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CS-W001157 4
Total: USD 88.00

4-(2-Propynyloxy)benzaldehyde

  • CAS No. 5651-86-5

  • Cat. No. CS-0116523
  • Purity≥97%
  • MDL No.MFCD01088150

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

4-(2-Propynyloxy)benzaldehyde|CS-0116523

Structure of 5651-86-5

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General Information

  • CAS No. 5651-86-5
  • Cat. No. CS-0116523
  • Purity ≥97%
  • MDL No. MFCD01088150
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₈O₂
  • Molecular Weight 160.17
  • Synonym(s) None
  • SMILES O=CC1=CC=C(OCC#C)C=C1

Description

4-(2-Propynyloxy)benzaldehyde features a propargylic ether linkage that enables efficient copper-catalyzed coupling reactions. The aldehyde group provides a handle for conjugation, while the terminal alkyne supports click chemistry applications. This bifunctional scaffold integrates seamlessly into molecular architectures requiring orthogonal reactivity.

Application

4-(2-Propynyloxy)benzaldehyde serves as a versatile building block for constructing functionalized aromatic scaffolds, enabling efficient Sonogashira coupling and click chemistry applications. The propargyloxy group offers orthogonal reactivity with aldehyde functionality, facilitating sequential transformations in complex molecule synthesis. Its bench-stable nature and compatibility with standard protecting group strategies make it well-suited for medicinal chemistry and process development workflows.

Synthesis

  • Route1
    • p-Hydroxybenzaldehyde Bisoprolol Impurity|CS-0229513
      123-08-0
    • null|null
      106-96-7
    • ~99%
    • In-stock
      4-(2-Propynyloxy)benzaldehyde|CS-0116523
      5651-86-5

    References

    • Banday, Abid H.; Shameem, Shameem A.; Gupta; Kumar, H.M. Sampath Steroids, 2010 , vol. 75, # 12 p. 801 - 804
  • Route2
    • In-stock
      Anhydrous potassium carbonate, 99.995% metals basis|CS-0644452
      584-08-7
    • p-Hydroxybenzaldehyde Bisoprolol Impurity|CS-0229513
      123-08-0
    • null|null
      106-96-7
    • ~83%
    • In-stock
      4-(2-Propynyloxy)benzaldehyde|CS-0116523
      5651-86-5

    References

    • Givaudan-Roure Corporation Patent: US5403944 A1, 1995 ;
  • Route3
    • null|null
      104367-78-4
    • ~39%
    • In-stock
      4-(2-Propynyloxy)benzaldehyde|CS-0116523
      5651-86-5

    References

    • Bhat, Neelima Balkrishen; Bhaduri, A. P. Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1985 , vol. 24, p. 1286 - 1287

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   26.3
  • LogP   1.5111
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   3

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