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CS-W001157 4
Total: USD 88.00

4-Amino-2,6-dichlorophenol

  • CAS No. 5930-28-9

  • Cat. No. CS-W017353
  • Purity≥98%
  • MDL No.MFCD00007875

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

4-Amino-2,6-dichlorophenol|CS-W017353

Structure of 5930-28-9

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General Information

  • CAS No. 5930-28-9
  • Cat. No. CS-W017353
  • Purity ≥98%
  • MDL No. MFCD00007875
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅Cl₂NO
  • Molecular Weight 178.01
  • Synonym(s) phenol,{(2,6-chloro)-4-amino}
  • SMILES OC1=C(Cl)C=C(N)C=C1Cl

Description

4-Amino-2,6-dichlorophenol features a phenolic backbone with electron-donating amino and electron-withdrawing chloro substituents in a symmetric 2,6-arrangement. This electronic balance enhances its reactivity in nucleophilic substitution and coupling processes. The compound exhibits bench-stable handling characteristics and demonstrates good solubility in polar organic solvents, enabling straightforward integration into synthetic workflows for pharmaceutical intermediates and specialty dyes.

Application

4-Amino-2,6-dichlorophenol serves as a key intermediate in the synthesis of pharmaceuticals and agrochemicals, enabling efficient construction of substituted heterocycles. Its ortho-chlorine groups facilitate directed electrophilic substitution, while the amino functionality supports facile derivatization via acylation, coupling, or diazotization. The compound exhibits good bench stability and is readily purified by recrystallization, making it well-suited for scalable, reproducible synthetic workflows.

Synthesis

  • Route1

    References

    • US5068436 A1, ;
  • Route2

    References

    • Justus Liebigs Annalen der Chemie, , vol. Suppl.7, p. 203 Justus Liebigs Annalen der Chemie, , vol. 234, p. 3
  • Route3

    References

    • Pallagi, Istvan; Dvortsak, Peter Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999), 1986 , p. 105 - 110

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319
Precautionary Statements : P264-P270-P280-P302+P352-P330-P362+P364-P501

Quality Control

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Computational Chemistry Data

  • TPSA   46.25
  • LogP   2.2812
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   0

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