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CS-W001157 4
Total: USD 88.00

3-Phenylpropiolaldehyde

  • CAS No. 2579-22-8

  • Cat. No. CS-W009214
  • Purity≥96%
  • MDL No.MFCD00006995

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

3-Phenylpropiolaldehyde|CS-W009214

Structure of 2579-22-8

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General Information

  • CAS No. 2579-22-8
  • Cat. No. CS-W009214
  • Purity ≥96%
  • MDL No. MFCD00006995
  • Storage -20°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₆O
  • Molecular Weight 130.14
  • Synonym(s) Phenylpropiolaldehyde
  • SMILES O=CC#CC1=CC=CC=C1

Description

3-Phenylpropiolaldehyde features a conjugated aldehyde and alkyne functional group arrangement, enabling direct participation in copper-catalyzed coupling reactions. This linear architecture supports efficient incorporation into complex molecular frameworks under mild conditions. The molecule exhibits enhanced stability during handling compared to analogous unsaturated aldehydes.

Application

3-Phenylpropiolaldehyde serves as a versatile building block in synthetic organic chemistry, enabling efficient access to conjugated enynes and heterocycles via [2+2] cycloadditions or metal-catalyzed couplings. Its terminal alkyne and aldehyde functionalities exhibit high compatibility with common protecting groups and reaction conditions, facilitating modular synthesis of complex scaffolds. Bench-stable and readily purified by distillation, it functions reliably in multistep sequences for medicinal chemistry and materials applications.

Synthesis

  • Route1
    • null|null
      68-12-2
    • null|null
      536-74-3
    • ~97%
    • In-stock
      3-Phenylpropiolaldehyde|CS-W009214
      2579-22-8

    References

    • Asikainen, Martta; Lewis, William; Blake, Alexander J.; Woodward, Simon Tetrahedron Letters, 2010 , vol. 51, # 49 p. 6454 - 6456
  • Route2

    References

    • Bobbitt, James M. Journal of Organic Chemistry, 1998 , vol. 63, # 25 p. 9367 - 9374
  • Route3

    References

    • Chang, Chih-Ching; Liao, Bei-Sih; Liu, Shiuh-Tzung Synlett, 2007 , # 2 p. 283 - 287

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2810
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   17.07
  • LogP   1.237
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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