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CS-W001157 4
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4-(3-Hydroxypropyl)benzonitrile

  • CAS No. 83101-12-6

  • Cat. No. CS-W021991
  • Purity≥95%
  • MDL No.MFCD09028771

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

4-(3-Hydroxypropyl)benzonitrile|CS-W021991

Structure of 83101-12-6

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General Information

  • CAS No. 83101-12-6
  • Cat. No. CS-W021991
  • Purity ≥95%
  • MDL No. MFCD09028771
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₁NO
  • Molecular Weight 161.20
  • Synonym(s) 4-(3-HYDROXY-PROPYL)-BENZONITRILE
  • SMILES OCCCC1=CC=C(C=C1)C#N

Description

4-(3-Hydroxypropyl)benzonitrile features a hydroxylated aliphatic chain appended to a para-cyanophenyl scaffold, delivering enhanced solubility and polarity compared to simple alkyl analogs. This functional group arrangement enables efficient integration into polar reaction systems while maintaining compatibility with standard synthetic transformations. The molecule's balanced hydrophilicity and aromatic stability make it suitable for use in pharmaceutical intermediates and advanced materials synthesis under routine laboratory conditions.

Application

4-(3-Hydroxypropyl)benzonitrile serves as a versatile building block in medicinal chemistry, enabling straightforward derivatization via the hydroxyl and nitrile functionalities. The terminal hydroxyl group facilitates etherification, esterification, or oxidation to carboxylic acid, while the nitrile supports reductive amination or hydrolysis to amide or acid. Its stability under standard bench conditions and compatibility with common coupling reactions make it well-suited for constructing diverse heterocyclic scaffolds and functionalized aryl intermediates in API development.

Synthesis

  • Route1
    • 4-(3-Hydroxyprop-1-yn-1-yl)benzonitrile|CS-0331031
      80151-16-2
    • ~%
    • In-stock
      4-(3-Hydroxypropyl)benzonitrile|CS-W021991
      83101-12-6

    References

    • WO2004/54584 A1, ; Page/Page column 24 ; WO 2004/054584 A1
  • Route2
    • Ethyl 3-(4-cyanophenyl)prop-2-enoate|CS-0061538
      20655-58-7
    • ~%
    • In-stock
      4-(3-Hydroxypropyl)benzonitrile|CS-W021991
      83101-12-6

    References

    • Journal of Medicinal Chemistry, , vol. 45, # 1 p. 115 - 126
  • Route3

    References

    • Takeda Chemical Industries, Ltd. Patent: US6235731 B1, 2001 ;

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   1.48318
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   3

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