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CS-W001157 4
Total: USD 88.00

5-Nitroguaiacol

  • CAS No. 636-93-1

  • Cat. No. CS-B1762
  • Purity≥97%
  • MDL No.MFCD00015561

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

5-Nitroguaiacol|CS-B1762

Structure of 636-93-1

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General Information

  • CAS No. 636-93-1
  • Cat. No. CS-B1762
  • Purity ≥97%
  • MDL No. MFCD00015561
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₇NO₄
  • Molecular Weight 169.13
  • Synonym(s) 5-Nitroguaiacol (3-Hydroxy-4-methoxynitrobenzene)
  • SMILES OC1=CC([N+]([O-])=O)=CC=C1OC

Description

5-Nitroguaiacol features a nitro group at the para position relative to a methoxy-substituted phenolic hydroxyl, delivering enhanced electron-withdrawing character. This combination enables direct incorporation into coupling reactions and facilitates downstream functionalization in synthetic pathways requiring polar, bench-stable intermediates.

Application

5-Nitroguaiacol serves as a valuable synthetic intermediate for nitro-aromatic and phenolic derivatives, enabling efficient functionalization in the development of pharmaceuticals and agrochemicals. Its ortho-methoxy and meta-nitro substituents provide orthogonal reactivity, facilitating selective transformations under mild conditions. The compound exhibits excellent bench stability and is compatible with standard coupling and reduction protocols, simplifying purification and scale-up.

Synthesis

  • Route1

    References

    • Imakura; Okimoto; Konishi; Hisazumi; Yamazaki; Kobayashi; Yamashita Chemical and Pharmaceutical Bulletin, 1992 , vol. 40, # 7 p. 1691 - 1696
  • Route2

    References

    • Cantos, Albert; Marquet, Jorge; Moreno-Manas, Marcial; Castello, Assumpta Tetrahedron, 1988 , vol. 44, # 9 p. 2607 - 2618
  • Route3
    • null|null
      111-26-2
    • In-stock
      3,4-Dimethoxynitrobenzene|CS-0127987
      709-09-1
    • ~87%
    • In-stock
      5-Nitroguaiacol|CS-B1762
      636-93-1
    • null|null
      114568-54-6

    References

    • Tetrahedron, , vol. 55, # 43 p. 12603 - 12614

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352

Quality Control

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Computational Chemistry Data

  • TPSA   72.6
  • LogP   1.309
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   2

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