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CS-W001157 4
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8-Bromo-1,2,3,4-tetrahydronaphthalen-1-one

  • CAS No. 651735-60-3

  • Cat. No. CS-0049965
  • Purity≥95%
  • MDL No.None

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

8-Bromo-1,2,3,4-tetrahydronaphthalen-1-one|CS-0049965

Structure of 651735-60-3

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General Information

  • CAS No. 651735-60-3
  • Cat. No. CS-0049965
  • Purity ≥95%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₉BrO
  • Molecular Weight 225.08
  • Synonym(s) 8-bromo-3,4-dihydro-2H-naphthalen-1-one
  • SMILES BrC1=CC=CC2=C1C(=O)CCC2

Description

8-Bromo-1,2,3,4-tetrahydronaphthalen-1-one features a brominated tetralin core with a ketone at the 1-position, enabling direct functionalization in synthetic routes. This bench-stable scaffold integrates readily into complex molecular architectures, particularly in medicinal chemistry and natural product synthesis, where its electron-deficient aromatic system supports selective coupling reactions.

Application

8-Bromo-1,2,3,4-tetrahydronaphthalen-1-one serves as a versatile building block in medicinal chemistry, enabling efficient access to substituted naphthalene scaffolds. Its bromine substituent facilitates palladium-catalyzed cross-coupling reactions, while the ketone functionality supports nucleophilic additions and enolate chemistry. The compound exhibits good bench stability and compatibility with standard synthetic workflows, making it well-suited for iterative library synthesis and process development.

Synthesis

  • Route1

    References

    • Chen, Chien-Tien; Chen, Chien-Hsiang; Ong, Tiow-Gan Journal of the American Chemical Society, 2013 , vol. 135, # 14 p. 5294 - 5297
  • Route2
    • 8-Bromo-1,2,3,4-tetrahydronaphthalen-1-ol|CS-0378518
      838821-08-2
    • ~40%
    • In-stock
      8-Bromo-1,2,3,4-tetrahydronaphthalen-1-one|CS-0049965
      651735-60-3

    References

    • Lebedev, Artyom Y.; Khartulyari, Anton S.; Voskoboynikov, Alexander Z. Journal of Organic Chemistry, 2005 , vol. 70, # 2 p. 596 - 602
  • Route3
    • null|null
      2217-41-6
    • ~%
    • In-stock
      8-Bromo-1,2,3,4-tetrahydronaphthalen-1-one|CS-0049965
      651735-60-3

    References

    • Journal of Organic Chemistry, , vol. 68, # 26 p. 10195 - 10198

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   17.07
  • LogP   2.9681
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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