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N-Methyl-4-nitroaniline

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N-Methyl-4-nitroaniline Basic information

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
Mol File:
100-15-2.mol
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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)
pka
0.56±0.12(Predicted)
Water Solubility 
<0.1 g/100 mL at 19 ºC
BRN 
637920
Stability:
Stable. Combustible. Incompatible with strong oxidizing agents.
InChIKey
XIFJZJPMHNUGRA-UHFFFAOYSA-N
CAS DataBase Reference
100-15-2(CAS DataBase Reference)
NIST Chemistry Reference
Benzenamine, N-methyl-4-nitro-(100-15-2)
EPA Substance Registry System
N-Methyl-p-nitroaniline (100-15-2)
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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

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N-Methyl-4-nitroaniline Usage And Synthesis

Uses

N-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.

Biodegradation

N-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 Properties

brownish-yellow crystalline powder

General Description

Brownish-yellow prisms with violet reflex (from ethanol) or yellow powder.

Air & Water Reactions

N-Methyl-4-nitroaniline may be sensitive to prolonged exposure to air. Insoluble in water.

Reactivity Profile

N-Methyl-4-nitroaniline has a vigorous exothermic reaction with carbaryl sulfate when heated above 167° F.

Fire Hazard

Flash point data for N-Methyl-4-nitroaniline are not available; however, N-Methyl-4-nitroaniline is probably combustible.

Purification Methods

Crystallise the aniline from aqueous EtOH. [Beilstein 12 H 714.]

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