5-Amino-2-nitrobenzoic acid

Base Information

• Chemical Name: 5-Amino-2-nitrobenzoic acid
• CAS No.: 13280-60-9
• Molecular Formula: C7H6N2O4
• Molecular Weight: 182.136
• Hs Code.: 29224999
• European Community (EC) Number: 236-283-4
• NSC Number: 74455
• UNII: XF6GS4UH6B
• DSSTox Substance ID: DTXSID40157805
• Nikkaji Number: J81.587J
• Wikidata: Q72439953
• Mol file: 13280-60-9.mol

Synonyms:5-amino-2-nitrobenzoate;5-amino-2-nitrobenzoic acid

Chemical Property of 5-Amino-2-nitrobenzoic acid

Chemical Property:

• Appearance/Colour: Yellow powder
• Vapor Pressure: 4.5E-10mmHg at 25°C
• Melting Point: 236-238 °C(lit.)
• Boiling Point: 481.3 °C at 760 mmHg
• PKA: 2.28±0.25(Predicted)
• Flash Point: 244.9 °C
• PSA: 109.14000
• Density: 1.568 g/cm³
• LogP: 1.97960
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility.: DMSO, Methanol
• Water Solubility.: Insoluble
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 182.03275668
• Heavy Atom Count: 13
• Complexity: 225

Purity/Quality:

98%,99%, ^*data from raw suppliers

5-Amino-2-nitrobenzoic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 36/37/38-22-20/21/22
• Safety Statements: 26-36/37/39-37/39-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Nitrobenzoic Acids
• Canonical SMILES: C1=CC(=C(C=C1N)C(=O)O)[N+](=O)[O-]
• Uses: Reactant for:Two-component dendritic chain reactionsEnzymic activation of hydrophobic self-immolative dendrimersPreparation of insulin receptor tyrosine kinase activatorPreparation of polymer-bound diazonium salts using Merrifield resin-bound piperazine

Technology Process of 5-Amino-2-nitrobenzoic acid

There total 27 articles about 5-Amino-2-nitrobenzoic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 35.0%

ortho-nitrobenzoic acid (552-16-9,104810-18-6) → 5-amino-2-nitrobenzoic acid (13280-60-9) + 3-Amino-2-nitrobenzoic acid (116465-92-0)

Guidance literature:

With O-Methylhydroxylamin; potassium tert-butylate; copper diacetate; In 1,2-dimethoxyethane; at 20 ℃;

DOI:10.1039/a901537j

Reference yield:

2-nitro-5-acetylaminobenzoic acid (4368-83-6) → 5-amino-2-nitrobenzoic acid (13280-60-9)

Guidance literature:

With hydrogenchloride;

Reference yield:

2-nitro-5-phthalimido-benzoic acid → 5-amino-2-nitrobenzoic acid (13280-60-9)

Guidance literature:

With hydrogenchloride;

upstream raw materials:

2-nitro-5-acetylaminobenzoic acid

ortho-nitrobenzoic acid

5-fluoro-2-nitrobenzoic acid

ammonia

Downstream raw materials:

ethyl 5-amino-2-nitrobenzoate

ortho-nitrobenzoic acid

5-hydroxy-2-nitrobenzoic acid

1,4-phenylenediamine-2-carboxylic acid

Refernces

• 1、 Karton-Lifshin, Naama,Shabat, Doron. "Exponential diagnostic signal amplification via dendritic chain reaction: The dendritic effect of a self-immolative amplifier component". supporting information; scheme or table. p. 386 - 393. Retrieved 2012/03/22.
• 2、 Sella, Eran,Weinstain, Roy,Erez, Rotem,Burns, Noah Z.,Baran, Phil S.,Shabat, Doron. "Sulfhydryl-based dendritic chain reaction". supporting information; experimental part. p. 6575 - 6577. Retrieved 2010/10/21.