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2,7-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrene

  • CAS No. 688756-58-3

  • Cat. No. CS-0168464
  • Purity≥95%
  • MDL No.MFCD15143601

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

2,7-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrene|CS-0168464

Structure of 688756-58-3

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General Information

  • CAS No. 688756-58-3
  • Cat. No. CS-0168464
  • Purity ≥95%
  • MDL No. MFCD15143601
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₈H₃₂B₂O₄
  • Molecular Weight 454.17
  • Synonym(s) Pyrene-2,7-diboronic Acid Bis(pinacol) Ester
  • SMILES CC1(C)C(C)(C)OB(C2=CC3=CC=C4C=C(B5OC(C)(C)C(C)(C)O5)C=C6C=CC(C3=C46)=C2)O1

Description

2,7-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrene features two robust boronate ester groups flanking a planar pyrene core, enabling efficient Suzuki-Miyaura coupling under standard conditions. This bifunctional scaffold facilitates the construction of conjugated oligomers and polymers with precise structural control, offering enhanced stability and solubility in organic media.

Application

2,7-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrene serves as a versatile Suzuki coupling building block for the construction of conjugated biaryls and extended π-systems. The sterically protected boronate ester groups enable high stability, mild reaction conditions, and excellent functional group tolerance, facilitating efficient C–C bond formation in multistep syntheses. Its symmetry and robustness make it ideal for constructing advanced materials and heterocyclic scaffolds in organic electronics and medicinal chemistry applications.

Safety Information

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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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   36.92
  • LogP   5.1824
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   2

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