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CS-W001157 4
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4-Bromo-2-chlorobenzyl alchol

  • CAS No. 185315-48-4

  • Cat. No. CS-0195068
  • Purity≥98%
  • MDL No.None

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

4-Bromo-2-chlorobenzyl alchol|CS-0195068

Structure of 185315-48-4

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General Information

  • CAS No. 185315-48-4
  • Cat. No. CS-0195068
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆BrClO
  • Molecular Weight 221.48
  • Synonym(s) (4-Bromo-2-chlorophenyl)methanol
  • SMILES C1=CC(=CC(=C1CO)Cl)Br

Description

4-Bromo-2-chlorobenzyl alcohol features a benzyl scaffold bearing bromo and chloro substituents at meta and para positions, respectively, enabling selective functionalization in cross-coupling reactions. The primary alcohol group facilitates derivatization under standard conditions, while the halogen atoms provide orthogonal reactivity for sequential transformations. This compound exhibits good stability and solubility in common organic solvents, supporting its use in synthetic intermediates for pharmaceutical and agrochemical development.

Application

4-Bromo-2-chlorobenzyl alcohol serves as a versatile building block in medicinal chemistry, enabling efficient access to functionalized aromatic scaffolds. Its dual halogenation pattern facilitates selective cross-coupling reactions, while the benzylic alcohol group supports oxidation, protection, or derivatization under mild conditions. Bench-stable and readily purified by distillation or chromatography, it functions effectively in multistep syntheses requiring orthogonal reactivity.

Synthesis

  • Route1

    References

    • ASTRAZENECA AB Patent: WO2008/18827 A1, 2008 ; Location in patent: Page/Page column 65 ; WO 2008/018827 A1
  • Route2

    References

    • GLAXOSMITHKLINE LLC; ADAMS, Nicholas, David; CHAUDHARI, Amita, M.; KIESOW, Terence, John; McSHERRY, Allison, K.; MOORE, Michael, Lee; PARRISH, Cynthia, Ann; REIF, Alexander, Joseph; RIDGERS, Lance, Howard Patent: WO2014/8223 A2, 2014 ; Location in patent: Page/Page column 87-88 ;
  • Route3

    References

    • HUGHES, Adam D.; FENSTER, Erik; FLEURY, Melissa; GENDRON, Roland Patent: US2013/109639 A1, 2013 ; Location in patent: Paragraph 0348 ;

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-P330-P362-P405-P501

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Computational Chemistry Data

  • TPSA   20.23
  • LogP   2.5948
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   1

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