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CS-W001157 4
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2-[4-(hydroxymethyl)phenyl]acetonitrile

  • CAS No. 144825-18-3

  • Cat. No. CS-0225119
  • Purity≥97%
  • MDL No.None

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

2-[4-(hydroxymethyl)phenyl]acetonitrile|CS-0225119

Structure of 144825-18-3

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General Information

  • CAS No. 144825-18-3
  • Cat. No. CS-0225119
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₉NO
  • Molecular Weight 147.17
  • Synonym(s) Benzeneacetonitrile, 4-(hydroxymethyl)-
  • SMILES N#CCC1=CC=C(CO)C=C1

Description

2-[4-(Hydroxymethyl)phenyl]acetonitrile features a para-hydroxymethyl-substituted phenyl ring linked to a nitrile-bearing acetonide chain, enabling integration into functionalized aromatic scaffolds. The hydroxymethyl group offers a handle for derivatization, while the nitrile moiety provides synthetic versatility in cross-coupling and reduction reactions. This compound exhibits bench-stable handling characteristics and compatibility with standard organic synthesis protocols.

Application

2-[4-(Hydroxymethyl)phenyl]acetonitrile serves as a versatile building block for medicinal chemistry and materials synthesis, enabling efficient access to biaryl scaffolds via palladium-catalyzed coupling reactions. The nitrile group facilitates downstream functionalization through hydrolysis or reduction, while the pendant hydroxymethyl moiety supports derivatization via oxidation or protection. Its bench-stable nature and compatibility with standard reaction conditions make it suitable for scalable synthesis and parallel library construction.

Synthesis

  • Route1

    References

    • Boehringer Ingelheim International GmbH Patent: US2004/242572 A1, 2004 ; Location in patent: Page/Page column 35 ;

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

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Computational Chemistry Data

  • TPSA   44.02
  • LogP   1.24498
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   2

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