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CS-W001157 4
Total: USD 88.00

2-(Hydroxymethyl)-5-nitrophenol

  • CAS No. 57356-40-8

  • Cat. No. CS-0186445
  • Purity≥98%
  • MDL No.None

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

2-(Hydroxymethyl)-5-nitrophenol|CS-0186445

Structure of 57356-40-8

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General Information

  • CAS No. 57356-40-8
  • Cat. No. CS-0186445
  • 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) BENZENEMETHANOL, 2-HYDROXY-4-NITRO-
  • SMILES C1=CC(=CC(=C1CO)O)[N+](=O)[O-]

Description

2-(Hydroxymethyl)-5-nitrophenol features a para-nitro group enhancing electron deficiency and a hydroxymethyl side chain enabling further functionalization. This combination delivers enhanced solubility and reactivity under standard conditions, making it valuable for synthetic intermediates in pharmaceutical and agrochemical development.

Application

2-(Hydroxymethyl)-5-nitrophenol serves as a versatile building block in synthetic organic chemistry, enabling efficient access to functionalized aromatic systems. The molecule combines a phenolic hydroxyl group with a nitro substituent and a reactive hydroxymethyl handle, facilitating selective derivatization through etherification, oxidation, or coupling reactions. Its bench-stable nature and compatibility with common protecting group strategies support streamlined synthesis of complex scaffolds for medicinal chemistry and materials applications.

Synthesis

  • Route1

    References

    • MacMillan, Karen S.; Nguyen, Trihn; Hwang, Inkyu; Boger, Dale L. Journal of the American Chemical Society, 2009 , vol. 131, p. 1187 - 1194
  • Route2

    References

    • Li, Zhuorong; Han, Jiye; Jiang, Yongying; Browne, Patrick; Knox, Richard J.; Hu, Longqin Bioorganic and Medicinal Chemistry, 2003 , vol. 11, # 19 p. 4171 - 4178
  • Route3
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    • In-stock
      2-(Hydroxymethyl)-5-nitrophenol|CS-0186445
      57356-40-8

    References

    • Li, Zhuorong; Han, Jiye; Jiang, Yongying; Browne, Patrick; Knox, Richard J.; Hu, Longqin Bioorganic and Medicinal Chemistry, 2003 , vol. 11, # 19 p. 4171 - 4178

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-P280-P302+P352

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Computational Chemistry Data

  • TPSA   83.6
  • LogP   0.7927
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   2

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