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ChemicalBook--->CAS DataBase List--->99-55-8

99-55-8

99-55-8 Structure

99-55-8 Structure
IdentificationMore
[Name]

2-Methyl-5-nitroaniline
[CAS]

99-55-8
[Synonyms]

2-AMINO-4-NITROTOLUENE
2-METHYL-5-NITROANILINE
4-METHYL-M-NITROANILINE
4-NITRO-2-AMINOTOLUENE
5-NITRO-O-TOLUIDINE
CI 37105
FAST SCARLET BASE G
FAST SCARLET G BASE
P-NITRO-P-TOLUIDINE
PNOT
SCARLET G BASE
TIMTEC-BB SBB007597
1-amino-2-methyl-5-nitrobenzene
2-amino-4-nitrotoluene[qr]
2-methyl-5-nitroaniline[qr]
2-methyl-5-nitro-benzenamin
2-Methyl-5-nitrobenzenamine
2-Methyl-5-nitro-benzeneamine
2-methyl-5-nitro-benzeneamine[qr]
3-Nitro-6-methylaniline
[EINECS(EC#)]

202-765-8
[Molecular Formula]

C7H8N2O2
[MDL Number]

MFCD00007741
[Molecular Weight]

152.15
[MOL File]

99-55-8.mol
Chemical PropertiesBack Directory
[Appearance]

5-Nitro-o-toluidine is a yellow, crystalline solid.
[Melting point ]

103-106 °C(lit.)
[Boiling point ]

294.61°C (rough estimate)
[density ]

1.2333 (estimate)
[refractive index ]

1.6276 (estimate)
[storage temp. ]

2-8°C
[solubility ]

Chloroform (Slightly), Methanol (Slightly)
[form ]

Crystalline Powder
[pka]

2.34±0.10(Predicted)
[color ]

Ochre to yellow-orange
[Stability:]

Stable. Incompatible with strong oxidizing agents, acid chlorides, acid anhydrides, acids, chloroformates.
[Water Solubility ]

<0.1 g/100 mL at 19 ºC
[BRN ]

879021
[Exposure limits]

ACGIH: TWA 1 mg/m3
[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]

99-55-8(EPA Substance)
Safety DataBack Directory
[Hazard Codes ]

T,Xi
[Risk Statements ]

R23/24/25:Toxic by inhalation, in contact with skin and if swallowed .
R40:Limited evidence of a carcinogenic effect.
R52/53:Harmful to aquatic organisms, may cause long-term adverse effects in the aquatic environment .
[Safety Statements ]

S36/37:Wear suitable protective clothing and gloves .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S61:Avoid release to the environment. Refer to special instructions safety data sheet .
[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
[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.
[Hazardous Substances Data]

99-55-8(Hazardous Substances Data)
[Toxicity]

LD50 orl-rat: 574 mg/kg NCIMR* NIH-71-E-2144,73
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Nitric 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 Products]

Pigment Red 8-->3-Bromo-1H-indazol-6-amine-->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
Hazard InformationBack Directory
[General Description]

Bright yellow powder.
[Reactivity Profile]

5-NITRO-O-TOLUIDINE(99-55-8) is incompatible with strong oxidizing agents, acids, acid chlorides, acid anhydrides and chloroformates.
[Air & Water Reactions]

Insoluble in water. This compound is sensitive to moisture, light, or prolonged exposure to air.
[Fire Hazard]

Flash point data for this chemical are not available; however, 5-NITRO-O-TOLUIDINE is probably combustible.
[First aid]

If this chemical gets into the eyes, remove any contact lenses at once and irrigate immediately for at least 15 minutes, occasionally lifting upper and lower lids. Seek medical attention immediately. If this chemical contacts the skin, remove contaminated clothing and wash immediately with soap and water. Seek medical attention immediately. If this chemical has been inhaled, remove from exposure, begin rescue breathing (using universal precautions, including resuscitation mask) if breathing has stopped and CPR if heart action has stopped. Transfer promptly to a medical facility. When this chemical has been swallowed, get medical attention. Give large quantities of water and induce vomiting. Do not make an unconscious person vomit.
[Shipping]

UN2660 Nitrotoluidines (mono), Hazard Class: 6.1; Labels: 6.1-Poisonous materials.
[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.
[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
[Chemical Properties]

5-Nitro-o-toluidine is a yellow, crystalline solid.
[Chemical Properties]

yellow powder
[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.
[Uses]

5-Nitro-o-toluidine is used in the synthesis of numerous dyes.
[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]

2-Methyl-5-nitrobenzenamine?in concentrated sulfuric acid nitration.
[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.
[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.]
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

C.I. 37105(99-55-8).msds
Spectrum DetailBack Directory
[Spectrum Detail]

2-Methyl-5-nitroaniline(99-55-8)MS
2-Methyl-5-nitroaniline(99-55-8)1HNMR
2-Methyl-5-nitroaniline(99-55-8)13CNMR
2-Methyl-5-nitroaniline(99-55-8)IR1
2-Methyl-5-nitroaniline(99-55-8)IR2
2-Methyl-5-nitroaniline(99-55-8)IR3
2-Methyl-5-nitroaniline(99-55-8)Raman
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

2-Methyl-5-nitroaniline, 99%(99-55-8)
[Alfa Aesar]

2-Methyl-5-nitroaniline, 99%(99-55-8)
[Sigma Aldrich]

99-55-8(sigmaaldrich)
[TCI AMERICA]

2-Methyl-5-nitroaniline,>98.0%(GC)(99-55-8)
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