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1-Bromo-2-(2-bromoethyl)benzene

  • CAS No. 1074-15-3

  • Cat. No. CS-0156656
  • Purity≥98%
  • MDL No.MFCD00027929

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

1-Bromo-2-(2-bromoethyl)benzene|CS-0156656

Structure of 1074-15-3

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General Information

  • CAS No. 1074-15-3
  • Cat. No. CS-0156656
  • Purity ≥98%
  • MDL No. MFCD00027929
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₈Br₂
  • Molecular Weight 263.96
  • Synonym(s) o-Bromophenethyl bromide
  • SMILES C1=CC=C(C(=C1)CCBr)Br

Description

1-Bromo-2-(2-bromoethyl)benzene features a dual bromo functionality: a pendant bromoethyl chain attached to a benzene ring bearing a terminal bromide. This bifunctional architecture enables efficient cross-coupling or cyclization reactions under standard conditions. The molecule exhibits robust stability and handles well in air and moisture, facilitating straightforward integration into synthetic sequences.

Application

1-Bromo-2-(2-bromoethyl)benzene serves as a versatile dihalogenated aromatic building block, enabling efficient construction of complex scaffolds via sequential cross-coupling or cyclization reactions. The ortho-brominated benzene core exhibits excellent bench stability and compatibility with palladium-catalyzed transformations, while the pendant bromomethyl group facilitates nucleophilic substitution or further functionalization. Its dual reactive sites support modular synthesis of heterocyclic systems and multi-functionalized arenes in medicinal chemistry and materials science applications.

Synthesis

  • Route1

    References

    • Blanckaert; Vandecapelle; Staelens; Burvenich; Dierckx; Slegers Journal of Labelled Compounds and Radiopharmaceuticals, 2004 , vol. 47, # 9 p. 591 - 598
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    References

    • Carr, Damien J.; Kudavalli, Jaya Satyanarayana; Dunne, Katherine S.; Mueller-Bunz, Helge; Gilheany, Declan G. Journal of Organic Chemistry, 2013 , vol. 78, # 20 p. 10500 - 10505
  • Route3
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      19472-74-3
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    • In-stock
      1-Bromo-2-(2-bromoethyl)benzene|CS-0156656
      1074-15-3

    References

    • Adamczyk, Maciej; Watt, David S.; Netzel, Daniel A. Journal of Organic Chemistry, 1984 , vol. 49, # 22 p. 4226 - 4237

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

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Computational Chemistry Data

  • TPSA   0
  • LogP   3.3865
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   2

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