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CS-W001157 4
Total: USD 88.00

4-(4-Aminophenoxy)phthalonitrile

  • CAS No. 189691-53-0

  • Cat. No. CS-0648808
  • Purity≥98%
  • MDL No.None

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

4-(4-Aminophenoxy)phthalonitrile|CS-0648808

Structure of 189691-53-0

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General Information

  • CAS No. 189691-53-0
  • Cat. No. CS-0648808
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₉N₃O
  • Molecular Weight 235.24
  • Synonym(s) None
  • SMILES N#CC1=CC=C(OC2=CC=C(N)C=C2)C=C1C#N

Description

4-(4-Aminophenoxy)phthalonitrile features a phthalonitrile core linked via an ether bond to a para-aminophenyl group, combining electron-deficient nitrile functionality with a strongly electron-donating amine. This dual character enables efficient coupling in conjugated polymer synthesis and facilitates metal coordination in advanced materials. The molecule exhibits robust stability under standard bench conditions and demonstrates favorable solubility in polar aprotic solvents.

Application

4-(4-Aminophenoxy)phthalonitrile serves as a versatile building block for pharmaceutical and agrochemical synthesis, enabling efficient construction of bioactive heterocycles via nucleophilic substitution or cyclization reactions. The ortho-dinitrile motif facilitates rapid functionalization, while the aniline handle offers direct access to amide, urea, and sulfonamide derivatives. Bench-stable and readily purified by recrystallization, it functions effectively in standard coupling protocols and supports scalable process development.

Safety Information

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GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H311-H331
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P361-P405-P501

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Computational Chemistry Data

  • TPSA   82.83
  • LogP   2.80446
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   2

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