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CS-W001157 4
Total: USD 88.00

1-Bromo-4-decylbenzene

  • CAS No. 106418-67-1

  • Cat. No. CS-0152250
  • Purity≥98%
  • MDL No.MFCD00061112

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

1-Bromo-4-decylbenzene|CS-0152250

Structure of 106418-67-1

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General Information

  • CAS No. 106418-67-1
  • Cat. No. CS-0152250
  • Purity ≥98%
  • MDL No. MFCD00061112
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₆H₂₅Br
  • Molecular Weight 297.27
  • Synonym(s) 4-Decylbromobenzene
  • SMILES CCCCCCCCCCC1=CC=C(C=C1)Br

Description

1-Bromo-4-decylbenzene is a linear alkyl-substituted aryl halide featuring a terminal decyl chain attached to a brominated benzene ring. This structure enables facile coupling in palladium-catalyzed cross-coupling reactions, particularly Suzuki and Stille transformations. The extended hydrophobic tail enhances solubility in nonpolar media while maintaining stability under standard reaction conditions.

Application

1-Bromo-4-decylbenzene serves as a versatile aryl halide building block for palladium-catalyzed cross-coupling reactions, including Suzuki, Stille, and Negishi transformations. Its long aliphatic chain imparts enhanced solubility in organic media while maintaining bench stability and compatibility with diverse functional groups. The compound facilitates the efficient construction of complex alkyl-substituted biaryl architectures common in materials science and pharmaceutical intermediates.

Synthesis

  • Route1
    • null|null
      30089-00-0
    • In-stock
      1-Bromo-4-(2-bromoethyl)benzene|CS-0074160
      1746-28-7
    • ~%
    • In-stock
      1-Bromo-4-decylbenzene|CS-0152250
      106418-67-1

    References

    • Di Franco, Thomas; Boutin, Nicolas; Hu, Xile Synthesis (Germany), 2013 , vol. 45, # 21 art. no. SS-2013-Z0609-FA, p. 2949 - 2958
  • Route2
    • Decanoyl chloride|CS-0185580
      112-13-0
    • ~%
    • In-stock
      1-Bromo-4-decylbenzene|CS-0152250
      106418-67-1

    References

    • Molecular Crystals and Liquid Crystals, , vol. 396, p. 241 - 250
  • Route3
    • In-stock
      1,4-Dibromobenzene|CS-0000003
      106-37-6
    • null|null
      17049-50-2
    • ~%
    • In-stock
      1-Bromo-4-decylbenzene|CS-0152250
      106418-67-1

    References

    • Angewandte Chemie - International Edition, , vol. 39, # 4 p. 758 - 761

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-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   0
  • LogP   6.1323
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   9

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