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CS-W001157 4
Total: USD 88.00

2,3-Dichloro-6-nitrophenol

  • CAS No. 28165-60-8

  • Cat. No. CS-0060320
  • Purity≥98%
  • MDL No.None

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

2,3-Dichloro-6-nitrophenol|CS-0060320

Structure of 28165-60-8

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General Information

  • CAS No. 28165-60-8
  • Cat. No. CS-0060320
  • Purity ≥98%
  • MDL No. None
  • Storage RT, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₃Cl₂NO₃
  • Molecular Weight 208.00
  • Synonym(s) Anagrelide Impurity 16
  • SMILES C1=CC(=C(C(=C1Cl)Cl)O)[N+](=O)[O-]

Description

2,3-Dichloro-6-nitrophenol features a nitro group at the para position relative to the phenolic hydroxyl, conferring strong electron-withdrawing character. The adjacent dichloro substitution enhances electrophilicity and stabilizes reaction intermediates. This compound serves as a key building block in synthesizing advanced pharmaceutical intermediates and functionalized aromatic systems under standard bench conditions.

Application

2,3-Dichloro-6-nitrophenol serves as a valuable building block in the synthesis of advanced heterocyclic systems and functionalized aromatic intermediates. Its reactivity is well-defined, enabling selective nucleophilic substitution at the C-6 position due to strong electron-withdrawing effects from the nitro group. The dichloro substitution pattern provides orthogonal handles for sequential coupling reactions, facilitating access to complex scaffolds under mild conditions. Bench-stable and readily purified by recrystallization, it functions effectively in standard cross-coupling and cyclization protocols used in medicinal chemistry and materials science.

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   63.37
  • LogP   2.6072
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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