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CS-W001157 4
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2'-Aminoacetophenone

  • CAS No. 551-93-9

  • Cat. No. CS-D1191
  • Purity≥97%
  • MDL No.MFCD00007717

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

2'-Aminoacetophenone|CS-D1191

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General Information

  • CAS No. 551-93-9
  • Cat. No. CS-D1191
  • Purity ≥97%
  • MDL No. MFCD00007717
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₉NO
  • Molecular Weight 135.16
  • Synonym(s) o-aminoacetophenone
  • SMILES CC(C1=CC=CC=C1N)=O

Description

2'-Aminoacetophenone features a strategically positioned amino group ortho to the acetyl moiety, enabling direct participation in electrophilic and condensation reactions. This electron-rich scaffold facilitates rapid integration into heterocyclic systems and serves as a key intermediate in synthesizing fluorescent probes and bioactive compounds under standard conditions.

Application

2'-Aminoacetophenone serves as a versatile building block in heterocyclic synthesis, enabling efficient access to quinoline and isoquinoline scaffolds via condensation and cyclization reactions. Its ortho-amino and ketone functionalities offer complementary reactivity for sequential transformations, while the compound exhibits excellent bench stability and straightforward purification. This makes it a reliable intermediate in medicinal chemistry campaigns targeting bioactive nitrogen-containing frameworks.

Synthesis

  • Route1

    References

    • Baruwati, Babita; Polshettiwar, Vivek; Varma, Rajender S. Tetrahedron Letters, 2009 , vol. 50, # 11 p. 1215 - 1218
  • Route2

    References

    • Ntaganda, Rukundo; Dhudshia, Bhartesh; Macdonald, Charles L. B.; Thadani, Avinash N. Chemical Communications, 2008 , # 46 p. 6200 - 6202
  • Route3

    References

    • DSM FINE CHEMICALS AUSTRIA NFG GMBH and CO KG Patent: WO2007/39034 A1, 2007 ; Location in patent: Page/Page column 9-10 ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   43.09
  • LogP   1.4714
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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