Ethyl 4-nitrobenzoate - ≥99% , CAS No.99-77-4

CAS: 99-77-4 Cat. No.: E111835 Molecular Weight: 195.17 Beilstein Registry Number: 1912879 EC Number: 202-786-2

GRADE & PURITY ≥99%

Synonyms

EINECS 202-786-2 | FT-0631523 | (4-bromo-3,5-dimethyl-pyrazol-1-yl)methanol | Benzoic acid, 4-nitro-, ethyl ester | Benzoic acid, p-nitro-, ethyl ester | Ethyl p-nitrobenzoate | MFCD00007351 | N0485 | NITROBENZOIC ACID, ETHYL ESTER, 4- | W-100020 | 4-ETHO

Storage

Room temperature

Shipped In

Normal

Specifications

Synonyms

EINECS 202-786-2 | FT-0631523 | (4-bromo-3, 5-dimethyl-pyrazol-1-yl)methanol | Benzoic acid, 4-nitro-, ethyl ester | Benzoic acid, p-nitro-, ethyl ester | Ethyl p-nitrobenzoate | MFCD00007351 | N0485 | NITROBENZOIC ACID, ETHYL ESTER, 4- | W-100020 | 4-ETHO

Specifications & Purity

≥99%

Storage

Room temperature

Shipped In

Normal

Purity

≥99%

Names and Identifiers

• Pubchem Sid: 488180441
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488180441
• Canonical Smiles: CCOC(=O)C1=CC=C(C=C1)[N+](=O)[O-]
• IUPAC Name: ethyl 4-nitrobenzoate
• InChIKey: PHWSCBWNPZDYRI-UHFFFAOYSA-N
• INCHI: 1S/C9H9NO4/c1-2-14-9(11)7-3-5-8(6-4-7)10(12)13/h3-6H,2H2,1H3
• Isomeric SMILES: CCOC(=O)C1=CC=C(C=C1)[N+](=O)[O-]
• WGK Germany: 3
• RTECS: DH5600000
• Molecular Weight: 195.17
• Beilstein: 1912879
• Reaxy-Rn: 1912879
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1912879&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Benzene and substituted derivatives
      • Subclass Benzoic acids and derivatives

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Benzene and substituted derivatives
• Subclass: Benzoic acids and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Nitrobenzoic acids and derivatives
• Alternative Parents: Benzoic acid esters Nitrobenzenes Nitroaromatic compounds Benzoyl derivatives Carboxylic acid esters Propargyl-type 1,3-dipolar organic compounds Organic oxoazanium compounds Monocarboxylic acids and derivatives Organopnictogen compounds Organooxygen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Nitrobenzoate - Benzoate ester - Nitrobenzene - Nitroaromatic compound - Benzoyl - Carboxylic acid ester - Organic nitro compound - C-nitro compound - Carboxylic acid derivative - Monocarboxylic acid or derivatives - Organic 1,3-dipolar compound - Propargyl-type 1,3-dipolar organic compound - Allyl-type 1,3-dipolar organic compound - Organic oxoazanium - Organic nitrogen compound - Organonitrogen compound - Organooxygen compound - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organic oxygen compound - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as nitrobenzoic acids and derivatives. These are compounds containing a nitrobenzoic acid moiety, which consists of a benzene ring bearing both a carboxylic acid group and a nitro group on two different ring carbon atoms.
• 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

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in water (slightly at 20 °C), alcohol, and ether.
• Boil Point(°C): 182°C
• Melt Point(°C): 56-59°C
• Molecular Weight: 195.170 g/mol
• XLogP3: 2.300
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 195.053 Da
• Monoisotopic Mass: 195.053 Da
• Topological Polar Surface Area: 72.100 Ų
• Heavy Atom Count: 14
• Formal Charge: 0
• Complexity: 215.000
• 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. Zhuohua Dai, Guangfa Wang, Fangfang Xiao, Da Lei, Xincun Dou.  (2023)  Amorphous Copper-Based Nanoparticles with Clusterization-Triggered Phosphorescence for Ultrasensing 2,4,6-Trinitrotoluene.  ADVANCED MATERIALS,  35  (24): (2300526).  [PMID:36929680] [10.1002/adma.202300526]

2. Haotian Wu, Guangfa Wang, Zhenzhen Cai, Dezhong Li, Fangfang Xiao, Da Lei, Zhuohua Dai, Xincun Dou.  (2022)  Polyethyleneimine-capped copper nanoclusters for detection and discrimination of 2,4,6-trinitrotoluene and 2,4,6-trinitrophenol.  Analytical Methods,  14  (44): (4485-4494).  [PMID:36317750] [10.1039/D2AY01311H]

3. 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]

4. 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]

5. Ruiqi Qiao, Yingxing Li, Rongchao Zhu, Huazangnaowu Bai, Chuanfang Zhao, Baiyi Zu, Zhenzhen Cai.  (2025)  Carbonized polymer dots for discrimination of 2,4,6-trinitrotoluene and 2,4,6-trinitrophenol.  JOURNAL OF HAZARDOUS MATERIALS,      [PMID:40112434] [10.1016/j.jhazmat.2025.137944]