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CS-W001157 4
Total: USD 88.00

1-Bromo-2-(3-bromopropyl)benzene

  • CAS No. 1075-28-1

  • Cat. No. CS-0217098
  • Purity≥97%
  • MDL No.None

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

1-Bromo-2-(3-bromopropyl)benzene|CS-0217098

Structure of 1075-28-1

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General Information

  • CAS No. 1075-28-1
  • Cat. No. CS-0217098
  • Purity ≥97%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₀Br₂
  • Molecular Weight 277.98
  • Synonym(s) 3-Bromophenethyl bromide
  • SMILES BrCCCC1=CC=CC=C1Br

Description

1-Bromo-2-(3-bromopropyl)benzene features a benzene ring bearing both a terminal bromide and a 3-bromopropyl substituent, enabling dual electrophilic reactivity. This bifunctional architecture supports efficient coupling in cross-coupling reactions and polymer chain extension, particularly under palladium-catalyzed conditions. The molecule exhibits robust stability under standard handling protocols and integrates seamlessly into complex molecular scaffolds requiring precise spatial control.

Application

1-Bromo-2-(3-bromopropyl)benzene serves as a versatile bifunctional building block for constructing complex aromatic scaffolds. The pendant bromide enables efficient Suzuki-Miyaura and Negishi coupling reactions, while the proximal aryl bromide supports sequential functionalization. Its stability under standard reaction conditions and compatibility with palladium-catalyzed transformations make it well-suited for iterative synthesis of biaryl architectures and functionalized heterocycles in medicinal chemistry workflows.

Synthesis

  • Route1

    References

    • Hazimeh, Hassan; Mattalia, Jean-Marc; Marchi-Delapierre, Caroline; Kanoufi, Frederic; Combellas, Catherine; Chanon, Michel European Journal of Organic Chemistry, 2009 , # 17 p. 2775 - 2787
  • Route2

    References

    • Tsuji, Hayato; Yamagata, Ken-Ichi; Itoh, Yoshimitsu; Endo, Kohei; Nakamura, Masaharu; Nakamura, Eiichi Angewandte Chemie - International Edition, 2007 , vol. 46, # 42 p. 8060 - 8062
  • Route3

    References

    • Parham,W.E. et al. Journal of Organic Chemistry, 1976 , vol. 41, # 7 p. 1184 - 1186

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-H312-H315-H319-H332-H335-H412
Precautionary Statements : P261-P264-P270-P271-P273-P280-P302+P352-P304+P340-P330-P362-P405-P501

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Computational Chemistry Data

  • TPSA   0
  • LogP   3.7766
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   3

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