Lot numbers can be found on the outside label of a product:
1-(2-Nitrophenyl)ethanone
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CAS No. 577-59-3
- Cat. No. CS-W017892
- Purity≥98%
- MDL No.MFCD00007144
*For research and further manufacturing use only, not for direct human use.
Structure of 577-59-3
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General Information
- CAS No. 577-59-3
- Cat. No. CS-W017892
- Purity ≥98%
- MDL No. MFCD00007144
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₈H₇NO₃
- Molecular Weight 165.15
- Synonym(s) o-nitrophenyl methyl ketone
- SMILES CC(C1=C([N+]([O-])=O)C=CC=C1)=O
Description
1-(2-Nitrophenyl)ethanone features a nitro-substituted phenyl ring directly conjugated to a ketone group, enabling efficient electrophilic reactivity in C–C bond formation. This electron-deficient aryl ketone integrates readily into synthetic pathways requiring polarized carbonyl functionality and serves as a robust scaffold for further functionalization under standard bench conditions.
Application
1-(2-Nitrophenyl)ethanone serves as a versatile building block in synthetic organic chemistry, enabling the construction of substituted heterocycles and functionalized aromatic systems. Its ortho-nitro group facilitates directed ortho-metalation and participates in regioselective transformations, while the acetyl moiety offers compatibility with standard functional group interconversions. The compound exhibits bench stability and is amenable to purification via recrystallization or chromatography, supporting its use in multi-step synthesis workflows.
Synthesis
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Route1
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612-22-6 - ~65%
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In-stock
577-59-3
References
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Bonvin, Yannick; Callens, Emmanuel; Larrosa, Igor; Henderson, David A.; Oldham, James; Burton, Andrew J.; Barrett, Anthony G. M. Organic Letters, 2005 , vol. 7, # 21 p. 4549 - 4552
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Route2
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10342-62-8
- ~85%
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In-stock
577-59-3
References
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Ganguly, Nemai C.; Barik, Sujoy Kumar Synthesis, 2008 , # 3 p. 425 - 428
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Route3
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In-stock
80379-10-8 - ~95%
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In-stock
577-59-3
References
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Kumar, R. Senthil; Karthikeyan; Perumal, Paramasivan T. Canadian Journal of Chemistry, 2008 , vol. 86, # 7 p. 720 - 725
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Safety Information
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GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H302
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Precautionary Statements : P264-P270-P330-P501
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Quality Control
Computational Chemistry Data
- TPSA 60.21
- LogP 1.7974
- H_Acceptors 3
- H_Donors 0
- Rotatable_Bonds 2
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Key Words
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