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CS-W001157 4
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4-Chloro-4'-hydroxybiphenyl

  • CAS No. 28034-99-3

  • Cat. No. CS-0193318
  • Purity≥98%
  • MDL No.None

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

4-Chloro-4'-hydroxybiphenyl|CS-0193318

Structure of 28034-99-3

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General Information

  • CAS No. 28034-99-3
  • Cat. No. CS-0193318
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₉ClO
  • Molecular Weight 204.65
  • Synonym(s) 4'-Chlorobiphenyl-4-ol
  • SMILES C1=C(C=CC(=C1)Cl)C2=CC=C(C=C2)O

Description

4-Chloro-4'-hydroxybiphenyl features a hydroxyl group flanked by a chlorinated aryl ring, enabling direct incorporation into coupling reactions. This electron-deficient scaffold supports efficient functionalization in synthetic organic chemistry and serves as a key intermediate in pharmaceutical and agrochemical development.

Application

4-Chloro-4'-hydroxybiphenyl serves as a versatile building block in medicinal chemistry and materials science, enabling efficient Suzuki-Miyaura coupling due to its compatible aryl halide and phenolic functional groups. The molecule exhibits excellent bench stability and facilitates orthogonal reactivity in multi-step syntheses, with the hydroxyl group readily employed for derivatization or protection. Its structure provides access to biologically relevant biphenyl scaffolds and functionalized aromatic systems commonly found in pharmaceutical intermediates and organic semiconductors.

Synthesis

  • Route1
    • null|null
      106-41-2
    • In-stock
      (4-Chlorophenyl)boronic acid|CS-D1133
      1679-18-1
    • ~10%
    • In-stock
      4-Chloro-4'-hydroxybiphenyl|CS-0193318
      28034-99-3

    References

    • Tong, Jinhui; Wang, Haiyan; Cai, Xiaodong; Zhang, Qianping; Ma, Hengchang; Lei, Ziqiang Applied Organometallic Chemistry, 2014 , vol. 28, # 2 p. 95 - 100
  • Route2

    References

    • Ishikawa, Shunpei; Manabe, Kei Tetrahedron, 2010 , vol. 66, # 1 p. 297 - 303
  • Route3
    • null|null
      57396-87-9
    • ~%
    • In-stock
      4-Chloro-4'-hydroxybiphenyl|CS-0193318
      28034-99-3

    References

    • Savoy Pr. Louisiana Acad. Sci., 1947 , vol. 10, p. 205,206

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07,GHS08,GHS09
Signal Word : Warning
UN#: 3077
Class : 9
Packing Group : Ⅲ
Hazard Statements : H315-H319-H350-H373-H410
Precautionary Statements : P260-P264-P273-P280-P302+P352-P362+P364-P391-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   20.23
  • LogP   3.7126
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   1

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