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CS-W001157 4
Total: USD 88.00

1,4-Dihydronaphthalene

  • CAS No. 612-17-9

  • Cat. No. CS-0155868
  • Purity≥90%
  • MDL No.MFCD00058963

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

1,4-Dihydronaphthalene|CS-0155868

Structure of 612-17-9

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General Information

  • CAS No. 612-17-9
  • Cat. No. CS-0155868
  • Purity ≥90%
  • MDL No. MFCD00058963
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₀
  • Molecular Weight 130.19
  • Synonym(s) Δ2-Dialin
  • SMILES C1=CC=C2CC=CCC2=C1

Description

1,4-Dihydronaphthalene serves as a valuable synthetic intermediate in organic chemistry, featuring a reactive diene system that enables efficient Diels-Alder cycloadditions. This aromatic-fused alkene exhibits enhanced stability compared to fully unsaturated analogs, facilitating handling under standard conditions. Its electron-rich nature supports conjugation and functionalization at the 1- and 4-positions, making it well-suited for applications in pharmaceutical synthesis and materials science.

Application

1,4-Dihydronaphthalene serves as a versatile building block in synthetic organic chemistry, enabling efficient access to naphthalene-based scaffolds via oxidation or cyclization. Its conjugated diene system facilitates Diels-Alder reactions with high regioselectivity, while the aromatic ring maintains stability under standard reaction conditions. The compound exhibits good bench stability and compatibility with common functional groups, making it valuable for medicinal chemistry and materials synthesis workflows.

Synthesis

  • Route1
    • null|null
      91-20-3
    • ~97%
    • In-stock
      1,4-Dihydronaphthalene|CS-0155868
      612-17-9

    References

    • Gueney, Murat; Essiz, Selcuk; Dastan, Arif; Balci, Metin; De Lucchi, Ottorino; Sahin, Ertan; Fabris, Fabrizio Helvetica Chimica Acta, 2013 , vol. 96, # 5 p. 941 - 950
  • Route2

    References

    • Nador, Fabiana; Moglie, Yanina; Vitale, Cristian; Yus, Miguel; Alonso, Francisco; Radivoy, Gabriel Tetrahedron, 2010 , vol. 66, # 24 p. 4318 - 4325
  • Route3
    • null|null
      91-20-3
    • ~82%
    • In-stock
      1,4-Dihydronaphthalene|CS-0155868
      612-17-9
    • null|null
      91-17-8

    References

    • Costanzo, Michael J.; Patel, Mitul N.; Petersen, Kathryn A.; Vogt, Paul F. Tetrahedron Letters, 2009 , vol. 50, # 39 p. 5463 - 5466

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-H302
Precautionary Statements : P210-P264-P270-P280-P330-P370+P378-P403-P501

Quality Control

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Computational Chemistry Data

  • TPSA   0
  • LogP   2.3414
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   0

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