3-Nitrophthalic acid - ≥99% , CAS No.603-11-2

CAS: 603-11-2 Cat. No.: N106590 Molecular Weight: 211.13 Beilstein Registry Number: 2054269 EC Number: 210-030-8

GRADE & PURITY ≥99%

Synonyms

SCHEMBL304456 | Z57127452 | Phthalic acid, 3-nitro- | 3-Nitro-1,2-benzenedicarboxylic acid | 3-Nitrophthalicacid | InChI=1/C8H5NO6/c10-7(11)4-2-1-3-5(9(14)15)6(4)8(12)13/h1-3H,(H,10,11)(H,12,13 | STR03241 | UNII-MC7W4GB97C | 1,2-Benzenedicarboxylic acid,

Storage

Room temperature

Shipped In

Normal

Overview

Product Description

3-Nitrophthalic acid is a degradation product of isoxabenherbicide.It acts as ligand and forms rare-earth complexes with La, Nd, Eu, Tb, Er and Y. Preparation of 3-nitrophthalic acid has been reported.
Product Application

3-Nitrophthalic acid may be used as starting reagent in the synthesis of modified 2-iodoxybenzoic acid derivatives. It may be used in the synthesis of brucinium 2-carboxy-6-nitrophthalate dihydrate (systematic name: 2,3-dimethoxy-10-oxostrychnidinium 2-carboxy-6-nitrophthalate dihydrate), via heating with brucine.

Specifications

Synonyms

SCHEMBL304456 | Z57127452 | Phthalic acid, 3-nitro- | 3-Nitro-1, 2-benzenedicarboxylic acid | 3-Nitrophthalicacid | InChI=1/C8H5NO6/c10-7(11)4-2-1-3-5(9(14)15)6(4)8(12)13/h1-3H, (H, 10, 11)(H, 12, 13 | STR03241 | UNII-MC7W4GB97C | 1, 2-Benzenedicarboxylic acid,

Specifications & Purity

≥99%

Storage

Room temperature

Shipped In

Normal

Purity

≥99%

Names and Identifiers

• Pubchem Sid: 504754325
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504754325
• Canonical Smiles: C1=CC(=C(C(=C1)[N+](=O)[O-])C(=O)O)C(=O)O
• IUPAC Name: 3-nitrophthalic acid
• InChIKey: KFIRODWJCYBBHY-UHFFFAOYSA-N
• INCHI: 1S/C8H5NO6/c10-7(11)4-2-1-3-5(9(14)15)6(4)8(12)13/h1-3H,(H,10,11)(H,12,13)
• Isomeric SMILES: C1=CC(=C(C(=C1)[N+](=O)[O-])C(=O)O)C(=O)O
• WGK Germany: 3
• Molecular Weight: 211.13
• Beilstein: 2054269
• Reaxy-Rn: 2054269
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2054269&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: Nitrobenzenes Benzoic acids Nitroaromatic compounds Benzoyl derivatives Dicarboxylic acids and derivatives Propargyl-type 1,3-dipolar organic compounds Organic oxoazanium compounds Carboxylic acids Organopnictogen compounds Organooxygen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Nitrobenzoate - Benzoic acid - Nitrobenzene - Nitroaromatic compound - Benzoyl - Dicarboxylic acid or derivatives - Organic nitro compound - C-nitro compound - Carboxylic acid derivative - Carboxylic acid - 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

Chemical and Physical Properties

• Solubility: Soluble in DMSO；Solubility in methanol is almost transparent. Soluble in 5% water.
• Melt Point(°C): 213-216°C
• Molecular Weight: 211.130 g/mol
• XLogP3: 0.700
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 211.012 Da
• Monoisotopic Mass: 211.012 Da
• Topological Polar Surface Area: 120.000 Ų
• Heavy Atom Count: 15
• Formal Charge: 0
• Complexity: 296.000
• 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. Zexi Wu, Caijie Shi, Tao Peng, Qiannan Cheng, Qingquan Tang, Luoxin Wang, Hua Wang, Siwei Xiong.  (2023)  Effects of ionic liquids as catalysts on liquid crystal aromatic polyester based on thin-film polymerization technique.  JOURNAL OF APPLIED POLYMER SCIENCE,      [PMID:] [10.1002/app.55012]

2. Zhihan Liang, Xiaohan Li, Shaochang Ji, Jiayi Cheng, Haiquan Jing, Jinyan Zhang, Yanyue Lu.  (2023)  Pyrazinamide-3-Nitrophthalic Acid Cocrystals: Synthesis, Transformation, and Property Evaluation.  CRYSTAL GROWTH & DESIGN,      [PMID:] [10.1021/acs.cgd.3c00790]

3. Ling-Dong Chen, Lin-Xia Zhou, Yue-Qing Zheng, Hong-Lin Zhu.  (2017)  Two new Ag (I) supramolecular complexes based on melamine: Synthesis, structures and photocatalytic activity under visible light irradiation.  POLYHEDRON,      [PMID:] [10.1016/j.poly.2017.01.031]

4. Qiannan Cheng, Tao Peng, Caijie Shi, Qingquan Tang, Siwei Xiong, Ming Yang, Luoxin Wang, Hua Wang.  (2024)  Synthesis and polymerization kinetics of bio-based liquid crystal polyesters based on plant-derived phenolic acid.  REACTIVE & FUNCTIONAL POLYMERS,      [PMID:] [10.1016/j.reactfunctpolym.2024.106022]