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CS-W001157 4
Total: USD 88.00

4-Nitrobenzyl alcohol 4-Nitrobenzenemathanol

  • CAS No. 619-73-8

  • Cat. No. CS-W016286
  • Purity≥98%
  • MDL No.MFCD00007376

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

4-Nitrobenzyl alcohol 4-Nitrobenzenemathanol|CS-W016286

Structure of 619-73-8

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General Information

  • CAS No. 619-73-8
  • Cat. No. CS-W016286
  • Purity ≥98%
  • MDL No. MFCD00007376
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₇NO₃
  • Molecular Weight 153.14
  • Synonym(s) 4-Nitrobenzenemathanol; 4-Nitrobenzyl alcohol
  • SMILES OCC1=CC=C([N+]([O-])=O)C=C1

Description

4-Nitrobenzyl alcohol features a para-nitro group conjugated to a benzylic alcohol, enabling direct functionalization in synthetic workflows. This electron-deficient aromatic scaffold enhances reactivity in nucleophilic substitutions and serves as a robust photolabile protecting group. The hydroxymethyl moiety facilitates derivatization without requiring additional activation steps. Bench-stable under standard conditions, it integrates seamlessly into complex molecule assembly.

Application

4-Nitrobenzyl alcohol serves as a versatile building block in synthetic organic chemistry, enabling efficient introduction of both nitro and hydroxymethyl functionalities. Its bench-stable nature and compatibility with standard protecting group strategies facilitate use in multi-step syntheses. The molecule functions as a key intermediate for heterocycle construction, photochemically cleavable linkers, and functionalized aryl scaffolds relevant to medicinal chemistry and materials science.

Synthesis

  • Route1

    References

    • Zhang, Jianghua; Gao, Xinqin; Zhang, Chengyi; Ma, Jianfei; Zhao, Defeng Synthetic Communications, 2009 , vol. 39, # 9 p. 1640 - 1654
  • Route2
    • 2-[(4-Nitrophenyl)methoxy]oxane|CS-0037208
      18483-99-3
    • ~99%
    • In-stock
      4-Nitrobenzyl alcohol 4-Nitrobenzenemathanol|CS-W016286
      619-73-8

    References

    • Kumar, K. Ravi; Satyanarayana; Reddy, B. Srinivasa Chinese Journal of Chemistry, 2012 , vol. 30, # 5 p. 1189 - 1191
  • Route3
    • null|null
      14856-73-6
    • ~98%
    • In-stock
      4-Nitrobenzyl alcohol 4-Nitrobenzenemathanol|CS-W016286
      619-73-8

    References

    • Shirini, Farhad; Khaligh, Nader Ghaffari; Akbari-Dadamahaleh, Somayeh Journal of Molecular Catalysis A: Chemical, 2012 , vol. 365, p. 15 - 23

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   1.0871
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   2

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