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CS-W001157 4
Total: USD 88.00

1-Bromo-4-propylbenzene

  • CAS No. 588-93-2

  • Cat. No. CS-W010516
  • Purity≥98%
  • MDL No.MFCD00012456

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

1-Bromo-4-propylbenzene|CS-W010516

Structure of 588-93-2

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General Information

  • CAS No. 588-93-2
  • Cat. No. CS-W010516
  • Purity ≥98%
  • MDL No. MFCD00012456
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₁Br
  • Molecular Weight 199.09
  • Synonym(s) 1-Brom-4-propylbenzol
  • SMILES CCCC1=CC=C(Br)C=C1

Description

1-Bromo-4-propylbenzene features a para-substituted aromatic ring with a bromine atom and a propyl group, offering enhanced solubility in organic media. This bench-stable compound integrates readily into cross-coupling reactions, enabling efficient construction of complex alkylated arenes under standard conditions.

Application

1-Bromo-4-propylbenzene serves as a versatile aryl halide building block in cross-coupling reactions, enabling efficient C–C bond formation via Pd-catalyzed Suzuki, Stille, and Negishi protocols. The propyl substituent provides moderate lipophilicity and steric bulk, enhancing solubility and stability during synthetic manipulations. Its bench-stable nature and compatibility with common reaction conditions make it well-suited for the construction of functionalized biaryls and complex aromatic scaffolds in medicinal chemistry and materials science applications.

Synthesis

  • Route1
    • In-stock
      4-Bromoiodobenzene|CS-W008977
      589-87-7
    • null|null
      106-94-5
    • ~79%
    • In-stock
      1-Bromo-4-propylbenzene|CS-W010516
      588-93-2

    References

    • Texas Biotechnology Corp. Patent: US6342610 B2, 2002 ; Location in patent: Page column 80 ; US 6342610 B2
  • Route2
    • null|null
      10342-83-3
    • ~77%
    • In-stock
      1-Bromo-4-propylbenzene|CS-W010516
      588-93-2

    References

    • Chan, L. K. M.; Gray, G. W.; Lacey, D.; Toyne, K. J. Molecular Crystals and Liquid Crystals (1969-1991), 1988 , vol. 158, p. 209 - 240
  • Route3
    • 1-Allyl-4-bromobenzene|CS-0464852
      2294-43-1
    • ~92%
    • In-stock
      1-Bromo-4-propylbenzene|CS-W010516
      588-93-2

    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

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

Quality Control

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Computational Chemistry Data

  • TPSA   0
  • LogP   3.4016
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   2

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