2-Methyl-5-nitroaniline

2-Methyl-5-nitroaniline Basic information
Product Name:2-Methyl-5-nitroaniline
Synonyms:devolscarletgsalt;devolscarletgsalt[qr];Diabase scarlet g;diabasescarletg;diabasescarletg[qr];Diazo fast scarlet g;diazofastscarletg;diazofastscarletg[qr]
CAS:99-55-8
MF:C7H8N2O2
MW:152.15
EINECS:202-765-8
Product Categories:Anilines, Aromatic Amines and Nitro Compounds;Dyes and Pigments
Mol File:99-55-8.mol
2-Methyl-5-nitroaniline Structure
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
pka2.34±0.10(Predicted)
color Ochre to yellow-orange
Water Solubility <0.1 g/100 mL at 19 ºC
BRN 879021
Exposure limitsACGIH: TWA 1 mg/m3
Stability:Stable. Incompatible with strong oxidizing agents, acid chlorides, acid anhydrides, acids, chloroformates.
CAS DataBase Reference99-55-8(CAS DataBase Reference)
IARC3 (Vol. 48) 1990
NIST Chemistry ReferenceBenzenamine, 2-methyl-5-nitro-(99-55-8)
EPA Substance Registry System2-Methyl-5-nitroaniline (99-55-8)
Safety Information
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 Data99-55-8(Hazardous Substances Data)
ToxicityLD50 orl-rat: 574 mg/kg NCIMR* NIH-71-E-2144,73
MSDS Information
ProviderLanguage
C.I. 37105English
SigmaAldrichEnglish
ACROSEnglish
ALFAEnglish
2-Methyl-5-nitroaniline Usage And Synthesis
Chemical Properties5-Nitro-o-toluidine is a yellow, crystalline solid.
Chemical Propertiesyellow powder
Uses2-Methyl-5-nitroaniline may be employed as analytical standard for the surfactant mediated transformations (?254nm) of 2,4-dinitrotoluene.
Uses5-Nitro-o-toluidine is used in the synthesis of numerous dyes.
Preparation2-Methyl-5-nitrobenzenamine?in concentrated sulfuric acid nitration.
DefinitionChEBI: A C-nitro compound in which the nitro compound is meta to the amino group and para to the methyl group of o-toluidine.
General DescriptionBright yellow powder.
Air & Water ReactionsInsoluble in water. 2-Methyl-5-nitroaniline is sensitive to moisture, light, or prolonged exposure to air.
Reactivity Profile2-Methyl-5-nitroaniline is incompatible with strong oxidizing agents, acids, acid chlorides, acid anhydrides and chloroformates.
Fire HazardFlash point data for 2-Methyl-5-nitroaniline are not available; however, 2-Methyl-5-nitroaniline is probably combustible.
Safety ProfileConfirmed 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.
CarcinogenicityThere 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.
ShippingUN2660 Nitrotoluidines (mono), Hazard Class: 6.1; Labels: 6.1-Poisonous materials.
Purification MethodsAcetylate 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.]
IncompatibilitiesIncompatible 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 DisposalConsult 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
Raw materialsNitric acid–>o-Toluidine–>2-METHYLACETANILIDE–>2-HYDROXYLAMINO-4-NITROTOLUENE–>Methanimidamide, N,N-dimethyl-N’-(2-methyl-5-nitrophenyl)-–>Benzoic acid, 4-amino-5-methyl-2-nitro- (9CI)–>2-Bromo-4-nitrotoluene–>2-Iodo-4-nitrotoluene–>2-Methyl-5-nitroaniline
Preparation ProductsPigment Red 8–>6-AMINO-3-BROMO (1H)INDAZOLE–>3-Iodo-6-nitroindazole–>6-AMINO-3-CHLORO (1H)INDAZOLE–>3-CHLORO-6-NITRO (1H)INDAZOLE–>Pigment Fast Scarlet G–>3-BROMO-6-NITROINDAZOLE–>6-Hydroxyindazole–>Coating Brilliant Red–>6-Nitroindazole–>Disperse Yellow S-3GL–>2-Methyl-5-nitrophenol–>1-Phenyl-3,4-dihydroisoquinoline–>2,7-Naphthalenedisulfonic acid, 4-amino-6-[[4′-[(8-amino-1-hydroxy-5-sulfo-2-naphthalenyl)azo]-3,3′-dimethyl[1,1′-biphenyl]-4-yl]azo]-5-hydroxy-3-[(2-methyl-5-nitrophenyl)azo]-, trisodium salt–>2-Methyl-5-nitroaniline

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