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CS-W001157 4
Total: USD 88.00

6-Bromo-1,1,4,4,7-pentamethyl-1,2,3,4-tetrahydronaphthalene

  • CAS No. 119999-22-3

  • Cat. No. CS-0152902
  • Purity≥98%
  • MDL No.MFCD08235072

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

6-Bromo-1,1,4,4,7-pentamethyl-1,2,3,4-tetrahydronaphthalene|CS-0152902

Structure of 119999-22-3

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General Information

  • CAS No. 119999-22-3
  • Cat. No. CS-0152902
  • Purity ≥98%
  • MDL No. MFCD08235072
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₅H₂₁Br
  • Molecular Weight 281.23
  • Synonym(s) 6-bromo-1,2,3,4-tetrahydro-1,1,4,4,7-pentamethyl-naphthalene
  • SMILES CC1=CC2=C(C=C1Br)C(C)(C)CCC2(C)C

Description

6-Bromo-1,1,4,4,7-pentamethyl-1,2,3,4-tetrahydronaphthalene features a sterically shielded tetrahydronaphthalene core with a bromine substituent at the 6-position. This configuration enhances stability and directs regioselective transformations in cross-coupling reactions. The molecule’s electron-rich aromatic system facilitates efficient palladium-catalyzed functionalizations under mild conditions.

Application

6-Bromo-1,1,4,4,7-pentamethyl-1,2,3,4-tetrahydronaphthalene serves as a sterically hindered aryl bromide building block for palladium-catalyzed cross-coupling reactions. Its electron-rich tetrahydronaphthalene core enhances stability and reactivity in Suzuki, Stille, and Negishi couplings. The methyl substituents provide robust protection against undesired side reactions, enabling clean transformations with broad functional group tolerance. This compound facilitates efficient construction of complex alkylated aromatic scaffolds in medicinal chemistry and materials synthesis.

Synthesis

  • Route1
    • null|null
      108-88-3
    • ~82%
    • In-stock
      6-Bromo-1,1,4,4,7-pentamethyl-1,2,3,4-tetrahydronaphthalene|CS-0152902
      119999-22-3

    References

    • US2007/232810 A1, ; Page/Page column 6-7 ;
  • Route2

    References

    • Journal of Organic Chemistry, , vol. 66, # 17 p. 5772 - 5782
  • Route3

    References

    • Journal of Organic Chemistry, , vol. 66, # 17 p. 5772 - 5782

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   0
  • LogP   5.10652
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   0

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