03840506
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₇NO₃
  • Molecular Weight 165.15
  • Synonym(s) Benzaldehyde,2-methyl-5-nitro
  • SMILES CC1=C(C=O)C=C(C=C1)[N+](=O)[O-]

Description

2-Methyl-5-nitrobenzaldehyde features a nitro group at the para position relative to the aldehyde, enhancing electrophilicity for efficient coupling reactions. The methyl substituent provides steric and electronic modulation, improving solubility and stability under standard conditions. This aromatic aldehyde serves as a key building block in synthesizing functional dyes, pharmaceutical intermediates, and ligands.

Application

2-Methyl-5-nitrobenzaldehyde serves as a versatile building block in synthetic organic chemistry, enabling efficient access to substituted heterocycles and pharmaceutical intermediates. Its electron-deficient aromatic ring, combined with orthogonal aldehyde and nitro functionalities, facilitates diverse transformations including Mannich reactions, condensations, and transition-metal-catalyzed couplings. The compound exhibits good bench stability and is readily purified by recrystallization or column chromatography, supporting its use in multi-step synthesis workflows.

Synthesis

  • Route1
    • 2-(Bromomethyl)-1-methyl-4-nitrobenzene|CS-0695388
      98799-27-0
    • ~47%
    • In-stock
      2-Methyl-5-nitrobenzaldehyde|CS-W019422
      16634-91-6

    References

    • Goswami, Shyamaprosad; Jana, Subrata; Dey, Swapan; Adak, Avijit Kumar Chemistry Letters, 2005 , vol. 34, # 2 p. 194 - 195
  • Route2
    • null|null
      72005-83-5
    • ~65%
    • In-stock
      2-Methyl-5-nitrobenzaldehyde|CS-W019422
      16634-91-6

    References

    • Goh, Swee Hock; Kam, Toh Seok Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1981 , p. 423 - 426
  • Route3

    References

    • US2003/73850 A1, ;

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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