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CS-W001157 4
Total: USD 88.00

4-Bromo-1-(bromomethyl)-2-methoxybenzene

  • CAS No. 854778-42-0

  • Cat. No. CS-0695924
  • Purity≥97%
  • MDL No.None

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

4-Bromo-1-(bromomethyl)-2-methoxybenzene|CS-0695924

Structure of 854778-42-0

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General Information

  • CAS No. 854778-42-0
  • Cat. No. CS-0695924
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₈Br₂O
  • Molecular Weight 279.96
  • Synonym(s) None
  • SMILES COC1=C(CBr)C=CC(Br)=C1

Description

4-Bromo-1-(bromomethyl)-2-methoxybenzene features a bromomethyl group flanked by electron-withdrawing bromine and electron-donating methoxy substituents, enabling selective functionalization in cross-coupling reactions. This ortho-directing motif enhances regiocontrol in palladium-catalyzed transformations, delivering complex aryl architectures with high fidelity under standard conditions.

Application

4-Bromo-1-(bromomethyl)-2-methoxybenzene serves as a versatile bifunctional building block for palladium-catalyzed cross-coupling reactions. The bromoaryl and benzylic bromide groups enable sequential or orthogonal functionalization, facilitating the construction of complex biaryl and heterocyclic scaffolds. Its bench-stable crystalline form supports straightforward handling and purification, making it well-suited for iterative synthesis in medicinal chemistry and materials science applications.

Safety Information

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GHS Pictogram :
GHS No : GHS05
Signal Word : Danger
UN#: 1759
Class : 8
Packing Group : Ⅲ
Hazard Statements : H314
Precautionary Statements : P260-P264-P280-P301+P330+P331-P303+P361+P353-P304+P340-P305+P351+P338-P363-P405-P501

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Computational Chemistry Data

  • TPSA   9.23
  • LogP   3.3526
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   2

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