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CS-W001157 4
Total: USD 88.00

6-Bromo-1,2,3,4-tetrahydronaphthalene

  • CAS No. 6134-56-1

  • Cat. No. CS-0130337
  • Molecule weight211.10
  • Purity≥96%
  • MDL No.MFCD09842497

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

6-Bromo-1,2,3,4-tetrahydronaphthalene|CS-0130337

Structure of 6134-56-1

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General Information

  • CAS No. 6134-56-1
  • Cat. No. CS-0130337
  • Purity ≥96%
  • MDL No. MFCD09842497
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₁Br
  • Molecular Weight 211.10
  • Synonym(s) 6-Bromotetralin
  • SMILES BrC1=CC2=C(C=C1)CCCC2

Description

6-Bromo-1,2,3,4-tetrahydronaphthalene features a brominated tetrahydroaromatic core that enables direct functionalization in cross-coupling reactions. This bench-stable intermediate integrates readily into synthetic pathways requiring regioselective halogenation and offers enhanced solubility compared to fully aromatic analogs.

Application

6-Bromo-1,2,3,4-tetrahydronaphthalene serves as a versatile building block in medicinal chemistry and synthetic organic chemistry, enabling direct functionalization at the aromatic ring via palladium-catalyzed cross-coupling reactions. Its bromine substituent offers high reactivity in Suzuki, Stille, and Negishi couplings, while the tetrahydronaphthalene core provides structural rigidity and lipophilic character useful in drug discovery. The compound exhibits excellent bench stability and is readily purified by distillation or chromatography, making it well-suited for scale-up and routine laboratory use.

Synthesis

  • Route1
    • In-stock
      Tetralin|CS-W020640
      119-64-2
    • null|null
      5350-41-4
    • ~47%
    • In-stock
      6-Bromo-1,2,3,4-tetrahydronaphthalene|CS-0130337
      6134-56-1

    References

    • Takiguchi, Takao; Tsuboyama, Akira; Mizutani, Hidemasa; Okada, Shinjiro; Miura, Seishi; Moriyama, Takashi; Igawa, Satoshi; Kamatani, Jun; Furugori, Manabu Patent: US2002/64681 A1, 2002 ;
  • Route2

    References

    • Nissan Chemical Industries, Ltd. Patent: US2012/209005 A1, 2012 ; Location in patent: Page/Page column 30 ;
  • Route3

    References

    • Kajigaeshi, Shoji; Kakinami, Takaaki; Moriwaki, Masayuki; Tanaka, Toshio; Fujisaki, Shizuo; Okamoto, Tsuyoshi Bulletin of the Chemical Society of Japan, 1989 , vol. 62, # 2 p. 439 - 443

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   0
  • LogP   3.3279
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   0

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