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CS-W001157 4
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2-Bromoethyl phenyl sulfide

  • CAS No. 4837-01-8

  • Cat. No. CS-0206316
  • Purity≥98%
  • MDL No.MFCD00040826

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

2-Bromoethyl phenyl sulfide|CS-0206316

Structure of 4837-01-8

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General Information

  • CAS No. 4837-01-8
  • Cat. No. CS-0206316
  • Purity ≥98%
  • MDL No. MFCD00040826
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₉BrS
  • Molecular Weight 217.13
  • Synonym(s) Bromoethyl phenyl sulfide
  • SMILES C1=CC=C(C=C1)SCCBr

Description

2-Bromoethyl phenyl sulfide is a reactive thioether intermediate featuring a bromoethyl chain tethered to a phenyl group via a sulfur bridge. This structure enables nucleophilic substitution reactions, facilitating the incorporation of phenyl sulfide moieties into complex molecular architectures under mild conditions. The compound demonstrates stability during storage and compatibility with standard synthetic protocols.

Application

2-Bromoethyl phenyl sulfide serves as a versatile bifunctional building block, enabling efficient sulfur-directed functionalization and C–S bond formation in synthetic workflows. Its bromo group facilitates palladium-catalyzed cross-coupling reactions, while the phenyl sulfide moiety provides stability and orthogonal reactivity. This compound offers reliable bench stability and clean purification profiles, making it well-suited for constructing complex heterocycles and pharmaceutical scaffolds in medicinal chemistry applications.

Synthesis

  • Route1

    References

    • Zheng, Can-Hui; Yang, Hui; Zhang, Meng; Lu, Shi-Hai; Shi, Duo; Wang, Juan; Chen, Xiu-Hua; Ren, Xiao-Hui; Liu, Jia; Lv, Jia-Guo; Zhu, Ju; Zhou, You-Jun Bioorganic and Medicinal Chemistry Letters, 2012 , vol. 22, # 1 p. 39 - 44
  • Route2
    • null|null
      108-98-5
    • null|null
      106-93-4
    • ~69%
    • In-stock
      2-Bromoethyl phenyl sulfide|CS-0206316
      4837-01-8

    References

    • Su, Tao; Xie, Shishun; Wei, Hui; Yan, Jun; Huang, Ling; Li, Xingshu Bioorganic and Medicinal Chemistry, 2013 , vol. 21, # 18 p. 5830 - 5840
  • Route3

    References

    • Moriya, Toshimitsu; Yoneda, Shinichiro; Kawana, Keita; Ikeda, Reiko; Konakahara, Takeo; Sakai, Norio Organic Letters, 2012 , vol. 14, # 18 p. 4842 - 4845,4

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   0
  • LogP   3.1736
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   3

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