611-05-2

Basic information

• Product Name: 3-Methyl-4-nitroaniline
• Synonyms: 3-METHYL-4-NITRO-PHENYLAMINE;3-METHYL-4-NITROBENZENEAMINE;3-METHYL-4-NITROANILINE;3-Amino-6-nitrotoluene;5-AMINO-2-NITROTOLUENE;4-AMINO-3-METHYL-4-NITROBENZENE;4-NITRO-M-TOLUIDINE;4-nitro-3-methylaniline
• CAS NO: 611-05-2
• Molecular Formula: C₇H₈N₂O₂
• Molecular Weight: 152.15
• EINECS: 210-247-8
• Product Categories: Aromatics Compounds;Functional Materials;Organic Nonlinear Optical Materials;Aromatics
• Mol File: 611-05-2.mol

Chemical Properties

• Melting Point: 136-137°C
• Boiling Point: 330 °C at 760 mmHg
• Flash Point: 153.4 °C
• Appearance: brown crystalline solid
• Density: 1.269 g/cm³
• Vapor Pressure: 0.000171mmHg at 25°C
• Refractive Index: 1.615
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility: Methanol
• PKA: 1.12±0.10(Predicted)
• BRN: 2209112
• CAS DataBase Reference: 3-Methyl-4-nitroaniline(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Methyl-4-nitroaniline(611-05-2)
• EPA Substance Registry System: 3-Methyl-4-nitroaniline(611-05-2)

Safety Data

• Hazard Codes: T
• Statements: 23/24/25-33-51/53
• Safety Statements: 28-36/37-45-61
• RIDADR: 2660
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 611-05-2(Hazardous Substances Data)

Usage

Chemical Properties

Brown Crystalline Solid

Uses

3-Methyl-4-nitrobenzeneamine (cas# 611-05-2) is a compound useful in organic synthesis.

Synthesis Reference(s)

Synthetic Communications, 18, p. 2161, 1988 DOI: 10.1080/00397918808068287

InChI:InChI=1/C7H8N2O2/c1-5-4-6(8)2-3-7(5)9(10)11/h2-4H,8H2,1H3

Upstream product

• 537-92-8 3-Methylacetanilide 
• 619-15-8 2,5-dinitrotoluene 
• 51366-39-3 4-acetamido-2-methylnitrobenzene 
• 52177-06-7 4-ethoxy-2-methyl-1-nitrobenzene 
• 204254-68-2 4-methyl-5-nitro-anthranilic acid 
• 108-44-1 1-amino-3-methylbenzene 
• 97055-58-8 1,4-Dimethyl-3,5-dinitro-2-pyridone 
• 67-64-1 acetone 
• 97055-50-0 1,6-Dimethyl-3,5-dinitro-2-pyridone 
• 7664-93-9 sulfuric acid 
• 3085-53-8 N-formyl-m-toluidine 
• 7697-37-2 nitric acid 
• 7664-41-7 ammonia 
• 7647-01-0 hydrogenchloride 

Downstream Products

• 285125-75-9 4-isothiocyanato-2-methyl-1-nitrobenzene 
• 88-72-2 1-methyl-2-nitrobenzene 
• 52414-98-9 5-bromo-2-nitrotoluene 
• 619-15-8 2,5-dinitrotoluene 
• 5367-28-2 5-chloro-2-nitrotoluene 
• 52415-00-6 4-iodo-2-methyl-1-nitro-benzene 
• 408328-19-8 2-nitro-5-nitrosotoluene 
• 858846-96-5 2-iodo-5-methyl-4-nitro-aniline 
• 5400-77-1 2,6-diiodo-3-methyl-4-nitro-aniline 
• 409314-41-6 6-nitro-toluene-3-sulfonic acid-[N'-(3-methyl-4-nitro-phenyl)-hydrazide] 
• 95-70-5 2-methyl-p-phenylenediamine 
• 51366-39-3 4-acetamido-2-methylnitrobenzene 
• 200348-11-4 7-methyl-6-nitro-quinoline 
• 65745-70-2 5-methyl-6-nitroquinoline 

Relevant articles and documents

Pyrrole inhibitors of S-nitrosoglutathione reductase as therapeutic agents

The present invention is directed to inhibitors of S-nitrosoglutathione reductase (GSNOR), pharmaceutical compositions comprising such GSNOR inhibitors, and methods of making and using the same.

Long conjugated 2-nitrobenzyl derivative caged anticancer prodrugs with visible light regulated release: Preparation and functionalizations

A series of anticancer prodrugs with different chemical functional groups were prepared, in which the styryl conjugated 2-nitrobenzyl derivatives were introduced as the phototrigger to regulate the drug (chlorambucil) release. Compared to the common 4,5-dimethoxy-2-nitrobenzyl caged compounds, most of the prodrugs exhibited large and redshifted one-photon absorption within the visible range. One-photon excitation for the drug release was studied by measuring UV-vis absorption, FT-IR, and HPLC spectra, which suggested that chlorambucil was released effectively and precisely by manipulating external light conditions. And the introduction of different functional groups made this type of prodrug a good platform to further react with some typical drug carriers and to further form excellent visible light responsive drug delivery systems. Moreover, the drug also could be effectively released under the excitation of two-photon at 800 nm with comparable photorelease efficiencies. The Royal Society of Chemistry 2012.

Synthesis of symmetric dinitro-functionalised troeger's base analogues

The synthesis of six new examples of 2,8-dinitro-substituted Troeger's base analogues are reported, together with the first examples of 1,7-, 3,9- and 4,10-dinitro Troeger's base analogues and the first example of a tetranitro Troeger's base compound. Several of these dinitro compounds lack substituents at the 2- and 8-positions and therefore provide further examples of Troeger's base analogues derived from anilines lacking a para substituent.

Guanidinium nitrate: A novel reagent for aryl nitrations

Nitration of various aromatic compounds utilising guanidinium nitrate in 85% sulfuric acid as a nitrating agent has been studied.

REGIOSELECTIVE SYNTHESIS OF 2-SUBSTITUTED 3-NITROPYRIDINES BY ONE-POT REACTION OF EITHER 4- OR 6-SUBSTITUTED 1-METHYL-3,5-DINITRO-2-PYRIDONES WITH KETONES AND AMMONIA

Regioselective synthesis of 2-substituted 3-nitropyridines was achieved by one-pot reaction of either 4- or 6-substituted 1-methyl-3,5-dinitro-2-pyridones with ketones in the presence of ammonia.The selectivity is interpreted in terms of steric factor of substituent on the pyridone.

The Rearragement of Aromatic Nitro Compounds. Part 1. The Reactions of Nitroanilines in Aqueous Sulphuric Acid

A number of substituted 2-nitroanilines rearange in concentrated sulphuric acid at 110 deg C to yield products that appear to be derived from 1,3-migration of the 2-nitro-group.For 2,3-dinitroaniline, the rate of reaction is almost independent of acidity over the range 83-97percent sulphuric acid and the solvent isotope effect k(H2SO4)/k(D2SO4) is 1.3-1.9.Methyl and t-butyl groups, when present as additional substituents in 2,3-dinitroaniline, have only a small effect on the reaction rate but 3-methyl-2-nitroaniline reacts much more slowly than 2,3-dinitroaniline.These results are discussed in terms of a rate-determining migration of the 2-nitro group following protonation at the 2-position.