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2-Methyl-5-nitroaniline

2-Methyl-5-nitroaniline Structure
CAS No.
99-55-8
Chemical Name:
2-Methyl-5-nitroaniline
Synonyms
FAST SCARLET G BASE;5-NITRO-O-TOLUIDINE;2-AMINO-4-NITROTOLUENE;PNOT;SCARLET G BASE;CI 37105;pnot[qr];NCI-C01843;dahongseji;ci37105[qr]
CBNumber:
CB7234387
Molecular Formula:
C7H8N2O2
Molecular Weight:
152.15
MOL File:
99-55-8.mol
MSDS File:
SDS
Modify Date:
2024/4/16 13:12:53

2-Methyl-5-nitroaniline 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)
IARC 3 (Vol. 48) 1990
NIST Chemistry Reference Benzenamine, 2-methyl-5-nitro-(99-55-8)
EPA Substance Registry System 2-Methyl-5-nitroaniline (99-55-8)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS06,GHS08
Signal word  Danger
Hazard statements  H301+H311+H331-H351-H412
Precautionary statements  P201-P273-P280-P301+P310-P302+P352+P312-P304+P340+P311
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
Toxicity LD50 orl-rat: 574 mg/kg NCIMR* NIH-71-E-2144,73
NFPA 704
1
3 0

2-Methyl-5-nitroaniline price More Price(8)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) M59386 2-Methyl-5-nitroaniline 98% 99-55-8 100G ₹4806.3 2022-06-14 Buy
Sigma-Aldrich(India) 45984 2-Methyl-5-nitroaniline analytical standard 99-55-8 100MG ₹5217.65 2022-06-14 Buy
Sigma-Aldrich(India) 402729 2-Methyl-5-nitroaniline 95% 99-55-8 100G ₹7209.45 2022-06-14 Buy
ALFA India ALF-A17726-36 2-Methyl-5-nitroaniline, 98+% 99-55-8 500g ₹6930 2022-05-26 Buy
TCI Chemicals (India) N0115 2-Methyl-5-nitroaniline min. 98.0 % 99-55-8 25G ₹3800 2022-05-26 Buy
Product number Packaging Price Buy
M59386 100G ₹4806.3 Buy
45984 100MG ₹5217.65 Buy
402729 100G ₹7209.45 Buy
ALF-A17726-36 500g ₹6930 Buy
N0115 25G ₹3800 Buy

2-Methyl-5-nitroaniline Chemical Properties,Uses,Production

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. 
2-Methyl-5-nitroaniline

Uses

2-Methyl-5-nitroaniline may be employed as analytical standard for the surfactant mediated transformations (?254nm) of 2,4-dinitrotoluene.

Preparation

2-Methyl-5-nitrobenzenamine?in concentrated sulfuric acid nitration.

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.

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.
2-Methyl-5-nitroaniline

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.

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.

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. 

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.

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