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| | 2-Methyl-5-nitroaniline Basic information |
| | 2-Methyl-5-nitroaniline Chemical Properties |
| Melting point | 103-106 °C(lit.) | | Boiling point | 294.61°C (rough estimate) | | density | 1.2333 (estimate) | | refractive index | 1.6276 (estimate) | | storage temp. | Keep in dark place,Sealed in dry,2-8°C | | solubility | Chloroform (Slightly), Methanol (Slightly) | | form | Crystalline Powder | | pka | 2.34±0.10(Predicted) | | color | Ochre to yellow-orange | | Water Solubility | <0.1 g/100 mL at 19 ºC | | BRN | 879021 | | Exposure limits | ACGIH: TWA 1 mg/m3 | | Stability: | Stable. Incompatible with strong oxidizing agents, acid chlorides, acid anhydrides, acids, chloroformates. | | CAS DataBase Reference | 99-55-8(CAS DataBase Reference) | | NIST Chemistry Reference | Benzenamine, 2-methyl-5-nitro-(99-55-8) | | IARC | 3 (Vol. 48) 1990 | | EPA Substance Registry System | 2-Methyl-5-nitroaniline (99-55-8) |
| Hazard Codes | T,Xi | | Risk Statements | 23/24/25-40-52/53 | | Safety Statements | 36/37-45-61 | | RIDADR | UN 2660 6.1/PG 3 | | WGK Germany | 3 | | RTECS | XU8225000 | | Hazard Note | Irritant | | TSCA | Yes | | HazardClass | 6.1 | | PackingGroup | III | | HS Code | 29214300 | | Hazardous Substances Data | 99-55-8(Hazardous Substances Data) | | Toxicity | LD50 orl-rat: 574 mg/kg NCIMR* NIH-71-E-2144,73 | | 発がん性評価について | IARC 3 |
| | 2-Methyl-5-nitroaniline Usage And Synthesis |
| Description | 2-Methyl-5-nitroaniline, also known as 5-nitro-o-toluidine, is an intermediate compound in the synthesis of a wide range of azo dyes and is an in vivo metabolic product of 2,4-dinitrotoluene.
 | | Chemical Properties | 5-Nitro-o-toluidine is a yellow, crystalline
solid. | | Uses | 2-Methyl-5-nitroaniline may be employed as analytical standard for the surfactant mediated transformations (?254nm) of 2,4-dinitrotoluene. | | Uses | 5-Nitro-o-toluidine is used in the synthesis of numerous dyes. | | Preparation | 2-Methyl-5-nitrobenzenamine?in concentrated sulfuric acid nitration. | | Preparation | o-Toluidine(500 mg, 4.19 mmol) was added with vigorous stirring to a balloon with concentrated sulfuric acid (3.9 ml, 71.4 mmol). The temperature of the reaction is 10 ℃ (salt/ice, cold bath). After that, an acid mixture (0.9 mlHNO3 and 0.9 ml H2SO4) was added to the solution for 2 h. The mixture was placed on ice and basified with NaOH. Finally, 2-methyl-5-nitroaniline was collected by filtration and washed with water.
 | | Definition | ChEBI: A C-nitro compound in which the nitro compound is meta to the amino group and para to the methyl group of o-toluidine. | | Air & Water Reactions | Insoluble in water. 2-Methyl-5-nitroaniline is sensitive to moisture, light, or prolonged exposure to air. | | Reactivity Profile | 2-Methyl-5-nitroaniline is incompatible with strong oxidizing agents, acids, acid chlorides, acid anhydrides and chloroformates. | | Fire Hazard | Flash point data for 2-Methyl-5-nitroaniline are not available; however, 2-Methyl-5-nitroaniline is probably combustible. | | Toxicology | Genetic toxicity studies for 2-methyl-5-nitroaniline indicate generally positive results in
reverse-mutation assays in Salmonella typhimurium and Escherichia coli, and in Syrian hamster
embryo (SHE) cell transformation assays; the compound is weaker in potency than other 2,4-dinitrotoluene
metabolites. | | Safety Profile | Confirmed carcinogen
with experimental carcinogenic data.
Moderately toxic by ingestion. Mutation data
reported. Decomposes exothermically when
heated to 150℃. When heated to
decomposition it emits toxic fumes of NOx.
See also NITRO COMPOUNDS OF
AROMATIC HYDROCARBONS. | | Carcinogenicity | There
are no data available for evaluating carcinogenic risk to
humans. When 5-nitro-o-toluidine was administered in a
dietary feeding study to F344 rats (50 or 100 ppm) and
B6C3F1 mice (1200 or 2300 ppm) of both sexes, hepatocellular
carcinomas were produced in mice but not in rats. | | Shipping | UN2660 Nitrotoluidines (mono), Hazard Class:
6.1; Labels: 6.1-Poisonous materials. | | Purification Methods | Acetylate the aniline, and the acetyl derivative is crystallised to constant melting point; then hydrolyse it with 70% H2SO4 and the free base is regenerated by treatment with NH3 [Bevan et al. J Chem Soc 4284 1956]. [Beilstein 12 H 844. 12 IV 1807.] | | Incompatibilities | Incompatible with oxidizers (chlorates,
nitrates, peroxides, permanganates, perchlorates, chlorine,
bromine, fluorine, etc.); contact may cause fires or explosions.
Keep away from alkaline materials, strong bases,
strong acids, oxoacids, epoxides, acid chlorides; acid anhydrides;
chloroformates. | | Waste Disposal | Consult with environmental
regulatory agencies for guidance on acceptable disposal
practices. Generators of waste containing this contaminant
(≥100 kg/mo) must conform with EPA regulations governing
storage, transportation, treatment, and waste disposal. |
| | 2-Methyl-5-nitroaniline Preparation Products And Raw materials |
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