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CS-W001157 4
Total: USD 88.00

1,3-Di-tert-Butyl-5-iodobenzene

  • CAS No. 37055-53-1

  • Cat. No. CS-0120969
  • Purity≥96%
  • MDL No.MFCD16875483

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

1,3-Di-tert-Butyl-5-iodobenzene|CS-0120969

Structure of 37055-53-1

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General Information

  • CAS No. 37055-53-1
  • Cat. No. CS-0120969
  • Purity ≥96%
  • MDL No. MFCD16875483
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₂₁I
  • Molecular Weight 316.23
  • Synonym(s) None
  • SMILES IC1=CC(C(C)(C)C)=CC(C(C)(C)C)=C1

Description

1,3-di-tert-Butyl-5-iodobenzene features a sterically shielded aromatic core with a reactive iodine handle. The bulky tert-butyl groups confer exceptional stability and solubility in organic media, while the para-iodo substituent enables efficient coupling reactions under mild conditions. This bench-stable aryl iodide integrates seamlessly into cross-coupling workflows for complex molecular architectures.

Application

1,3-di-tert-butyl-5-iodobenzene serves as a sterically hindered aryl iodide for palladium-catalyzed cross-coupling reactions. The bulky tert-butyl groups enhance stability and reduce side reactions, enabling reliable Suzuki, Stille, and Negishi couplings. Its bench-stable nature and tolerance to diverse functional groups make it a practical building block for complex molecular architectures in medicinal chemistry and materials science.

Synthesis

  • Route1

    References

    • Nguen, M.; Chaikovskii, V. K.; Filimonov, V. D.; Funk, A. A. Russian Journal of Organic Chemistry, 2012 , vol. 48, # 6 p. 780 - 782,3
  • Route2

    References

    • Stavber, Stojan; Kralj, Petra; Zupan, Marko Synthesis, 2002 , # 11 p. 1513 - 1518
  • Route3

    References

    • Peters, Maike V.; Stoll, Ragnar S.; Kuehn, Andreas; Hecht, Stefan Angewandte Chemie - International Edition, 2008 , vol. 47, # 32 p. 5968 - 5972 Title/Abstract Full Text View citing articles Show Details Stoll, Ragnar S.; Peters, Maike V.; Kuhn, Andreas; Hecht, Stefan; Heiles, Sven; Thiele, Christina M.; Goddard, Richard; Buehl, Michael Journal of the American Chemical Society, 2009 , vol. 131, # 1 p. 357 - 367

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

Quality Control

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Computational Chemistry Data

  • TPSA   0
  • LogP   4.8862
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   0

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