4-Methyl-3-nitroaniline

Base Information

• Chemical Name: 4-Methyl-3-nitroaniline
• CAS No.: 119-32-4
• Molecular Formula: C7H8N2O2
• Molecular Weight: 154.169
• Hs Code.: 29214300
• European Community (EC) Number: 204-314-0
• NSC Number: 7731
• UN Number: 2660
• UNII: SM8UZ1Q81F
• DSSTox Substance ID: DTXSID7025633
• Nikkaji Number: J36.828H
• Wikidata: Q27155550
• ChEMBL ID: CHEMBL1350617
• Mol file: 119-32-4.mol

Synonyms:p-Toluidine,3-nitro- (8CI);1-Amino-3-nitro-4-methylbenzene;2-Nitro-4-aminotoluene;3-Nitro-4-methylaniline;3-Nitro-4-toluidine;3-Nitro-p-toluidine;4-Amino-2-nitrotoluene;4-Methyl-3-nitrobenzenamine;4-Methyl-3-nitrophenylamine;5-Nitro-4-toluidine;NSC 7731;m-Nitro-p-toluidine;

Chemical Property of 4-Methyl-3-nitroaniline

Chemical Property:

• Appearance/Colour: orange crystalline solid
• Vapor Pressure: 0.000788mmHg at 25°C
• Melting Point: 74-78 °C
• Refractive Index: 1.615
• Boiling Point: 306.1 °C at 760 mmHg
• PKA: 2.96±0.10(Predicted)
• Flash Point: 138.9 °C
• PSA: 71.84000
• Density: 1.269 g/cm³
• LogP: 2.58980
• Storage Temp.: Store below +30°C.
• Solubility.: <1g/l
• XLogP3: 1.7
• 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:

98% ^*data from raw suppliers

3-Nitro-4-toluidine ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C=C(C=C1)N)[N+](=O)[O-]
• Uses: Intermediate for dyes and pigments. 3-Nitro-4-toluidine (cas# 119-32-4) is a compound useful in organic synthesis. Dyes and metabolites, Environmental Testing

Technology Process of 4-Methyl-3-nitroaniline

There total 41 articles about 4-Methyl-3-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: 98.0%

2,4-dinitrotoluene (121-14-2) → 4-Methyl-3-nitroanilin (119-32-4)

Guidance literature:

With hydrogen; montmorillonitesilylaminepalladium(II); In ethanol; for 0.166667h; Ambient temperature;

DOI:10.1016/S0040-4039(00)95173-6

Reference yield: 95.0%

p-toluidine (106-49-0,12221-03-3) → 4-Methyl-3-nitroanilin (119-32-4)

Guidance literature:

With sulfuric acid; nitric acid;

DOI:10.1007/s00044-017-2030-7

Reference yield: 94.8%

2,4-dinitrotoluene (121-14-2) → 4-methylbenzene-1,3-diamine (95-80-7,71111-07-4) + 4-Methyl-3-nitroanilin (119-32-4)

Guidance literature:

With carbon monoxide; hydrogen sulfide; iron(III) oxide; at 325 ℃; for 17.5h; Product distribution; Mechanism;

DOI:10.1039/c39800000260

upstream raw materials:

2,4-dinitrotoluene

(2,4-dinitro-phenyl)-acetic acid

4-hydroxylamino-2-nitrotoluene

4-acetylamino-2-nitrotoluene

Downstream raw materials:

4-(4-methyl-3-nitrophenyl)pyridine

ethyl 3-nitro-4-methylphenylcarbamate

N,N-diethyl-N'-(4-methyl-3-nitro-phenyl)-ethylenediamine

N,N'-bis(4-methyl-3-nitrophenyl)oxamide

Refernces

• 1、 Ren, Xiaoliang,Wang, Shufang,Ding, Xiaoshu,Zhang, Dongsheng,Wang, Yanji. "Preparation and catalytic performance of active metal sintered membrane reactor anchored with Pt atoms". . p. 2848 - 2853. Retrieved 2021.
• 2、 Bai, Jing,Zhou, Yong,Chen, Qi,Yang, Qing,Yang, Jun. "Altering the regioselectivity of a nitroreductase in the synthesis of arylhydroxylamines by structure-based engineering". . p. 1219 - 1225. Retrieved 2015.
• 3、 Mori,Naruse,Kozuka. "Identification of urinary metabolites of 2,4-dinitrotoluene (2,4-DNT) in rats.". . p. 1147 - 1150. Retrieved 1981.
• 4、 Terpko, Marc O.,Heck, Richard F.. "Palladium-Catalyzed Triethylammonium Formate Reductions. 3. Selective Reduction of Dinitroaromatic Compounds". . p. 4992 - 4993. Retrieved 1980.
• 5、 Harada, Kazuya,Imai, Takahiro,Kizu, Junko,Mochizuki, Masataka,Inami, Keiko. "DNA interaction of bromomethyl-substituted acridines". . p. 3375 - 3383. Retrieved 2017/10/07.