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CS-W001157 4
Total: USD 88.00

2,6-Dimethyl-4-nitrophenol

  • CAS No. 2423-71-4

  • Cat. No. CS-0104907
  • Purity≥98%
  • MDL No.MFCD00007339

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

2,6-Dimethyl-4-nitrophenol|CS-0104907

Structure of 2423-71-4

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General Information

  • CAS No. 2423-71-4
  • Cat. No. CS-0104907
  • Purity ≥98%
  • MDL No. MFCD00007339
  • Storage RT, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₉NO₃
  • Molecular Weight 167.16
  • Synonym(s) 4-Nitro-2,6-xylenol
  • SMILES OC1=C(C)C=C([N+]([O-])=O)C=C1C

Description

2,6-Dimethyl-4-nitrophenol features a sterically hindered phenolic core with electron-withdrawing nitro and methyl substituents, enhancing stability and directing electrophilic substitution. This configuration enables reliable use in synthesis of functionalized aromatics under standard conditions.

Application

2,6-Dimethyl-4-nitrophenol serves as a valuable building block in synthetic organic chemistry, offering enhanced stability and solubility compared to unsubstituted nitrophenols. Its ortho-methyl groups provide steric protection to the phenolic hydroxyl, facilitating selective functionalization at the para-position. The molecule enables efficient access to substituted aromatic scaffolds via nucleophilic displacement or transition-metal-catalyzed coupling reactions, and functions effectively in the synthesis of agrochemical intermediates and pharmaceutical precursors.

Synthesis

  • Route1
    • null|null
      576-26-1
    • ~10%
    • In-stock
      2,6-Dimethyl-4-nitrophenol|CS-0104907
      2423-71-4

    References

    • Pourali, Ali Reza; Goli, Arezou Journal of Chemical Sciences, 2011 , vol. 123, # 1 p. 63 - 67
  • Route2
    • null|null
      96-22-0
    • null|null
      181294-58-6
    • ~88%
    • In-stock
      2,6-Dimethyl-4-nitrophenol|CS-0104907
      2423-71-4

    References

    • Nakaike, Yumi; Kamijo, Yoshio; Mori, Satoshi; Tamura, Mina; Nishiwaki, Nagatoshi; Ariga, Masahiro Journal of Organic Chemistry, 2005 , vol. 70, # 24 p. 10169 - 10171
  • Route3
    • null|null
      576-26-1
    • ~10%
    • In-stock
      2,6-Dimethyl-4-nitrophenol|CS-0104907
      2423-71-4
    • null|null
      115822-08-7
    • null|null
      94045-98-4

    References

    • Tetrahedron Letters, , vol. 29, # 16 p. 1869 - 1872

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   63.37
  • LogP   1.91724
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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