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CS-W001157 4
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(2,5-Dibromophenyl)methanol

  • CAS No. 147034-01-3

  • Cat. No. CS-0097437
  • Purity≥95%
  • MDL No.MFCD12031827

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

(2,5-Dibromophenyl)methanol|CS-0097437

Structure of 147034-01-3

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General Information

  • CAS No. 147034-01-3
  • Cat. No. CS-0097437
  • Purity ≥95%
  • MDL No. MFCD12031827
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆Br₂O
  • Molecular Weight 265.93
  • Synonym(s) 2,5-Dibromobenzyl alcohol
  • SMILES OCC1=CC(Br)=CC=C1Br

Description

This dibromophenylmethanol integrates readily into cross-coupling and functionalization workflows, offering a robust platform for synthesizing complex aryl architectures. The dual bromine substituents enable sequential transformations, while the benzylic alcohol provides a handle for derivatization under standard conditions.

Application

(2,5-Dibromophenyl)methanol serves as a versatile building block for the synthesis of brominated aromatic scaffolds. Its benzylic alcohol functionality enables straightforward derivatization via oxidation, protection, or coupling reactions. The two regioselectively positioned bromine atoms facilitate palladium-catalyzed cross-couplings, making it valuable in constructing complex biaryl systems and heterocyclic frameworks common in pharmaceutical intermediates. The compound exhibits good bench stability and is readily purified by crystallization or column chromatography.

Synthesis

  • Route1

    References

    • Szczepankiewicz, Bruce G.; Kosogof, Christi; Nelson, Lissa T. J.; Liu, Gang; Liu, Bo; Zhao, Hongyu; Serby, Michael D.; Xin, Zhili; Liu, Mei; Gum, Rebecca J.; Haasch, Deanna L.; Wang, Sanyi; Clampit, Jill E.; Johnson, Eric F.; Lubben, Thomas H.; Stashko, Michael A.; Olejniczak, Edward T.; Sun, Chaohong; Dorwin, Sarah A.; Haskins, Kristi; Abad-Zapatero, Cele; Fry, Elizabeth H.; Hutchins, Charles W.; Sham, Hing L.; Rondinone, Cristina M.; Trevillyan, James M. Journal of Medicinal Chemistry, 2006 , vol. 49, # 12 p. 3563 - 3580
  • Route2

    References

    • Gegout, Aline; Holler, Michel; Figueira-Duarte, Teresa M.; Nierengarten, Jean-Francois European Journal of Organic Chemistry, 2008 , # 21 p. 3627 - 3634
  • Route3

    References

    • Shimura; Kawai; Minegishi Synthesis, 1993 , # 1 p. 43 - 44

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   20.23
  • LogP   2.7039
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   1

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