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CS-W001157 4
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5-Methyl-3-nitrobenzene-1,2-diol

  • CAS No. 89791-96-8

  • Cat. No. CS-0100160
  • Molecule weight169.13
  • Purity≥98%
  • MDL No.None

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

5-Methyl-3-nitrobenzene-1,2-diol|CS-0100160

Structure of 89791-96-8

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General Information

  • CAS No. 89791-96-8
  • Cat. No. CS-0100160
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₇NO₄
  • Molecular Weight 169.13
  • Synonym(s) None
  • SMILES OC1=CC(C)=CC([N+]([O-])=O)=C1O

Description

5-Methyl-3-nitrobenzene-1,2-diol features a sterically accessible ortho-diol scaffold flanked by a methyl group and a nitro substituent, enabling selective functionalization under mild conditions. This electron-deficient diol integrates readily into complex molecular architectures requiring redox stability and directed substitution.

Application

5-Methyl-3-nitrobenzene-1,2-diol serves as a versatile building block in synthetic organic chemistry, enabling the construction of substituted heterocycles and functionalized aromatic scaffolds. Its ortho-diol motif provides compatibility with selective oxidation and protection strategies, while the methyl and nitro groups offer defined electronic modulation and sites for further derivatization. The compound exhibits sufficient bench stability for routine handling and demonstrates predictable reactivity in standard coupling and cyclization protocols.

Synthesis

  • Route1
    • 2-Methoxy-4-methyl-6-nitrophenol|CS-0100159
      53411-80-6
    • ~%
    • In-stock
      5-Methyl-3-nitrobenzene-1,2-diol|CS-0100160
      89791-96-8

    References

    • Sobolev,I. Journal of Organic Chemistry, 1961 , vol. 26, p. 5080 - 5085
  • Route2

    References

    • Cousin Annales de Chimie (Cachan, France), 1898 , vol. <7> 13, p. 497
  • Route3

    References

    • Cousin Annales de Chimie (Cachan, France), 1898 , vol. <7> 13, p. 497 Full Text Show Details Cousin Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1892 , vol. 115, p. 234 Bulletin de la Societe Chimique de France, 1893 , vol. <3> 9, p. 53

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   83.6
  • LogP   1.31442
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   1

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