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CS-W001157 4
Total: USD 88.00

6-Bromo-2-tetralone

  • CAS No. 4133-35-1

  • Cat. No. CS-B0116
  • Purity≥95%
  • MDL No.MFCD00239388

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

6-Bromo-2-tetralone|CS-B0116

Structure of 4133-35-1

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General Information

  • CAS No. 4133-35-1
  • Cat. No. CS-B0116
  • Purity ≥95%
  • MDL No. MFCD00239388
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₉BrO
  • Molecular Weight 225.08
  • Synonym(s) None
  • SMILES O=C1CC2=C(CC1)C=C(Br)C=C2

Description

6-Bromo-2-tetralone is a brominated cyclic ketone featuring a fused benzene and cyclohexanone core. This structure integrates a reactive carbonyl group with a halogen-substituted aromatic ring, enabling direct functionalization in cross-coupling reactions. The molecule exhibits enhanced stability under standard bench conditions and facilitates efficient derivatization in synthetic organic chemistry workflows.

Application

6-Bromo-2-tetralone serves as a versatile building block in synthetic organic chemistry, enabling direct functionalization at the C6 position and facilitating subsequent cross-coupling reactions. Its ketone functionality supports enolate formation and conjugate addition, while the bromine substituent provides a reliable handle for palladium-catalyzed transformations. The compound exhibits good bench stability and is readily purified by recrystallization, making it well-suited for iterative synthesis of complex heterocyclic scaffolds and pharmaceutical intermediates.

Synthesis

  • Route1
    • null|null
      79-37-8
    • In-stock
      4-Bromobenzeneacetic acid|CS-D0933
      1878-68-8
    • ~88%
    • In-stock
      6-Bromo-2-tetralone|CS-B0116
      4133-35-1

    References

    • Merck and Co., Inc. Patent: US5382587 A1, 1995 ;
  • Route2
    • In-stock
      2-(4-Bromophenyl)acetyl chloride|CS-0124978
      37859-24-8
    • null|null
      54509-73-8
    • ~97%
    • In-stock
      6-Bromo-2-tetralone|CS-B0116
      4133-35-1

    References

    • THE WELLCOME FOUNDATION LIMITED Patent: EP1199307 A1, 2002 ; Location in patent: Page 12 ;
  • Route3
    • In-stock
      6-Bromo-2-tetralone|CS-B0116
      4133-35-1
    • ~%
    • In-stock
      6-Bromo-2-tetralone|CS-B0116
      4133-35-1

    References

    • PFIZER INC.; RUCKER, Paul Vincent Patent: WO2010/13158 A1, 2010 ; Location in patent: Page/Page column 14-15 ;

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   17.07
  • LogP   2.5069
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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