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)

form 

Solid

pka

0.56±0.12(Predicted)

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.

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)

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

• Language:English Provider:4-Nitro-N-methylaniline
• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

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

Uses

N-Methyl-4-nitroaniline is a versatile reactant used in the synthesis of oxindoles using Pd-catalyzed cyclization of chloroacetanilides.

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.]

N-Methyl-4-nitroaniline(100-15-2)Related Product Information

• Pirimiphos-methyl
• Thiophanate-methyl
• Tribenuron methyl
• 2-Methyl-3-nitroaniline
• 4-Aminobenzotrifluoride
• 4-Methyl-3-nitroaniline
• 3,3',5,5'-Tetramethylbenzidine dihydrochloride
• N,N-Dimethylaniline
• 2,6-Dichloro-4-nitroaniline
• 4-Nitroaniline
• Methyl acetate
• METSULFURON METHYL
• 2-Methyl-5-nitroaniline
• Methyl salicylate
• 2-Methyl-4-nitroaniline
• N-Methylaniline
• Kresoxim-methyl
• 2-Nitroaniline