2'-Nitroacetophenone - ≥95% , CAS No.577-59-3

CAS: 577-59-3 Cat. No.: N104507 Molecular Weight: 165.15 Beilstein Registry Number: 1102322 EC Number: 209-414-8

GRADE & PURITY ≥95%

Synonyms

BRN 1102322 | UNII-52L53K4X3O | AC-2890 | CAS-577-59-3 | o-nitroacetophenon | 1-(2-Nitrophenyl)ethanone | 1-(2-nitro-phenyl)-ethanone | 1-(2-nitrophenyl)-ethanone | NCGC00091366-01 | CCRIS-2329 | NCGC00091366-02 | 2 inverted exclamation mark -Nitroacetoph

Storage

Store at 2-8°C

Shipped In

Wet ice

Overview

application：

2'-Nitroacetophenone is an important raw material and intermediate used in Organic Synthesis, Pharmaceuticals, Agrochemicals and dyestuff. It is also used as a synthetic reagent. It is the sensitizer which can be used as pharmaceutical intermediates. It can also be used to produce 2-nitro-benzoic acid at temperature of 20°C.

Specifications

Synonyms

BRN 1102322 | UNII-52L53K4X3O | AC-2890 | CAS-577-59-3 | o-nitroacetophenon | 1-(2-Nitrophenyl)ethanone | 1-(2-nitro-phenyl)-ethanone | 1-(2-nitrophenyl)-ethanone | NCGC00091366-01 | CCRIS-2329 | NCGC00091366-02 | 2 inverted exclamation mark -Nitroacetoph

Specifications & Purity

≥95%

Storage

Store at 2-8°C

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥95%

Names and Identifiers

• Canonical Smiles: CC(=O)C1=CC=CC=C1[N+](=O)[O-]
• IUPAC Name: 1-(2-nitrophenyl)ethanone
• InChIKey: SUGXZLKUDLDTKX-UHFFFAOYSA-N
• INCHI: 1S/C8H7NO3/c1-6(10)7-4-2-3-5-8(7)9(11)12/h2-5H,1H3
• Isomeric SMILES: CC(=O)C1=CC=CC=C1[N+](=O)[O-]
• WGK Germany: 3
• RTECS: AM9600000
• Molecular Weight: 165.15
• Beilstein: 1102322
• Reaxy-Rn: 1102322
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1102322&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

THRB Tclin Thyroid hormone receptor beta-1 (7926 Activities)

Discover Target: THRB

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

Mechanisms of Action

Chemical and Physical Properties

• Solubility: It is Soluble in water, partly in ethanol, ether, chloroform, and ethyl acetate.
• Freezing Point(°C): 25 °C
• Refractive Index: 1.55
• Flash Point(°F): 233.6 °F
• Flash Point(°C): 112 °C
• Boil Point(°C): 159°C
• Melt Point(°C): 23-27°C
• Molecular Weight: 165.150 g/mol
• XLogP3: 1.300
• 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. Shuai Xu, Ming-Hui Huang, Tao Li, Zhi-Quan Wei, Xin Lin, Xiao-Cheng Dai, Shuo Hou, Xiao-Yan Fu, Fang-Xing Xiao.  (2020)  Modulating charge migration in photoredox organic transformation via exquisite interface engineering.  Journal of Materials Chemistry A,  8  (17): (8360-8375).  [PMID:] [10.1039/D0TA02122A]

2. 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]