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CS-W001157 4
Total: USD 88.00

4-(4-Fluorophenoxy)benzaldehyde

  • CAS No. 137736-06-2

  • Cat. No. CS-0084167
  • Purity≥98%
  • MDL No.MFCD01631896

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

4-(4-Fluorophenoxy)benzaldehyde|CS-0084167

Structure of 137736-06-2

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General Information

  • CAS No. 137736-06-2
  • Cat. No. CS-0084167
  • Purity ≥98%
  • MDL No. MFCD01631896
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₉FO₂
  • Molecular Weight 216.21
  • Synonym(s) 4-Fluoro-4-Formyldiphenyl Ether
  • SMILES O=CC1=CC=C(OC2=CC=C(F)C=C2)C=C1

Description

4-(4-Fluorophenoxy)benzaldehyde features a fluorinated aromatic ether linkage fused to an aldehyde-bearing benzene ring. This electron-deficient aldehyde integrates readily into Suzuki and Ullmann coupling reactions, offering high functional group tolerance. The para-fluorine substituent enhances metabolic stability and facilitates downstream derivatization in medicinal chemistry applications.

Application

4-(4-Fluorophenoxy)benzaldehyde serves as a versatile building block in medicinal chemistry and materials science, enabling efficient construction of biaryl and heterocyclic scaffolds. Its aldehyde functionality facilitates nucleophilic addition, reductive amination, and condensation reactions with high functional group tolerance. The fluorophenoxy moiety enhances metabolic stability and modulates electronic properties, making it valuable for optimizing pharmacokinetic profiles in API development. Bench-stable and readily purified by recrystallization, it supports scalable synthesis workflows.

Synthesis

  • Route1

    References

    • Tanaka, Akira; Terasawa, Takeshi; Hagihara, Hiroyuki; Sakuma, Yuri; Ishibe, Noriko; Sawada, Masae; Takasugi, Hisashi; Tanaka, Hirokazu Bioorganic and Medicinal Chemistry, 1998 , vol. 6, # 1 p. 15 - 30
  • Route2

    References

    • Chen, Jiuxi; Wang, Xingyong; Zheng, Xingwang; Ding, Jinchang; Liu, Miaochang; Wu, Huayue Tetrahedron, 2012 , vol. 68, # 43 p. 8905 - 8907
  • Route3

    References

    • Zheng, Xingwang; Ding, Jinchang; Chen, Jiuxi; Gao, Wenxiao; Liu, Miaochang; Wu, Huayue Organic Letters, 2011 , vol. 13, # 7 p. 1726 - 1729

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 3077
Class : 9
Packing Group : Ⅲ
Hazard Statements : H302-H318-H411
Precautionary Statements : P264-P270-P273-P280-P330-P391-P501

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Computational Chemistry Data

  • TPSA   26.3
  • LogP   3.4305
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   3

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