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CS-W001157 4
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2-Bromoanthracene

  • CAS No. 7321-27-9

  • Cat. No. CS-W012553
  • Purity≥98%
  • MDL No.MFCD07784002

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

2-Bromoanthracene|CS-W012553

Structure of 7321-27-9

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General Information

  • CAS No. 7321-27-9
  • Cat. No. CS-W012553
  • Purity ≥98%
  • MDL No. MFCD07784002
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₉Br
  • Molecular Weight 257.13
  • Synonym(s) 2-brominated anthracene
  • SMILES BrC1=CC=C2C=C3C=CC=CC3=CC2=C1

Description

2-Bromoanthracene features a bromine atom positioned at the 2-adjacent site of the anthracene core, creating a highly reactive electrophilic center. This strategic substitution enables direct integration into palladium-catalyzed cross-coupling reactions, delivering functionalized polycyclic architectures with high regiocontrol. The compound exhibits excellent stability under standard bench conditions and serves as a key intermediate in synthetic pathways targeting advanced organic materials and pharmaceutical candidates.

Application

2-Bromoanthracene serves as a versatile building block in synthetic organic chemistry, enabling palladium-catalyzed cross-coupling reactions such as Suzuki, Stille, and Negishi couplings. Its anthracene core provides enhanced planarity and electronic delocalization, facilitating efficient π–π stacking in materials applications. The bromine substituent offers high reactivity under standard catalytic conditions with excellent functional group tolerance, making it ideal for constructing complex polycyclic architectures and advanced organic semiconductors.

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   4.7555
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   0

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