4-Methyl-2-nitroaniline

Base Information

• Chemical Name: 4-Methyl-2-nitroaniline
• CAS No.: 89-62-3
• Molecular Formula: C7H8N2O2
• Molecular Weight: 152.153
• Hs Code.: 29214300
• European Community (EC) Number: 201-924-9
• NSC Number: 2759
• UN Number: 2660
• UNII: VA01LI60P4
• DSSTox Substance ID: DTXSID2025632
• Nikkaji Number: J95.093I
• Wikidata: Q27135519
• Metabolomics Workbench ID: 64853
• ChEMBL ID: CHEMBL1496758
• Mol file: 89-62-3.mol

Synonyms:2-nitro-4-methylaniline

Chemical Property of 4-Methyl-2-nitroaniline

Chemical Property:

• Appearance/Colour: orange to orange-brown fine crystalline powder
• Vapor Pressure: 0.000963mmHg at 25°C
• Melting Point: 115-116 °C(lit.)
• Refractive Index: 1.615
• Boiling Point: 302.9 °C at 760 mmHg
• PKA: 0.46±0.10(Predicted)
• Flash Point: 137 °C
• PSA: 71.84000
• Density: 1.269 g/cm³
• LogP: 2.58980
• Storage Temp.: −20°C
• Solubility.: 0.2g/l
• Water Solubility.: Soluble in water (0.2 g/L at 20°C).
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 152.058577502
• Heavy Atom Count: 11
• Complexity: 155
• Transport DOT Label: Poison

Purity/Quality:

99% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s): T; Xi; N
• Hazard Codes: T,N,Xi
• Statements: 23/24/25-33-51/53
• Safety Statements: 28-36/37-45-61

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Nitroanilines
• Canonical SMILES: CC1=CC(=C(C=C1)N)[N+](=O)[O-]
• Uses: 4-Methyl-2-nitroaniline is used as a red azo dye.

Technology Process of 4-Methyl-2-nitroaniline

There total 47 articles about 4-Methyl-2-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: 99.4%

4-methyl-2-nitroacetanilide (612-45-3) → 4-methyl-2-nitroaniline (89-62-3)

Guidance literature:

With Claisen's base;

DOI:10.1016/S0022-1139(02)00148-3

Reference yield: 97.0%

N-(4-methyl-2-nitrophenyl) benzamide (26242-93-3) → 4-methyl-2-nitroaniline (89-62-3)

Guidance literature:

With potassium hydroxide; In methanol; at 20 ℃; for 12h;

DOI:10.1002/chem.201404000

Reference yield: 86.0%

p-toluidine (106-49-0,12221-03-3) → 4-methyl-2-nitroaniline (89-62-3)

Guidance literature:

With Oxone; sodium nitrite; In nitromethane; at 50 ℃; chemoselective reaction;

DOI:10.1039/c4cc03784g

upstream raw materials:

ethanol

4-methyl-2-nitrophenol

4-methyl-2-nitroacetanilide

N-(4-methylphenyl)formamide

Downstream raw materials:

N-(4'-methyl-o-nitrophenyl)phthalimide

2-(4-methyl-2-nitro-phenyl)-benz[de]isoquinoline-1,3-dione

(4-methyl-2-nitro-phenyl)-carbamic acid ethyl ester

N,N'-bis-(4-methyl-2-nitro-phenyl)-oxalamide

Refernces

• 1、 -. "A two price arrowheads catalytic 4 - methyl - 2 - nitroaniline synthetic method (by machine translation)". Paragraph 0020-0023; 0024-0027; 0028-0031; 0032-0035. . Retrieved 2018/04/27.
• 2、 Gli?i?, Biljana D.,Hoffmann, Marcin,Warzajtis, Beata,Gen?i?, Marija S.,Blagojevi?, Polina D.,Radulovi?, Niko S.,Rychlewska, Urszula,Djuran, Milo? I.. "Selectivity of the complexation reactions of four regioisomeric methylcamphorquinoxaline ligands with gold(III): X-ray, NMR and DFT investigations". . p. 137 - 149. Retrieved 2016/01/15.