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CS-W001157 4
Total: USD 88.00

Bicyclo[4.2.0]octa-1,3,5-triene-3-carbaldehyde

  • CAS No. 112892-88-3

  • Cat. No. CS-0044063
  • Purity≥95%
  • MDL No.MFCD09842341

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

Bicyclo[4.2.0]octa-1,3,5-triene-3-carbaldehyde|CS-0044063

Structure of 112892-88-3

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General Information

  • CAS No. 112892-88-3
  • Cat. No. CS-0044063
  • Purity ≥95%
  • MDL No. MFCD09842341
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₈O
  • Molecular Weight 132.16
  • Synonym(s) bicyclo[4.2.0]octa-1(6),2,4-triene-4-carbaldehyde
  • SMILES O=CC1=CC=C2CCC2=C1

Description

Bicyclo[4.2.0]octa-1,3,5-triene-3-carbaldehyde features a rigid polycyclic framework with conjugated diene and aldehyde functionalities, enabling participation in Diels-Alder reactions and functional group interconversions under standard conditions. The strained bridgehead carbon supports high reactivity, while the aldehyde serves as a key handle for downstream derivatization.

Application

Bicyclo[4.2.0]octa-1,3,5-triene-3-carbaldehyde serves as a versatile dienophile and carbonyl building block in Diels-Alder reactions and functional group interconversions. Its strained bicyclic framework enhances reactivity while maintaining bench stability, enabling efficient access to complex polycyclic architectures. The aldehyde functionality facilitates downstream transformations such as reduction, oxidation, or nucleophilic addition, supporting applications in natural product synthesis and medicinal chemistry lead generation.

Synthesis

  • Route1
    • In-stock
      3-Bromobicyclo[4.2.0]octa-1,3,5-triene|CS-W015996
      1073-39-8
    • null|null
      68-12-2
    • ~80%
    • In-stock
      Bicyclo[4.2.0]octa-1,3,5-triene-3-carbaldehyde|CS-0044063
      112892-88-3

    References

    • VANDERBILT UNIVERSITY Patent: WO2008/24435 A2, 2008 ; Location in patent: Page/Page column 94-95 ;
  • Route2
    • null|null
      4885-02-3
    • In-stock
      Bicyclo[4.2.0]octa-1,3,5-triene|CS-W016636
      694-87-1
    • ~71%
    • In-stock
      Bicyclo[4.2.0]octa-1,3,5-triene-3-carbaldehyde|CS-0044063
      112892-88-3

    References

    • Thomas; Pews Synthetic Communications, 1991 , vol. 21, # 22 p. 2335 - 2340
  • Route3
    • null|null
      7440-32-6
    • null|null
      4885-02-3
    • null|null
      4026-23-7
    • ~%
    • In-stock
      Bicyclo[4.2.0]octa-1,3,5-triene-3-carbaldehyde|CS-0044063
      112892-88-3

    References

    • US5349095 A1, ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H227-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   1.5977
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   1

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