N-Methyl-4-nitroaniline

N-Methyl-4-nitroaniline Basic information
Uses Biodegradation
Product Name:N-Methyl-4-nitroaniline
Synonyms:4-METHYLAMINONITROBENZENE;4-nitro-n-methylaniline;1-METHYLAMINO-4-NITROBENZENE;Nitronaniline;Methyl-4-nitroaniline;N-Methyl-4-nitroaniline ,99%;N-Methyl-4-nitroaniline,97%;Intedanib Impurity 10
CAS:100-15-2
MF:C7H8N2O2
MW:152.15
EINECS:202-823-2
Product Categories:Pyridines;Building Blocks;C7;Chemical Synthesis;Materials Science;Nitrogen Compounds;C7Photonic and Optical Materials;Amines;Nitrogen Compounds;NLO Chromophores and Intermediates;Non-Linear Optical (NLO) Materials;Organic and Printed Electronics;Organic Building Blocks;Photonic and Optical Materials;Anilines, Aromatic Amines and Nitro Compounds;NLO Chromophores and Intermediates;Non-Linear Optical (NLO) Materials;100-15-2
Mol File:100-15-2.mol
N-Methyl-4-nitroaniline Structure
N-Methyl-4-nitroaniline Chemical Properties
Melting point 149-151 °C(lit.)
Boiling point 294.61°C (rough estimate)
density 1.2010
vapor density 5.25 (vs air)
refractive index 1.6276 (estimate)
storage temp. Keep in dark place,Inert atmosphere,Room temperature
solubility Chloroform (Slightly), Methanol (Slightly)
pka0.56±0.12(Predicted)
form Solid
color Yellow to Very Dark Yellow
Water Solubility <0.1 g/100 mL at 19 ºC
BRN 637920
Stability:Stable. Combustible. Incompatible with strong oxidizing agents.
InChIKeyXIFJZJPMHNUGRA-UHFFFAOYSA-N
CAS DataBase Reference100-15-2(CAS DataBase Reference)
NIST Chemistry ReferenceBenzenamine, N-methyl-4-nitro-(100-15-2)
EPA Substance Registry SystemN-Methyl-p-nitroaniline (100-15-2)
Safety Information
Hazard Codes T,Xi
Risk Statements 23/24/25-33-36/37/38
Safety Statements 28-36/37/39-45-26
RIDADR 2811
WGK Germany 3
Hazard Note Highly Toxic/Irritant
TSCA Yes
HazardClass 6.1
PackingGroup III
HS Code 29214200
MSDS Information
ProviderLanguage
4-Nitro-N-methylaniline English
ACROS English
SigmaAldrich English
ALFA English
N-Methyl-4-nitroaniline Usage And Synthesis
UsesN-methyl-4-nitroaniline is a stabilizer for gunpowder, a desensitizing agent for molten cast explosive TNAZ, a widely used organic intermediate, and N-methyl-4-nitroaniline can be used as a reference substance by its polarizing properties.
N-methyl-4-nitroaniline is an attractive candidate for its appealing capability to retain the nitrogen oxides, good thermal stability, and facile synthesis from abundant and inexpensive starting materials.
BiodegradationN-Methyl-4-nitroaniline is used as an additive to lower the melting temperature of energetic materials in the synthesis of insensitive explosives. Although the biotransformation of N-Methyl-4-nitroaniline under anaerobic condition has been reported, its aerobic microbial degradation has not been documented yet. A soil microcosms study showed the efficient aerobic degradation of N-Methyl-4-nitroaniline by the inhabitant soil microorganisms.
Chemical Propertiesbrownish-yellow crystalline powder
UsesN-Methyl-4-nitroaniline is a versatile reactant used in the synthesis of oxindoles using Pd-catalyzed cyclization of chloroacetanilides.
General DescriptionBrownish-yellow prisms with violet reflex (from ethanol) or yellow powder.
Air & Water ReactionsN-Methyl-4-nitroaniline may be sensitive to prolonged exposure to air. Insoluble in water.
Reactivity ProfileN-Methyl-4-nitroaniline has a vigorous exothermic reaction with carbaryl sulfate when heated above 167° F.
Fire HazardFlash point data for N-Methyl-4-nitroaniline are not available; however, N-Methyl-4-nitroaniline is probably combustible.
Purification MethodsCrystallise the aniline from aqueous EtOH. [Beilstein 12 H 714.]
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