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CS-W001157 4
Total: USD 88.00

4-Vinylbenzaldehyde

  • CAS No. 1791-26-0

  • Cat. No. CS-0109481
  • Purity≥97%
  • MDL No.MFCD00085289

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

4-Vinylbenzaldehyde|CS-0109481

Structure of 1791-26-0

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General Information

  • CAS No. 1791-26-0
  • Cat. No. CS-0109481
  • Purity ≥97%
  • MDL No. MFCD00085289
  • Storage -20°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₈O
  • Molecular Weight 132.16
  • Synonym(s) TIANFU 1791-26-0 4-VINYL-BENZALDEHYDE
  • SMILES O=CC1=CC=C(C=C)C=C1

Description

4-Vinylbenzaldehyde is a synthetically valuable aldehyde featuring a conjugated vinyl group, enabling direct incorporation into Diels-Alder reactions and cross-coupling processes. This electron-deficient alkene pairs effectively with nucleophiles under mild conditions, delivering functionalized aromatic systems with high regiocontrol. The molecule exhibits excellent stability under standard bench protocols and integrates readily into complex molecular architectures.

Application

4-Vinylbenzaldehyde serves as a versatile building block in synthetic organic chemistry, enabling efficient access to conjugated systems via Diels-Alder reactions and palladium-catalyzed cross-couplings. Its aldehyde functionality facilitates nucleophilic additions and condensation reactions, while the terminal vinyl group supports polymerization and further functionalization. Bench-stable and readily purified by distillation, it functions effectively in multistep syntheses of pharmaceutical intermediates and advanced materials.

Synthesis

  • Route1
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      1826-67-1
    • In-stock
      4-Iodobenzaldehyde|CS-W002179
      15164-44-0
    • ~%
    • In-stock
      4-Vinylbenzaldehyde|CS-0109481
      1791-26-0

    References

    • Bumagin, N.A.; Andryukhova, N.P.; Beletskaya, I.P. Doklady Chemistry, 1989 , # 307 p. 211 - 213 Dokl. Akad. Nauk SSSR Ser. Khim., 1989 , vol. 307, # 2 p. 375 - 378
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    References

    • Matveentseva, M.S.; Buloichik, Zh.I.; Lazareva, A.M.; Uvarova, L.R.; Zyat'kov, I.P. Journal of Organic Chemistry USSR (English Translation), 1984 , vol. 20, p. 741 - 744 Zhurnal Organicheskoi Khimii, 1984 , vol. 20, # 4 p. 814 - 818
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    References

    • Matveentseva, M.S.; Buloichik, Zh.I.; Lazareva, A.M.; Uvarova, L.R.; Zyat'kov, I.P. Journal of Organic Chemistry USSR (English Translation), 1984 , vol. 20, p. 741 - 744 Zhurnal Organicheskoi Khimii, 1984 , vol. 20, # 4 p. 814 - 818

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

Quality Control

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Computational Chemistry Data

  • TPSA   17.07
  • LogP   2.1421
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   2

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