4-Methyl-3-nitroaniline

Synonym(s):3-Nitro-p-toluidine;3-Nitro-4-methylaniline;4-Amino-2-nitro-toluene

CAS NO.：119-32-4
Empirical Formula: C7H8N2O2
Molecular Weight: 152.15
MDL number: MFCD00007910
EINECS: 204-314-0
SAFETY DATA SHEET (SDS)
Update Date: 2024-12-18 14:08:52

What is 4-Methyl-3-nitroaniline?

Description

4-Methyl-3-nitroaniline is one of the intermediates or products in the photochemical transformations (λ=254 nm) of 2,4-dinitrotoluene (2,4-DNT) in aqueous solutions containing the cationic surfactant cetyltrimethylammonium (CTA) and the anionic nucleophile borohydride (BH₄^-)[1].

Chemical properties

Orange Crystalline Solid

The Uses of 4-Methyl-3-nitroaniline

Intermediate for dyes and pigments.

The Uses of 4-Methyl-3-nitroaniline

4-Methyl-3-nitroaniline is a compound useful in organic synthesis. It is used to make pigments and dyes. It could also be used in Environmental Testing. It could be used as raw material to synthesized N-(4-methyl-3-nitrophenyl)-4-(4-methylpiperazin-1-ylmethyl)benzamide through acylation[2].

Definition

ChEBI: 4-Amino-2-nitrotoluene is a C-nitro compound.

Synthesis Reference(s)

Tetrahedron Letters, 30, p. 251, 1989 DOI: 10.1016/S0040-4039(00)95173-6

Reactivity Profile

4-Methyl-3-nitroaniline is incompatible with acids, acid chlorides, acid anhydrides, chloroformates and strong oxidizing agents (NTP, 1992).

Hazard

Toxic by ingestion.

Fire Hazard

Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]: Combustible material: may burn but does not ignite readily. When heated, vapors may form explosive mixtures with air: indoors, outdoors and sewers explosion hazards. Those substances designated with a (P) may polymerize explosively when heated or involved in a fire. Contact with metals may evolve flammable hydrogen gas. Containers may explode when heated. Runoff may pollute waterways. Substance may be transported in a molten form. (ERG, 2020)

Safety Profile

Poison by ingestion andintravenous routes. Combustible when exposed to heat orflame. To fight fire, use CO2, spray, foam. When heated todecomposition it emits toxic fumes of NOx.

Purification Methods

Crystallise the aniline from hot water (charcoal), then ethanol and dry it in a vacuum desiccator. [Beilstein 12 H 966.]

References

[1] Diehl C, et al. Surfactant-assisted UV-photolysis of nitroarenes. Chemosphere, 2002; 46: 553-560.
[2] Koroleva E, et al. Synthesis of new amides of the N -methylpiperazine series. Russian Journal of Organic Chemistry, 2011; 47: 1556–1563.

Properties of 4-Methyl-3-nitroaniline

Melting point:	74-77 °C(lit.)
Boiling point:	169 °C (21 mmHg)
Density	1.312
vapor density	5.8
refractive index	1.6276 (estimate)
Flash point:	157 °C
storage temp.	Store below +30°C.
solubility	<1g/l
form	Powder
pka	2.96±0.10(Predicted)
color	Ochre to orange or brown
BRN	638984
CAS DataBase Reference	119-32-4(CAS DataBase Reference)
NIST Chemistry Reference	Benzenamine, 4-methyl-3-nitro-(119-32-4)
EPA Substance Registry System	4-Methyl-3-nitroaniline (119-32-4)

Safety information for 4-Methyl-3-nitroaniline

Signal word	Danger
Pictogram(s)	Skull and Crossbones Acute Toxicity GHS06 Health Hazard GHS08 Environment GHS09
GHS Hazard Statements	H373:Specific target organ toxicity, repeated exposure H411:Hazardous to the aquatic environment, long-term hazard
Precautionary Statement Codes	P273:Avoid release to the environment. P280:Wear protective gloves/protective clothing/eye protection/face protection. P314:Get medical advice/attention if you feel unwell.