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CS-W001157 4
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1-Bromo-2-(tert-butyl)benzene

  • CAS No. 7073-99-6

  • Cat. No. CS-0154891
  • Purity≥97%
  • MDL No.MFCD00234660

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

1-Bromo-2-(tert-butyl)benzene|CS-0154891

Structure of 7073-99-6

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General Information

  • CAS No. 7073-99-6
  • Cat. No. CS-0154891
  • Purity ≥97%
  • MDL No. MFCD00234660
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₃Br
  • Molecular Weight None
  • Synonym(s) 1-(tert-butyl)-2-bromobenzene
  • SMILES CC(C)(C)C1=CC=CC=C1Br

Description

1-Bromo-2-(tert-butyl)benzene features a bromine atom ortho to a bulky tert-butyl group, creating a sterically hindered aryl halide. This substitution pattern enhances stability and directs electrophilic aromatic substitution regioselectively. The compound serves as a key building block in synthesizing functionalized biaryls and pharmaceutical intermediates under palladium-catalyzed coupling conditions.

Application

1-Bromo-2-(tert-butyl)benzene serves as a versatile aryl halide building block for palladium-catalyzed cross-coupling reactions, including Suzuki, Stille, and Negishi couplings. The bulky tert-butyl group provides steric protection and enhances solubility, while the bromine moiety enables reliable functionalization under standard conditions. This compound exhibits excellent bench stability and facilitates efficient synthesis of substituted biaryls and complex aromatic scaffolds relevant to medicinal chemistry and materials science.

Synthesis

  • Route1

    References

    • Dugal-Tessier, Julien; Kuhn, Paul-Steffen; Dake, Gregory R.; Gates, Derek P. Heteroatom Chemistry, 2010 , vol. 21, # 5 p. 355 - 360
  • Route2
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      1-Bromo-4-tert-butylbenzene|CS-W008710
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      1-Bromo-2-(tert-butyl)benzene|CS-0154891
      7073-99-6

    References

    • Gun'kin Russian Journal of General Chemistry, 2010 , vol. 80, # 3 p. 451 - 454
  • Route3
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      1-Bromo-2-(trifluoromethyl)benzene|CS-0016026
      392-83-6
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    • 1-Bromo-2-(prop-1-en-2-yl)benzene|CS-0060836
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      1-Bromo-2-(tert-butyl)benzene|CS-0154891
      7073-99-6

    References

    • Terao, Jun; Nakamura, Misaki; Kambe, Nobuaki Chemical Communications, 2009 , # 40 p. 6011 - 6013

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   3.7466
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   0

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