4-Methyl-3-nitroaniline Property

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

InChIKey

GDIIPKWHAQGCJF-UHFFFAOYSA-N

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

Hazard Codes 

T,N,Xi

Risk Statements 

23/24/25-33-51/53

Safety Statements 

28-36/37-45-61-28A

RIDADR 

UN 2660 6.1/PG 3

WGK Germany 

2

RTECS 

XU8227250

Hazard Note 

Irritant

TSCA 

Yes

HazardClass 

6.1

PackingGroup 

III

HS Code 

29214300

Toxicity

LD50 orl-rat: 6860 mg/kg 28ZPAK -,133,72

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H373May cause damage to organs through prolonged or repeated exposure

H411Toxic to aquatic life with long lasting effects

Precautionary statements

P273Avoid release to the environment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P314Get medical advice/attention if you feel unwell.

4-Methyl-3-nitroaniline Chemical Properties,Usage,Production

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

Uses

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.