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CS-W001157 4
Total: USD 88.00

1-Bromo-4-pentylbenzene

  • CAS No. 51554-95-1

  • Cat. No. CS-W010418
  • Purity≥98%
  • MDL No.MFCD00061113

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

1-Bromo-4-pentylbenzene|CS-W010418

Structure of 51554-95-1

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General Information

  • CAS No. 51554-95-1
  • Cat. No. CS-W010418
  • Purity ≥98%
  • MDL No. MFCD00061113
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₅Br
  • Molecular Weight 227.15
  • Synonym(s) 4-Pentylbromobenzene; 1-Bromo-4-pentylbenzene
  • SMILES CCCCCC1=CC=C(Br)C=C1

Description

1-Bromo-4-pentylbenzene is a bench-stable aryl halide featuring a linear alkyl chain that enhances solubility in organic media. This compound serves as a key intermediate in Suzuki-Miyaura coupling reactions, enabling efficient construction of biaryl architectures under standard conditions.

Application

1-Bromo-4-pentylbenzene serves as a versatile aryl halide building block for Suzuki, Stille, and Negishi cross-coupling reactions. Its alkyl-substituted benzene ring provides enhanced solubility and stability compared to unsubstituted analogs, facilitating handling and purification. The bromine functionality enables reliable coupling under standard conditions, making it well-suited for the construction of complex biaryl architectures in medicinal chemistry and materials science applications.

Synthesis

  • Route1

    References

    • Gray, George W.; Hird, Michael; Lacey, David; Toyne, Kenneth J. Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999), 1989 , p. 2041 - 2054
  • Route2
    • null|null
      76287-57-5
    • ~97%
    • In-stock
      1-Bromo-4-pentylbenzene|CS-W010418
      51554-95-1

    References

    • Franks, Stephen; Hartley, Frank R. Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1980 , p. 2233 - 2237
  • Route3

    References

    • Seiko Epson Kabushiki Kaisha Patent: US4684220 A1, 1987 ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS09
Signal Word : Danger
UN#: 3082
Class : 9
Packing Group : Ⅲ
Hazard Statements : H315-H318-H410
Precautionary Statements : P264-P273-P280-P302+P352-P362+P364-P391-P501

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Computational Chemistry Data

  • TPSA   0
  • LogP   4.1818
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   4

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