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CS-W001157 4
Total: USD 88.00

(2,6-Dibromophenyl)boronic acid

  • CAS No. 851756-50-8

  • Cat. No. CS-0157251
  • Molecule weight279.72
  • Purity≥95%
  • MDL No.MFCD11656174

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

(2,6-Dibromophenyl)boronic acid|CS-0157251

Structure of 851756-50-8

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General Information

  • CAS No. 851756-50-8
  • Cat. No. CS-0157251
  • Purity ≥95%
  • MDL No. MFCD11656174
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅BBr₂O₂
  • Molecular Weight 279.72
  • Synonym(s) 2,6-DIBROMOPHENYLBORONIC ACID
  • SMILES C1=CC(=C(C(=C1)Br)B(O)O)Br

Description

(2,6-Dibromophenyl)boronic acid features two bromine substituents at the 2 and 6 positions of the phenyl ring, enhancing its reactivity in Suzuki-Miyaura couplings. The boronic acid moiety enables efficient cross-coupling under mild conditions, while the ortho-bromine groups provide additional handles for sequential functionalization. This structure offers predictable regiochemistry and stability under standard bench protocols.

Application

(2,6-Dibromophenyl)boronic acid serves as a versatile building block for Suzuki-Miyaura cross-coupling reactions, enabling efficient construction of biaryl scaffolds. The ortho-dibromo substitution pattern enhances regioselectivity and stability, while the boronic acid group offers excellent bench stability and compatibility with diverse reaction conditions. This reagent facilitates rapid access to substituted phenyl motifs commonly found in pharmaceutical intermediates and functional materials.

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   40.46
  • LogP   0.8914
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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