N-Methyl-2-nitroaniline

Base Information

• Chemical Name: N-Methyl-2-nitroaniline
• CAS No.: 612-28-2
• Molecular Formula: C7H8N2O2
• Molecular Weight: 152.153
• European Community (EC) Number: 210-303-1
• NSC Number: 86672
• DSSTox Substance ID: DTXSID4060608
• Nikkaji Number: J95.688K
• Wikidata: Q69757014
• Mol file: 612-28-2.mol

Synonyms:N-Methyl-2-nitroaniline;612-28-2;Benzenamine, N-methyl-2-nitro-;N-Methyl 2-nitroaniline;N-Methyl-o-nitroaniline;o-(Methylamino)nitrobenzene;Aniline, N-methyl-o-nitro-;2-Nitro-N-methylaniline;o-Nitro-N-methylaniline;N-Methyl-2-nitrobenzenamine;EINECS 210-303-1;o-Nitro-N-methyl aniline;NSC 86672;BRN 2209110;Methyl-(2-nitro-phenyl)-amine;NSC86672;N-methyl o-nitro aniline;Cambridge id 5108252;NCIOpen2_001149;SCHEMBL230874;DTXSID4060608;N-Methyl-2-nitroaniline, 98%;N-methyl-N-2-nitrophenylaniline;N-Methyl-N-(2-nitrophenyl)amine;STR08505;MFCD00007090;N-Methyl-N-(2-nitrophenyl)amine #;NSC-86672;AKOS003297298;SB75786;LS-19892;CS-0011702;FT-0632552;FT-0671999;EN300-59277;I10239;AE-562/40288729;Z31222766

Chemical Property of N-Methyl-2-nitroaniline

Chemical Property:

• Appearance/Colour: Redish Powder
• Vapor Pressure: 0.0044mmHg at 25°C
• Melting Point: 35-38 °C(lit.)
• Refractive Index: 1.619
• Boiling Point: 277.9 °C at 760 mmHg
• PKA: -0.49±0.25(Predicted)
• Flash Point: 121.9 °C
• PSA: 57.85000
• Density: 1.26 g/cm³
• LogP: 2.23270
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 152.058577502
• Heavy Atom Count: 11
• Complexity: 144

Purity/Quality:

99.9% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s): T,Xi
• Hazard Codes: T,Xi
• Statements: 23/24/25-33
• Safety Statements: 36/37-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CNC1=CC=CC=C1[N+](=O)[O-]
• Uses: N-Methyl-2-nitroaniline was used in the determination of the polarities of ionic liquids using the Kamlet-Taft empirical polarity scales. It was also employed in characterization of the octadecyl-derivatized silica stationary phase and the corresponding mobile phases used in reversed-phase liquid chromatography.

Technology Process of N-Methyl-2-nitroaniline

There total 45 articles about N-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: 100.0%

ortho-nitrofluorobenzene (1493-27-2,127723-77-7) + methylamine (74-89-5) → 2-nitro-N-methylaniline (612-28-2)

Guidance literature:

In ethanol; water; Reflux;

DOI:10.3390/molecules17044545

Reference yield: 99.5%

2-nitrophenyl bromide (577-19-5) + methylamine (74-89-5) → 2-nitro-N-methylaniline (612-28-2)

Guidance literature:

With copper; In water; at 100 ℃; for 12h;

DOI:10.1021/jo102169t

Reference yield: 98.0%

2-nitro-aniline (88-74-4) + dimethyl sulfate (77-78-1) → 2-nitro-N-methylaniline (612-28-2)

Guidance literature:

With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate; In water; toluene; at 20 ℃;

DOI:10.1080/00397910008087265

upstream raw materials:

N-acetyl-N-methylaniline

toluene-4-sulfonic acid-(N-methyl-2-nitro-anilide)

2-Chloronitrobenzene

methylamine

Downstream raw materials:

N-methyl-N-(2-nitrophenyl)acetamide

2,4-dimethyl-benzoic acid-(N-methyl-2-nitro-anilide)

N-carbethoxy acetyl N-methyl o-nitro aniline

N,N'-Bis(2-nitrophenyl)-N,N'dimethyl-1,4-dithiino-<2,3-c;6,5-c'>diisothiazol-3,7-dicarboxamid

Refernces

• 1、 Deorukhkar, Neel,Besnard, Céline,Guénée, Laure,Piguet, Claude. "Tuning spin-crossover transition temperatures in non-symmetrical homoleptic meridional/facial [Fe(didentate)3]2+complexes: what for and who cares about it?". . p. 1206 - 1223. Retrieved 2021/02/09.
• 2、 Avery, Bonnie A.,Chin, Frederick T.,Intagliata, Sebastiano,King, Tamara I.,Matsumoto, Rae R.,McCurdy, Christopher R.,McLaughlin, Jay P.,Mesangeau, Christophe,Seminerio, Michael,Sharma, Abhisheak,Wilson, Lisa L.. "Discovery of a Highly Selective Sigma-2 Receptor Ligand, 1-(4-(6,7-Dimethoxy-3,4-dihydroisoquinolin-2(1H)-yl)butyl)-3-methyl-1H-benzo[d]imidazol-2(3H)-one (CM398), with Drug-Like Properties and Antinociceptive Effects In Vivo". . . Retrieved 2020/07/25.