2-Methoxy-4-nitroaniline

Base Information

• Chemical Name: 2-Methoxy-4-nitroaniline
• CAS No.: 97-52-9
• Molecular Formula: C7H8N2O3
• Molecular Weight: 168.152
• Hs Code.: Oral rat LD50: 997 mg/kg
• European Community (EC) Number: 202-588-6
• NSC Number: 4130
• UNII: DPU26P1846
• DSSTox Substance ID: DTXSID0038700
• Nikkaji Number: J96.207D
• Wikidata: Q27276523
• ChEMBL ID: CHEMBL1518220
• Mol file: 97-52-9.mol

Synonyms:2-methoxy-4-nitroaniline

Chemical Property of 2-Methoxy-4-nitroaniline

Chemical Property:

• Appearance/Colour: yellow to orange crystalline powder
• Vapor Pressure: 1.71E-05mmHg at 25°C
• Melting Point: 139-142 °C
• Refractive Index: FLASH POINT
• Boiling Point: 364.2 °C at 760 mmHg
• PKA: 1.02±0.10(Predicted)
• Flash Point: 174 °C
• PSA: 81.07000
• Density: 1.318 g/cm³
• LogP: 2.29000
• Storage Temp.: Store below +30°C.
• Solubility.: 0.2g/l
• Water Solubility.: slightly soluble
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 168.05349212
• Heavy Atom Count: 12
• Complexity: 169

Purity/Quality:

99% ^*data from raw suppliers

2-Methoxy-4-nitroaniline ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Other Aromatics (Nitrogen)
• Canonical SMILES: COC1=C(C=CC(=C1)[N+](=O)[O-])N
• Uses: 2-Methoxy-4-nitroaniline is used as a photometric reagent for the determination of ethinylestradiol (ETE), a semi-synthetic estrogen that is widely used in oral contraceptives.

Technology Process of 2-Methoxy-4-nitroaniline

There total 41 articles about 2-Methoxy-4-nitroaniline 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: 95.3%

5-nitro-2-acetylaminoanisole (93-27-6) → 2-methoxy-4-nitrophenylamine (97-52-9)

Guidance literature:

With water; sodium hydroxide; at 100 ℃; for 2h; Temperature;

Reference yield: 94.2%

N-(2-methoxy-4-nitrophenyl)formamide (71862-04-9) → 2-methoxy-4-nitrophenylamine (97-52-9)

Guidance literature:

With sulfuric acid; In water; at 98 - 102 ℃; for 8h;

Reference yield: 90.0%

2-methoxy-1,4-phenylenediamine (5307-02-8) → 2-methoxy-4-nitrophenylamine (97-52-9)

Guidance literature:

With 1,9-diperoxynonanedioic acid; In acetonitrile; at 50 ℃; for 0.5h;

DOI:10.1021/acs.joc.5b00582

upstream raw materials:

2,5-dinitro-anisole

2-methoxyacetanilide

N-(2-methoxy-4-nitrophenyl)-4-methylbenzenesulfonamide

5-nitro-2-acetylaminoanisole

Downstream raw materials:

3-oxo-3-phenyl-propionic acid-(2-methoxy-4-nitro-anilide)

N-(2-methoxy-4-nitro-phenyl)-N'-methyl-thiourea

8-methoxy-6-nitroquinoline

2-methoxy-4-nitrophenyl isocyanate

Refernces

• 1、 Li, Yan,Shi, Ruhui,Lin, Weiwei,Cheng, Haiyang,Zhang, Chao,Arai, Masahiko,Zhao, Fengyu. "A green and recyclable ligand-free copper (I) catalysis system for amination of halonitrobenzenes in aqueous ammonia solution". . . Retrieved 2019/06/18.
• 2、 Barot, Nirav,Shaikh, Tauhid,Kaur, Harjinder. "A PLA-TiO2 particle brush as a novel support for CuNPs: A catalyst for the fast sequential reduction and: N -arylation of nitroarenes". . p. 5347 - 5354. Retrieved 2017/07/11.