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CS-W001157 4
Total: USD 88.00

(2-(Aminomethyl)phenyl)methanol

  • CAS No. 4152-92-5

  • Cat. No. CS-W003577
  • Purity≥95%
  • MDL No.MFCD09035091

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

(2-(Aminomethyl)phenyl)methanol|CS-W003577

Structure of 4152-92-5

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General Information

  • CAS No. 4152-92-5
  • Cat. No. CS-W003577
  • Purity ≥95%
  • MDL No. MFCD09035091
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₁NO
  • Molecular Weight 137.18
  • Synonym(s) [2-(aminomethyl)phenyl]methanol
  • SMILES OCC1=CC=CC=C1CN

Description

This aminomethylbenzyl alcohol features a strategically positioned primary amine and hydroxyl group on adjacent aromatic ring positions, enabling dual functionalization in synthetic sequences. The molecule combines enhanced solubility with stability under standard bench conditions, facilitating efficient coupling reactions in medicinal chemistry and materials synthesis.

Application

(2-(Aminomethyl)phenyl)methanol serves as a versatile bifunctional building block in medicinal chemistry, enabling efficient access to benzimidazole and benzoxazole scaffolds via cyclization reactions. The pendant primary amine and benzylic alcohol groups offer orthogonal reactivity for sequential functionalization, while the molecule exhibits good bench stability and ease of purification. Its compatibility with standard coupling and protection protocols makes it a practical intermediate for API synthesis and target-oriented compound libraries.

Synthesis

  • Route1

    References

    • Cao, Rui; Mueller, Peter; Lippard, Stephen J. Journal of the American Chemical Society, 2010 , vol. 132, # 49 p. 17366 - 17369
  • Route2
    • null|null
      6538-31-4
    • null|null
      75-05-8
    • ~28%
    • In-stock
      (2-(Aminomethyl)phenyl)methanol|CS-W003577
      4152-92-5
    • null|null
      359010-73-4

    References

    • Kuznetsov; Brusilovskii; Mazepa; Krasnoshchekaya Russian Journal of General Chemistry, 2001 , vol. 71, # 1 p. 150 - 150
  • Route3
    • null|null
      359010-73-4
    • ~69%
    • In-stock
      (2-(Aminomethyl)phenyl)methanol|CS-W003577
      4152-92-5

    References

    • Kuznetsov; Brusilovskii; Mazepa Chemistry of Heterocyclic Compounds, 2001 , vol. 37, # 1 p. 129 - 130

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-H319
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   46.25
  • LogP   0.6376
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   2

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