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3-Chlorophenethyl Bromide

  • CAS No. 16799-05-6

  • Cat. No. CS-0156919
  • Purity≥97%
  • MDL No.MFCD04117465

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

3-Chlorophenethyl Bromide|CS-0156919

Structure of 16799-05-6

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General Information

  • CAS No. 16799-05-6
  • Cat. No. CS-0156919
  • Purity ≥97%
  • MDL No. MFCD04117465
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₈BrCl
  • Molecular Weight 219.51
  • Synonym(s) 1-(2-Bromoethyl)-3-chlorobenzene
  • SMILES C1=CC(=CC(=C1)Cl)CCBr

Description

3-Chlorophenethyl bromide is a reactive alkylating agent featuring a benzene ring substituted with chlorine at the meta position and a bromoethyl side chain. This structure enables efficient coupling in nucleophilic substitution reactions, particularly in the synthesis of bioactive compounds and functionalized polymers under standard conditions. The molecule exhibits high reactivity and stability during storage.

Application

3-Chlorophenethyl bromide serves as a versatile bifunctional building block in synthetic organic chemistry, enabling efficient construction of pharmaceutically relevant scaffolds. The bromoalkyl moiety facilitates nucleophilic substitution reactions, while the ortho-chlorinated phenyl group provides compatibility with palladium-catalyzed cross-coupling processes. Its bench-stable nature and tolerance to common functional groups make it well-suited for multi-step synthesis workflows in medicinal chemistry and process development.

Synthesis

  • Route1

    References

    • Dukat, Malgorzata; Abdel-Rahman, Ashraf A.; Ismaiel, Abd M.; Ingher, Stacy; Teitler, Milt; Gyermek, Laszlo; Glennon, Richard A. Journal of Medicinal Chemistry, 1996 , vol. 39, # 20 p. 4017 - 4026
  • Route2

    References

    • ASTRAZENECA AB Patent: WO2005/33115 A1, 2005 ; Location in patent: Page/Page column 52 ; WO 2005/033115 A1
  • Route3

    References

    • Tetrahedron Asymmetry, , vol. 9, # 15 p. 2725 - 2737

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 3082
Class : 9
Packing Group : Ⅲ
Hazard Statements : H302-H318-H411
Precautionary Statements : P264-P270-P273-P280-P330-P391-P501

Quality Control

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Computational Chemistry Data

  • TPSA   0
  • LogP   3.2774
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   2

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