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CS-W001157 4
Total: USD 88.00

1-Bromo-2-ethylbenzene

  • CAS No. 1973-22-4

  • Cat. No. CS-W016966
  • Purity≥98%
  • MDL No.MFCD00000077

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

1-Bromo-2-ethylbenzene|CS-W016966

Structure of 1973-22-4

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General Information

  • CAS No. 1973-22-4
  • Cat. No. CS-W016966
  • Purity ≥98%
  • MDL No. MFCD00000077
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₉Br
  • Molecular Weight 185.06
  • Synonym(s) Bromoathylbenzene
  • SMILES C1=C(C(=CC=C1)Br)CC

Description

1-Bromo-2-ethylbenzene features a bromine substituent ortho to an ethyl group on the benzene ring, enabling selective cross-coupling reactions. This configuration imparts enhanced reactivity in palladium-catalyzed processes while maintaining stability under standard handling conditions. The molecule integrates readily into complex aromatic architectures.

Application

1-Bromo-2-ethylbenzene serves as a versatile aryl halide building block in cross-coupling reactions, enabling efficient C–C bond formation via Pd-catalyzed methodologies. The ethyl substituent provides steric and electronic modulation, enhancing regioselectivity in subsequent functionalizations. Its bench-stable nature and compatibility with standard reaction conditions make it well-suited for the synthesis of complex biaryl architectures and pharmaceutical intermediates.

Synthesis

  • Route1

    References

    • Hudson, Reuben; Hamasaka, Go; Osako, Takao; Yamada, Yoichi M. A.; Li, Chao-Jun; Uozumi, Yasuhiro; Moores, Audrey Green Chemistry, 2013 , vol. 15, # 8 p. 2141 - 2148
  • Route2
    • null|null
      100-41-4
    • ~9%
    • In-stock
      1-Bromo-4-ethylbenzene|CS-W016965
      1585-07-5
    • In-stock
      1-Bromo-2-ethylbenzene|CS-W016966
      1973-22-4

    References

    • ChemSusChem, , vol. 6, # 8 p. 1337 - 1340
  • Route3
    • null|null
      578-54-1
    • ~%
    • In-stock
      1-Bromo-2-ethylbenzene|CS-W016966
      1973-22-4

    References

    • Journal of Organic Chemistry, , vol. 24, p. 1025 Journal of Organic Chemistry, , vol. 22, p. 390,392, 393 Gazzetta Chimica Italiana, , vol. 87, p. 329,339

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   0
  • LogP   3.0115
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   1

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