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CS-W001157 4
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6-Bromo-1,1,4,4-tetramethyl-1,2,3,4-tetrahydronaphthalene

  • CAS No. 27452-17-1

  • Cat. No. CS-W006580
  • Purity≥98%
  • MDL No.MFCD05664407

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

6-Bromo-1,1,4,4-tetramethyl-1,2,3,4-tetrahydronaphthalene|CS-W006580

Structure of 27452-17-1

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General Information

  • CAS No. 27452-17-1
  • Cat. No. CS-W006580
  • Purity ≥98%
  • MDL No. MFCD05664407
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₁₉Br
  • Molecular Weight 267.21
  • Synonym(s) 6-Bromo-1,1,4,4-tetramethyltetralin
  • SMILES CC1(C)CCC(C)(C)C2=C1C=C(Br)C=C2

Description

6-Bromo-1,1,4,4-tetramethyl-1,2,3,4-tetrahydronaphthalene features a brominated tetrahydronaphthalene core with four methyl groups enhancing steric bulk and electronic stability. This configuration supports robust coupling reactions under standard conditions, enabling efficient integration into complex molecular architectures.

Application

6-Bromo-1,1,4,4-tetramethyl-1,2,3,4-tetrahydronaphthalene serves as a versatile building block in medicinal chemistry and synthetic organic chemistry. Its bromine functionality enables palladium-catalyzed cross-coupling reactions, while the tetrahydronaphthalene core provides structural rigidity and lipophilicity. The molecule exhibits excellent bench stability and facilitates efficient purification due to its defined stereochemistry and low polarity.

Synthesis

  • Route1
    • null|null
      108-86-1
    • In-stock
      2,5-Dichloro-2,5-dimethylhexane|CS-B0384
      6223-78-5
    • ~90%
    • In-stock
      6-Bromo-1,1,4,4-tetramethyl-1,2,3,4-tetrahydronaphthalene|CS-W006580
      27452-17-1

    References

    • Boehm; Zhang; Badea; White; Mais; Berger; Suto; Goldman; Heyman Journal of Medicinal Chemistry, 1994 , vol. 37, # 18 p. 2930 - 2941
  • Route2

    References

    • Christie, Victoria B.; Barnard, Jonathan H.; Batsanov, Andrei S.; Bridgens, Caroline E.; Cartmell, Emily B.; Collings, Jonathan C.; Maltman, Daniel J.; Redfern, Christopher P. F.; Marder, Todd B.; Przyborski, Stefan; Whiting, Andrew Organic and Biomolecular Chemistry, 2008 , vol. 6, # 19 p. 3497 - 3507
  • Route3

    References

    • Guerrero Jr., Palimecio G.; De Oliveira, Paulo R.; Baroni, Adriano C.M.; Marques, Francisco A.; Labes, Ricardo; Hurtado, Gabriela R.; Dabdoub, Miguel J. Tetrahedron Letters, 2012 , vol. 53, # 39 p. 5302 - 5305

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   4.7981
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   0

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