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HomeProduct name list4-Methyl-3-nitroaniline

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: 2023-09-21 11:25:22
4-Methyl-3-nitroaniline Structural

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)
ghs
Skull and Crossbones
Acute Toxicity
GHS06
ghs
Health Hazard
GHS08
ghs
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.

Computed Descriptors for 4-Methyl-3-nitroaniline

InChIKey GDIIPKWHAQGCJF-UHFFFAOYSA-N

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