3′-Nitroacetophenone - ≥98% , CAS No.121-89-1

CAS: 121-89-1 Cat. No.: N105746 Molecular Weight: 165.15 Beilstein Registry Number: 743002 EC Number: 204-504-3

GRADE & PURITY ≥98%

Synonyms

3-nitro acetophenone | NCGC00091314-02 | NSC 5511 | M-NITROACETOPHENONE [HSDB] | (3-Nitrophenyl) methyl ketone | AKOS040761108 | CCRIS 2330 | STR00971 | Ethanone, 1-(3-nitrophenyl)- | 1-{3-nitrophenyl}ethanone | DTXSID1025722 | EN300-18002 | NSC5511 | NSC

Storage

Room temperature

Shipped In

Normal

Specifications

Synonyms

3-nitro acetophenone | NCGC00091314-02 | NSC 5511 | M-NITROACETOPHENONE [HSDB] | (3-Nitrophenyl) methyl ketone | AKOS040761108 | CCRIS 2330 | STR00971 | Ethanone, 1-(3-nitrophenyl)- | 1-{3-nitrophenyl}ethanone | DTXSID1025722 | EN300-18002 | NSC5511 | NSC

Specifications & Purity

≥98%

Storage

Room temperature

Shipped In

Normal

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 488180816
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488180816
• Canonical Smiles: CC(=O)C1=CC(=CC=C1)[N+](=O)[O-]
• IUPAC Name: 1-(3-nitrophenyl)ethanone
• InChIKey: ARKIFHPFTHVKDT-UHFFFAOYSA-N
• INCHI: 1S/C8H7NO3/c1-6(10)7-3-2-4-8(5-7)9(11)12/h2-5H,1H3
• Isomeric SMILES: CC(=O)C1=CC(=CC=C1)[N+](=O)[O-]
• WGK Germany: 2
• RTECS: AM9625000
• Molecular Weight: 165.15
• Beilstein: 743002
• Reaxy-Rn: 743002
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=743002&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic oxygen compounds
    • Class Organooxygen compounds
      • Subclass Carbonyl compounds
        • Level5 Ketones
          • Level6 Aryl ketones
            • Level7 Phenylketones
              • Level8 Alkyl-phenylketones

• Kingdom: Organic compounds
• Superclass: Organic oxygen compounds
• Class: Organooxygen compounds
• Subclass: Carbonyl compounds
• Intermediate Tree Nodes: Ketones - Aryl ketones - Phenylketones
• Direct Parent: Alkyl-phenylketones
• Alternative Parents: Nitrobenzenes Acetophenones Nitroaromatic compounds Benzoyl derivatives Aryl alkyl ketones Propargyl-type 1,3-dipolar organic compounds Organic oxoazanium compounds Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Alkyl-phenylketone - Acetophenone - Nitrobenzene - Nitroaromatic compound - Benzoyl - Aryl alkyl ketone - Monocyclic benzene moiety - Benzenoid - C-nitro compound - Organic nitro compound - Organic 1,3-dipolar compound - Propargyl-type 1,3-dipolar organic compound - Allyl-type 1,3-dipolar organic compound - Organic oxoazanium - Organopnictogen compound - Organonitrogen compound - Organic nitrogen compound - Organic oxide - Hydrocarbon derivative - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

AR Tclin Androgen Receptor (11781 Activities)

Discover Target: AR

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ALDH1A1 Tchem Aldehyde dehydrogenase 1A1 (77053 Activities)

Discover Target: ALDH1A1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

POLI Tchem DNA polymerase iota (116820 Activities)

Discover Target: POLI

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

Plasmodium falciparum (966862 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in Methanol
• Boil Point(°C): 202°C
• Melt Point(°C): 76-78°C
• Molecular Weight: 165.150 g/mol
• XLogP3: 1.400
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 165.043 Da
• Monoisotopic Mass: 165.043 Da
• Topological Polar Surface Area: 62.900 Ų
• Heavy Atom Count: 12
• Formal Charge: 0
• Complexity: 197.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Xu Zhang, Jinmao Ma, Binze Zou, Lang Ran, Lingxiao Zhu, Heng Zhang, Zhengfang Ye, Lincheng Zhou.  (2022)  Synthesis of a novel bis Schiff base chelating resin for adsorption of heavy metal ions and catalytic reduction of 4-NP.  REACTIVE & FUNCTIONAL POLYMERS,      [PMID:] [10.1016/j.reactfunctpolym.2022.105409]

2. Hongbo Yu, Chunzheng Wu, Shiwei Wang, Tong Li, Hongfeng Yin.  (2021)  Transition Metal Oxide-Modified Ir Nanoparticles Supported on SBA-15 Silica for Selective Hydrogenation of Substituted Nitroaromatics.  ACS Applied Nano Materials,      [PMID:] [10.1021/acsanm.1c01164]

3. Hongbo Yu, Weiqiang Tang, Kaijie Li, Shuangliang Zhao, Hongfeng Yin, Shenghu Zhou.  (2019)  Enhanced Catalytic Performance for Hydrogenation of Substituted Nitroaromatics over Ir-Based Bimetallic Nanocatalysts.  ACS Applied Materials & Interfaces,      [PMID:30674185] [10.1021/acsami.8b19056]

4. Kaiwen Hu, Yumeng Zhai, Jinkang Ma, Fanghao Xuan, Yaqi Qin, Xiaoyu Feng, Lifeng Cao, Dongwei Zhai, Bing Teng.  (2025)  Design, synthesis and characterization of a novel chalcone derivative crystal with high second harmonic generation efficiency.  JOURNAL OF MOLECULAR STRUCTURE,      [PMID:] [10.1016/j.molstruc.2025.144256]