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CS-W001157 4
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1-(6-Nitrobenzo[d][1,3]dioxol-5-yl)ethan-1-one

  • CAS No. 56136-84-6

  • Cat. No. CS-W015170
  • Purity≥95%
  • MDL No.MFCD00053045

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

1-(6-Nitrobenzo[d][1,3]dioxol-5-yl)ethan-1-one|CS-W015170

Structure of 56136-84-6

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General Information

  • CAS No. 56136-84-6
  • Cat. No. CS-W015170
  • Purity ≥95%
  • MDL No. MFCD00053045
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₇NO₅
  • Molecular Weight 209.16
  • Synonym(s) 4,5-METHYLENEDIOXY-2-NITROACETOPHENONE
  • SMILES CC(C1=C([N+]([O-])=O)C=C(OCO2)C2=C1)=O

Description

This acetyl derivative features a 6-nitrobenzo[d][1,3]dioxole scaffold, delivering enhanced stability and solubility in organic media. The electron-deficient nitro group facilitates electrophilic functionalization, while the ketone moiety enables direct coupling or reduction pathways. Ideal for synthesizing bioactive heterocycles under standard bench conditions.

Application

1-(6-Nitrobenzo[d][1,3]dioxol-5-yl)ethan-1-one serves as a versatile synthetic building block for nitro-substituted heterocycles, enabling efficient access to bioactive scaffolds via standard electrophilic and nucleophilic transformations. The ketone functionality offers reliable site-specific derivatization, while the ortho-nitro group enhances reactivity in coupling and cyclization reactions. Bench-stable and amenable to purification by recrystallization or flash chromatography, it functions effectively in multi-step syntheses targeting pharmaceutical intermediates and functional materials.

Safety Information

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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

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Computational Chemistry Data

  • TPSA   78.67
  • LogP   1.5261
  • H_Acceptors   5
  • H_Donors   0
  • Rotatable_Bonds   2

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