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CS-W001157 4
Total: USD 88.00

4-(Difluoromethoxy)aniline

  • CAS No. 22236-10-8

  • Cat. No. CS-W016186
  • Purity≥95%
  • MDL No.MFCD00085005

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

4-(Difluoromethoxy)aniline|CS-W016186

Structure of 22236-10-8

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General Information

  • CAS No. 22236-10-8
  • Cat. No. CS-W016186
  • Purity ≥95%
  • MDL No. MFCD00085005
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₇F₂NO
  • Molecular Weight 159.14
  • Synonym(s) α,α-Difluoro-p-anisidine
  • SMILES C1=CC(=CC=C1OC(F)F)N

Description

4-(Difluoromethoxy)aniline features a difluoromethoxy group appended to an aromatic aniline scaffold, delivering enhanced metabolic stability and improved lipophilicity over conventional anilines. This electron-rich moiety enables efficient coupling in cross-coupling reactions and serves as a key building block in medicinal chemistry for targeted drug discovery pipelines.

Application

4-(Difluoromethoxy)aniline serves as a versatile building block in medicinal chemistry, enabling the synthesis of bioactive heterocycles and pharmaceutical intermediates. Its difluoromethoxy group imparts enhanced metabolic stability and modulated lipophilicity, while the aniline functionality facilitates straightforward coupling reactions and electrophilic substitution. The compound exhibits good bench stability and is compatible with standard purification methods, making it well-suited for iterative synthetic workflows in API development.

Synthesis

  • Route1

    References

    • WO2005/63767 A2, ; Page/Page column 47-48 ; WO 2005/063767 A2
  • Route2

    References

    • Ji, Pengju; Atherton, John H.; Page, Michael I. Journal of Organic Chemistry, 2012 , vol. 77, # 17 p. 7471 - 7478
  • Route3
    • In-stock
      1-(Difluoromethoxy)-4-nitrobenzene|CS-W015966
      1544-86-1
    • null|null
      7440-66-6
    • ~%
    • In-stock
      4-(Difluoromethoxy)aniline|CS-W016186
      22236-10-8

    References

    • US4897415 A1, ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2810
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   35.25
  • LogP   1.8702
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   2

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