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CS-W001157 4
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1-Bromo-4-(2-bromoethyl)benzene

  • CAS No. 1746-28-7

  • Cat. No. CS-0074160
  • Purity≥96%
  • MDL No.MFCD00045052

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

1-Bromo-4-(2-bromoethyl)benzene|CS-0074160

Structure of 1746-28-7

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General Information

  • CAS No. 1746-28-7
  • Cat. No. CS-0074160
  • Purity ≥96%
  • MDL No. MFCD00045052
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₈Br₂
  • Molecular Weight 263.96
  • Synonym(s) 4-Bromophenethyl Bromide
  • SMILES BrC1=CC=C(CCBr)C=C1

Description

1-Bromo-4-(2-bromoethyl)benzene features a para-substituted benzene ring bearing a bromine atom and a β-brominated ethyl side chain. This dual-brominated architecture enables sequential functionalization in cross-coupling or nucleophilic substitution reactions. The molecule exhibits high reactivity at both sites, facilitating efficient incorporation into complex molecular scaffolds under standard conditions.

Application

1-Bromo-4-(2-bromoethyl)benzene serves as a versatile dihalogenated building block for the synthesis of symmetric and asymmetric aromatic scaffolds. The bromoethyl side chain enables facile nucleophilic substitution, while the aryl bromide supports transition-metal-catalyzed coupling reactions. Its bench-stable nature and compatibility with standard purification methods make it well-suited for iterative functionalization in medicinal chemistry and materials science applications.

Synthesis

  • Route1

    References

    • Moriya, Toshimitsu; Yoneda, Shinichiro; Kawana, Keita; Ikeda, Reiko; Konakahara, Takeo; Sakai, Norio Organic Letters, 2012 , vol. 14, # 18 p. 4842 - 4845,4
  • Route2

    References

    • Eisai Co., Ltd. Patent: US2002/19531 A1, 2002 ; US 20020019531 A1
  • Route3

    References

    • ASTRAZENECA AB Patent: WO2005/33115 A1, 2005 ; Location in patent: Page/Page column 29-30 ; WO 2005/033115 A1

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07,GHS09
Signal Word : Warning
UN#: 3077
Class : 9
Packing Group : Ⅲ
Hazard Statements : H302-H411
Precautionary Statements : P264-P270-P273-P330-P391-P501

Quality Control

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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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