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CS-W001157 4
Total: USD 88.00

3-(Tert-butyl)-4-hydroxybenzonitrile

  • CAS No. 4910-04-7

  • Cat. No. CS-0160098
  • Purity≥97%
  • MDL No.MFCD16999179

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

3-(Tert-butyl)-4-hydroxybenzonitrile|CS-0160098

Structure of 4910-04-7

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General Information

  • CAS No. 4910-04-7
  • Cat. No. CS-0160098
  • Purity ≥97%
  • MDL No. MFCD16999179
  • Storage RT, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₃NO
  • Molecular Weight None
  • Synonym(s) 3-TERT-BUTYL-4-HYDROXYBENZONITRILE
  • SMILES N#CC1=CC=C(O)C(C(C)(C)C)=C1

Description

3-(Tert-butyl)-4-hydroxybenzonitrile features a sterically hindered tert-butyl group flanking a phenolic hydroxyl and a nitrile functionality, delivering enhanced stability and solubility. This combination enables efficient incorporation into complex synthetic sequences under standard conditions.

Application

3-(Tert-butyl)-4-hydroxybenzonitrile serves as a versatile building block in medicinal chemistry, enabling efficient access to hydroxylated aryl nitriles through standard coupling and functional group manipulation. The tert-butyl group provides steric protection and enhances solubility, while the phenolic hydroxyl and nitrile functionalities offer orthogonal reactivity for derivatization. This compound exhibits excellent bench stability and facilitates straightforward purification, making it well-suited for multi-step synthesis and API intermediate development.

Synthesis

  • Route1

    References

    • GLAXO GROUP LIMITED; ALVARO, Giuseppe; DECOR, Anne; FONTANA, Stefano; HAMPRECHT, Dieter; LARGE, Charles; MARASCO, Agostino Patent: WO2011/69951 A1, 2011 ; Location in patent: Page/Page column 82-83 ; WO 2011/069951 A1
  • Route2
    • null|null
      88-18-6
    • ~%
    • In-stock
      3-(Tert-butyl)-4-hydroxybenzonitrile|CS-0160098
      4910-04-7

    References

    • GLAXO GROUP LIMITED; ALVARO, Giuseppe; DECOR, Anne; FONTANA, Stefano; HAMPRECHT, Dieter; LARGE, Charles; MARASCO, Agostino Patent: WO2011/69951 A1, 2011 ; WO 2011/069951 A1
  • Route3
    • null|null
      106-41-2
    • ~%
    • In-stock
      3-(Tert-butyl)-4-hydroxybenzonitrile|CS-0160098
      4910-04-7

    References

    • Nizovtsev, Alexey V.; Scheurer, Andreas; Kosog, Boris; Heinemann, Frank W.; Meyer, Karsten European Journal of Inorganic Chemistry, 2013 , # 14 p. 2538 - 2548

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   2.56138
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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