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CS-W001157 4
Total: USD 88.00

N-(4-(Hydroxymethyl)phenyl)acetamide

  • CAS No. 16375-88-5

  • Cat. No. CS-0020073
  • Purity≥97%
  • MDL No.MFCD00016868

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

N-(4-(Hydroxymethyl)phenyl)acetamide|CS-0020073

Structure of 16375-88-5

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General Information

  • CAS No. 16375-88-5
  • Cat. No. CS-0020073
  • Purity ≥97%
  • MDL No. MFCD00016868
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₁NO₂
  • Molecular Weight 165.19
  • Synonym(s) 4-Acetamidobenzyl alcohol; 4-(Acetylamino)benzyl alcohol
  • SMILES CC(NC1=CC=C(CO)C=C1)=O

Description

N-(4-(Hydroxymethyl)phenyl)acetamide features a phenolic hydroxymethyl group flanking an acetamide linker, enabling direct functionalization in bioconjugation and peptide synthesis. This bench-stable scaffold integrates readily into molecular architectures requiring polar, hydroxyl-bearing handles without compromising solubility or stability under standard conditions.

Application

N-(4-(Hydroxymethyl)phenyl)acetamide serves as a versatile building block in medicinal chemistry, enabling efficient access to aryl-functionalized acetamides. Its hydroxymethyl group facilitates downstream derivatization via oxidation, protection, or coupling reactions, while the acetamide moiety provides stability and hydrogen-bonding capacity. The compound exhibits excellent bench stability and is compatible with standard purification methods, making it well-suited for use in multi-step synthesis and library generation.

Synthesis

  • Route1

    References

    • Zheng, Jianxia; Darcel, Christophe; Sortais, Jean-Baptiste Catalysis Science and Technology, 2013 , vol. 3, # 1 p. 81 - 84
  • Route2
    • In-stock
      4-Aminobenzyl alcohol|CS-W007465
      623-04-1
    • null|null
      108-24-7
    • ~90%
    • In-stock
      N-(4-(Hydroxymethyl)phenyl)acetamide|CS-0020073
      16375-88-5

    References

    • Farhadi, Saeid; Panahandehjoo, Somayeh Applied Catalysis A: General, 2010 , vol. 382, # 2 p. 293 - 302
  • Route3
    • null|null
      1402073-35-1
    • ~87%
    • In-stock
      N-(4-(Hydroxymethyl)phenyl)acetamide|CS-0020073
      16375-88-5

    References

    • Shimizu, Yuhei; Morimoto, Hiroyuki; Zhang, Ming; Ohshima, Takashi Angewandte Chemie - International Edition, 2012 , vol. 51, # 34 p. 8564 - 8567

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   49.33
  • LogP   1.1373
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   2

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