2-Methyl-4-nitroaniline

Base Information

• Chemical Name: 2-Methyl-4-nitroaniline
• CAS No.: 99-52-5
• Molecular Formula: C7H8N2O2
• Molecular Weight: 152.153
• Hs Code.: 29214300
• European Community (EC) Number: 202-762-1
• NSC Number: 5508,2075
• UN Number: 2660
• UNII: FFY36EWC4R
• DSSTox Substance ID: DTXSID3025629
• Nikkaji Number: J95.088B
• Wikidata: Q63395972
• ChEMBL ID: CHEMBL1319213
• Mol file: 99-52-5.mol

Synonyms:2-Methyl-4-nitroaniline;99-52-5;2-Amino-5-nitrotoluene;4-Nitro-o-toluidine;5-Nitro-2-aminotoluene;p-Nitro-o-toluidine;Benzenamine, 2-methyl-4-nitro-;1-Amino-2-methyl-4-nitrobenzene;Fast Red RL Base;Diabase Red RL;Ansibases Red RL;Devol Red RL;Red Base Ciba X;Red Base Irga X;Devol Red Salt E;Red Base NRL;Red RL Base;Spectrolene Red RL;Fast Red Salt RL;Kako Red RL Base;o-Toluidine, 4-nitro-;4-Nitro-2-methylaniline;4-Nitro-6-methylaniline;Daito Red Base RL;Diazo Fast Red RL;Fast Red 5NT;Sanyo Fast Red RL Base;Kayaku Red RL Base;Mitsui Red RL Base;Yamada Fast Red RL Base;Azogene Fast Red RL;Fast Red 5NT Salt;Symulon Red RL Base;Tulabase Fast Red RL;Naphtoelan Red RL Base;Sanyo Fast Red Salt RL;Fast Red Base RL;Azoene Fast Red GL Base;Meisei Fast Red RL Base;Hiltonil Fast Red RL Base;Hiltosal Fast Red RL Salt;Azogene Fast Red NRL Salt;2-Methyl-4-nitrobenzenamine;2-Methyl-4-nitrophenylamine;Meisi fast red rl base;Naphthoelan red rl base;4-NITRO-2-TOLUIDINE;Aniline, 2-methyl-4-nitro-;C.I. 37100;4-Nitro-o-toludine;CCRIS 2877;2-Methyl-p-nitroaniline;NSC 2075;EINECS 202-762-1;FFY36EWC4R;2-methyl-4-nitro-aniline;BRN 0775772;3-Methyl-4-aminonitrobenzene;AI3-16312;Azoic diazo component 34, base;DTXSID3025629;2-Amino-1-methyl-5-nitrobenzene;NSC-2075;NSC-5508;4-12-00-01809 (Beilstein Handbook Reference);2-METHYL-4-NITRO-PHENYLAMINE;MFCD00007734;2-methyl4-nitroaniline;CI 37100;UNII-FFY36EWC4R;2-methyl-4-nitro aniline;2-Methyl-4-nitroaniline\L;SCHEMBL85646;MLS002152873;4-amino-3-methyl-nitrobenzene;DTXCID905629;CHEMBL1319213;SCHEMBL14171389;2-Methyl-4-nitroaniline, 97%;NSC2075;NSC5508;HMS3001O21;BCP24793;METHYL-4-NITROANILINE, 2-;Tox21_200387;BBL027656;STK301541;AKOS000118856;LS-2062;PS-6003;CAS-99-52-5;NCGC00091298-01;NCGC00091298-02;NCGC00257941-01;SMR000343276;AM20060768;FT-0619245;N0116;N0529;2-Methyl-4-nitroaniline\ masculineiE<<>>uRL;EN300-17404;A19646;D91727;AE-641/01960001;W-100034;Q63395972;Z56926519;F2190-0477;Azoic Diazo No. 34

Chemical Property of 2-Methyl-4-nitroaniline

Chemical Property:

• Appearance/Colour: Yellowneedle
• Vapor Pressure: 20.4hPa at 133.5℃
• Melting Point: 130-132 °C(lit.)
• Refractive Index: 1.6276 (estimate)
• Boiling Point: 341 °C at 760 mmHg
• PKA: 0.92±0.10(Predicted)
• Flash Point: 160.1 °C
• PSA: 71.84000
• Density: 1.269 g/cm³
• LogP: 2.58980
• Storage Temp.: Store below +30°C.
• Solubility.: Dichloromethane, DMSO, Ethyl Acetate, Methanol
• Water Solubility.: <0.1 g/100 mL at 22℃
• XLogP3: 1.1
• 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

2-Amino-5- ^*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=CC(=C1)[N+](=O)[O-])N
• Description: 2-Methyl-4-nitroaniline was used in preparing in-plane aligned nanofibers by the electrospinning technique. It was the starting reagent in the synthesis of 3-chloro-5-methylphenyl isocyanate. It was used to deposit polycrystalline thin films on Ag, Cu and Si by conventional and partially ionized beam deposition.
• Uses: A red azoic dye. 2-Methyl-4-nitroaniline was used in preparing in-plane aligned nanofibers by the electrospinning technique. It was the starting reagent in the synthesis of 3-chloro-5-methylphenyl isocyanate. It was used to deposit polycrystalline thin films on Ag, Cu and Si by conventional and partially ionized beam deposition.

Technology Process of 2-Methyl-4-nitroaniline

There total 37 articles about 2-Methyl-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: 87.0%

2-methyl-p-phenylenediamine (95-70-5) → 2-methyl-4-nitro-benzenamine (99-52-5)

Guidance literature:

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

DOI:10.1021/acs.joc.5b00582

Reference yield: 74.0%

1-methyl-3-nitrobenzene (99-08-1) → 2-methyl-4-nitro-benzenamine (99-52-5)

Guidance literature:

With 4-amino-1,2,4-triazole; potassium tert-butylate; In dimethyl sulfoxide; for 4h; Ambient temperature;

DOI:10.1021/jo00375a062

Reference yield: 67.0%

o-toluidine (95-53-4) → 2-Methyl-6-nitroaniline (570-24-1) + 2-methyl-4-nitro-benzenamine (99-52-5)

Guidance literature:

With bromine; silver nitrate; triphenylphosphine; In acetonitrile; at 20 ℃; for 0.0833333h;

DOI:10.1016/j.tetlet.2006.07.054

upstream raw materials:

N-(2-methylphenyl)acetamide

2,5-dinitrotoluene

4-methyl-N-(2-methyl-4-nitrophenyl)benzenesulfonamide

o-toluidine

Downstream raw materials:

2-(2-methyl-4-nitrophenyl)-1H-isoindole-1,3(2H)-dione

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

2-methyl-4-nitroacetanilide

2-((2-methyl-4-nitrophenyl)amino)acetic acid

Refernces

• 1、 -. "Synthetic method of p-nitro o-toluidine". Paragraph 0008. . Retrieved 2020/01/12.
• 2、 -. "STABILIZATION OF ACTIVE METAL CATALYSTS AT METAL-ORGANIC FRAMEWORK NODES FOR HIGHLY EFFICIENT ORGANIC TRANSFORMATIONS". Paragraph 0354-0356; 0359. . Retrieved 2019/01/07.