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CS-W001157 4
Total: USD 88.00

(S)-1-(3-Bromophenyl)ethanol

  • CAS No. 134615-22-8

  • Cat. No. CS-0042553
  • Molecule weight201.06
  • Purity≥98%
  • MDL No.MFCD06201859

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

(S)-1-(3-Bromophenyl)ethanol|CS-0042553

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General Information

  • CAS No. 134615-22-8
  • Cat. No. CS-0042553
  • Purity ≥98%
  • MDL No. MFCD06201859
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₉BrO
  • Molecular Weight 201.06
  • Synonym(s) (S)-3-Bromo-Alpha-Methylbenzyl Alcohol
  • SMILES C[C@H](O)C1=CC(Br)=CC=C1

Description

(S)-1-(3-Bromophenyl)ethanol is a chiral building block featuring a stereodefined hydroxyl group adjacent to a brominated phenyl ring. This configuration enables selective transformations in asymmetric synthesis, particularly in pharmaceutical intermediates and ligand development. The molecule exhibits enhanced stability under standard bench conditions and facilitates efficient coupling reactions through its reactive alcohol functionality.

Application

(S)-1-(3-Bromophenyl)ethanol serves as a valuable chiral building block in asymmetric synthesis, enabling stereoselective transformations via its benzylic alcohol functionality. The molecule exhibits good bench stability and facilitates efficient derivatization—such as oxidation to the corresponding ketone or conversion to esters and ethers—while maintaining stereochemical integrity. Its brominated aromatic ring supports palladium-catalyzed cross-coupling reactions, making it a practical scaffold for constructing complex pharmaceutical intermediates and functionalized heterocycles.

Synthesis

  • Route1

    References

    • Angewandte Chemie, , vol. 107, # 18 p. 2165 - 2166
  • Route2

    References

    • Silva, Camila R.; Souza, Juliana C.; Araujo, Lidiane S.; Kagohara, Edna; Garcia, Thais P.; Pelizzari, Vivian H.; Andrade, Leandro H. Journal of Molecular Catalysis B: Enzymatic, 2012 , vol. 83, p. 23 - 28
  • Route3

    References

    • Journal of Organic Chemistry, , vol. 73, # 1 p. 168 - 176

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   2.5024
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   1

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