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CS-W001157 4
Total: USD 88.00

1-Allyl-2-bromobenzene,98% (stabilized with MEHQ)

  • CAS No. 42918-20-7

  • Cat. No. CS-0157945
  • Purity96% (stabilized with MEHQ)
  • MDL No.MFCD01319538

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

1-Allyl-2-bromobenzene,98% (stabilized with MEHQ)|CS-0157945

Structure of 42918-20-7

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General Information

  • CAS No. 42918-20-7
  • Cat. No. CS-0157945
  • Purity 96% (stabilized with MEHQ)
  • MDL No. MFCD01319538
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₉Br
  • Molecular Weight 197.07
  • Synonym(s) o-Allylbromobenzene
  • SMILES C1(=C(C=CC=C1)Br)CC=C

Description

1-Allyl-2-bromobenzene, stabilized with MEHQ, features a reactive allyl group adjacent to a bromo substituent, enabling efficient coupling in palladium-catalyzed transformations. This bench-stable, moisture-tolerant reagent integrates seamlessly into synthetic workflows requiring selective functionalization of aromatic systems.

Application

1-Allyl-2-bromobenzene, 98% (stabilized with MEHQ) serves as a versatile building block in transition-metal-catalyzed coupling reactions, enabling efficient construction of biaryl and substituted aromatic scaffolds. The allyl group provides additional reactivity for subsequent functionalization, while the bromo substituent ensures compatibility with Pd- and Ni-catalyzed cross-coupling protocols. Bench-stable under standard storage conditions, it offers reliable performance in synthesis workflows requiring functional group tolerance and ease of purification.

Synthesis

  • Route1
    • null|null
      1826-67-1
    • In-stock
      1-Bromo-2-(bromomethyl)benzene|CS-0019445
      3433-80-5
    • ~73%
    • In-stock
      1-Allyl-2-bromobenzene,98% (stabilized with MEHQ)|CS-0157945
      42918-20-7

    References

    • Lin, Song; Song, Chun-Xiao; Cai, Gui-Xin; Wang, Wen-Hua; Shi, Zhang-Jie Journal of the American Chemical Society, 2008 , vol. 130, p. 12901 - 12903
  • Route2
    • null|null
      593-60-2
    • In-stock
      1-Bromo-2-(bromomethyl)benzene|CS-0019445
      3433-80-5
    • ~88%
    • In-stock
      1-Allyl-2-bromobenzene,98% (stabilized with MEHQ)|CS-0157945
      42918-20-7

    References

    • Watson, Iain D. G.; Ritter, Stefanie; Toste, F. Dean Journal of the American Chemical Society, 2009 , vol. 131, p. 2056 - 2057
  • Route3
    • In-stock
      1-Bromo-2-iodobenzene|CS-W008713
      583-55-1
    • null|null
      107-05-1
    • ~91%
    • In-stock
      1-Allyl-2-bromobenzene,98% (stabilized with MEHQ)|CS-0157945
      42918-20-7

    References

    • Ikegami, Ryo; Koresawa, Akiko; Shibata, Takanori; Takagi, Kentaro Journal of Organic Chemistry, 2003 , vol. 68, # 6 p. 2195 - 2199

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-H319
Precautionary Statements : P264-P270-P280-P330-P501

Quality Control

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Computational Chemistry Data

  • TPSA   0
  • LogP   3.1776
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   2

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